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<title>DP Chemistry: Hydroxychloroquine & IB Chemistry</title>
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<meta name="description" content="Hydroxychloroquine has been very much in the news recently as it is a medicine that is being controversially taken by some people both as a preventative and as a treatment against Covid-19. After a brief introduction this page uses the chemistry of hydroxychloroquine holistically to test students understanding of content found in five different topics on the IB syllabus. Many of the questions can be answered by SL and...">
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href="../19411/nuclear-fusion-nuclear-fission-reactions-1.html">Nuclear fusion & nuclear fission reactions</a></li><li><a href="../19429/solar-energy-1.html">Solar energy</a></li><li><a href="../19437/environmental-impact-global-warming-1.html">Environmental impact - global warming</a></li><li><a href="../19453/electrochemistry-rechargeable-batteries-fuel-cells-1.html">Electrochemistry, rechargeable batteries & fuel cells</a></li><li><a href="../19458/nuclear-fusion-fission-hl--1.html">Nuclear fusion & fission (HL) </a></li><li><a href="../19470/photovoltaic-cells-and-dsscs-1.html">Photovoltaic cells and DSSCs</a></li></ul></li><li><a href="../19078/option-d-1.html" class="father">Option D</a><ul class="level-2"><li><a href="../19079/pharmaceutical-products-drug-action--1.html">Pharmaceutical products & drug action </a></li><li><a href="../19158/aspirin-penicillin--1.html">Aspirin & penicillin </a></li><li><a href="../19174/opiates-1.html">Opiates</a></li><li><a href="../19184/ph-regulation-of-the-stomach-1.html">pH regulation of the stomach</a></li><li><a href="../19194/antiviral-medications--1.html">Antiviral medications </a></li><li><a href="../19211/environmental-impact-of-some-medications-1.html">Environmental impact of some medications</a></li><li><a href="../19254/taxol-a-chiral-auxiliary-case-study-1.html">Taxol - a chiral auxiliary case study</a></li><li><a href="../19258/nuclear-medicine--1.html">Nuclear medicine </a></li><li><a href="../19273/drug-detection-analysis--1.html">Drug detection & analysis </a></li></ul></li></ul></li><li><a href="../16592/practical-scheme-of-work-ia--1.html">Practical scheme of work & IA </a><ul class="level-1"><li><a href="../16682/internal-assessment-1.html" class="father">Internal Assessment</a><ul class="level-2"><li><a href="../18892/scaffolding-the-investigation-1.html">'Scaffolding' the investigation</a></li><li><a href="../18896/timing-organisation--1.html">Timing & organisation </a></li><li><a href="../18905/choosing-the-research-question-1.html">Choosing the research question</a></li><li><a href="../18946/personal-engagement-1.html">Personal engagement</a></li><li><a href="../18950/exploration-1.html">Exploration</a></li><li><a href="../18957/analysis-1.html">Analysis</a></li><li><a href="../18965/evaluation-1.html">Evaluation</a></li><li><a href="../18966/communication-1.html">Communication</a></li><li><a href="../19882/internal-standardization-of-the-ia-1.html">Internal standardization of the IA</a></li><li><a href="../19901/submitting-the-samples-for-moderation-2.html">Submitting the samples for moderation</a></li><li><a href="../33754/ten-suggestions-for-ias-using-secondary-data-1.html">Ten suggestions for IAs using secondary data</a></li><li><a href="../37544/gaining-full-marks-for-a-databased-ia--1.html">Gaining full marks for a databased IA </a></li><li><a href="../19506/ia-example-marking-exercise--1.html">IA example & marking exercise </a></li><li><a href="../23929/genuine-examples-of-moderated-ia-reports-1.html">Genuine examples of moderated IA reports</a></li><li><a href="../25234/examples-of-teacher-marked-ia-reports--1.html">Examples of teacher-marked IA reports </a></li><li><a href="../37542/history-of-internal-assessment-1.html">History of Internal Assessment</a></li></ul></li><li><a href="../16598/mandatory-laboratory-components-1.html" class="father">Mandatory laboratory components</a><ul class="level-2"><li><a href="../16613/formula-of-magnesium-oxide--1.html">Formula of magnesium oxide </a></li><li><a href="../16612/determining-the-mr-of-an-unknown-gas-1.html">Determining the <i>M</i><sub>r</sub> of an unknown gas</a></li><li><a href="../16615/acid-base-titrations--1.html">Acid-base titrations </a></li><li><a href="../16616/a-green-acid-base-practical-1.html">A green acid-base practical</a></li><li><a href="../16617/analysis-of-aspirin-tablets-1.html">Analysis of aspirin tablets</a></li><li><a href="../16618/caco3-in-egg-shells-1.html">CaCO<sub>3</sub> in egg shells</a></li><li><a href="../16644/enthalpy-changes-1.html">Enthalpy changes</a></li><li><a href="../16631/reaction-rates-1.html">Reaction rates</a></li><li><a href="../16635/rate-dependent-factors-1.html">Rate-dependent factors</a></li><li><a href="../16636/determining-ea-for-a-reaction-1.html">Determining <i>E</i><sub>a</sub> for a reaction</a></li><li><a href="../16637/iodination-of-propanone-1.html">Iodination of propanone</a></li><li><a href="../18144/titrations-with-a-ph-meter-1.html">Titrations with a pH meter</a></li><li><a href="../18355/redox-titration-with-kmno4--1.html">Redox titration with KMnO<sub>4</sub> </a></li><li><a href="../16640/voltaic-cells-1.html">Voltaic cells</a></li><li><a href="../16659/3-d-molecular-modelling--1.html">3-D molecular modelling </a></li></ul></li><li><a href="../17168/other-good-practicals-1.html" class="father">Other good practicals</a><ul class="level-2"><li><a href="../17196/common-chemical-reactions-1.html">Common chemical reactions</a></li><li><a href="../227/elements-oxides-of-the-third-period--1.html">Elements & oxides of the third period </a></li><li><a href="../17239/the-halogens-1.html">The halogens</a></li><li><a href="../17162/boiling-points-of-mixtures-1.html">Boiling points of mixtures</a></li><li><a href="../17170/polarity-of-molecules-1.html">Polarity of molecules</a></li><li><a href="../18083/le-chateliers-principle--1.html">Le Chatelier's principle </a></li><li><a href="../19582/determining-kc-for-an-esterification-reaction-1.html">Determining <i>K</i><sub>c</sub> for an esterification reaction</a></li><li><a href="../18164/redox-reactions-of-vanadium--1.html">Redox reactions of vanadium </a></li><li><a href="../18351/chlorine-in-swimming-pools--1.html">Chlorine in swimming pools </a></li><li><a href="../18178/analysis-of-cuii-ions-in-solution--1.html">Analysis of Cu(II) ions in solution </a></li><li><a href="../18179/percentage-of-copper-in-brass-1.html">Percentage of copper in brass</a></li><li><a href="../18356/electrolytic-cells--1.html">Electrolytic cells </a></li><li><a href="../18598/reactions-of-organic-compounds-1.html">Reactions of organic compounds</a></li><li><a href="../18752/hydrolysis-of-halogenoalkanes-1.html">Hydrolysis of halogenoalkanes</a></li><li><a href="../18784/preparation-of-13-dinitrobenzene--1.html">Preparation of 1,3-dinitrobenzene </a></li><li><a href="../19022/determination-of-an-organic-structure-1.html">Determination of an organic structure</a></li><li><a href="../19887/preparation-of-nylon-66-1.html">Preparation of nylon 6,6</a></li><li><a href="../19343/determination-of-vitamin-c-content--1.html">Determination of vitamin C content </a></li><li><a href="../19342/hydrolysis-of-starch--1.html">Hydrolysis of starch </a></li><li><a href="../19159/preparation-purification-of-aspirin--1.html">Preparation & purification of aspirin </a></li></ul></li><li><a href="../18851/ict-in-practical-work-1.html" class="father">ICT in practical work</a><ul class="level-2"><li><a href="../18852/data-logging--1.html">Data logging </a></li><li><a href="../18853/software-for-graph-plotting--1.html">Software for graph plotting </a></li><li><a href="../18854/spreadsheets-for-data-processing--1.html">Spreadsheets for data processing </a></li><li><a href="../18855/databases-1.html">Databases</a></li><li><a href="../18856/computer-modelling-simulations--1.html">Computer modelling & simulations </a></li></ul></li><li><a href="../16594/group-4-project-1.html" class="father">Group 4 Project</a><ul class="level-2"><li><a href="../16595/practicalities-1.html">Practicalities</a></li><li><a href="../16596/reflective-statement--2.html">Reflective statement </a></li></ul></li><li><a href="../16666/a-new-laboratory-1.html">A new laboratory?</a></li></ul></li><li><a href="../16284/exams-1.html">Exams</a><ul class="level-1"><li><a href="../16286/essential-facts-1.html" 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options</a></li><li><a href="../24897/sl-quizzes-on-option-sub-topics--1.html">SL Quizzes on option sub-topics </a></li><li><a href="../17785/hl-multiple-choice-tests-on-individual-topics-1.html">HL Multiple choice tests on individual topics</a></li><li><a href="../24352/hl-multiple-choice-quizzes-on-sub-topics-1.html">HL Multiple choice 'quizzes' on sub-topics</a></li><li><a href="../31520/hl-practice-paper-1-exams--1.html">HL Practice Paper 1 exams </a></li><li><a href="../17787/hl-questions-on-each-sub-topic--1.html">HL Questions on each sub-topic </a></li><li><a href="../20428/hl-paper-3-section-a-questions-1.html">HL Paper 3 Section A questions</a></li><li><a href="../17793/hl-questions-on-the-options-1.html">HL Questions on the options</a></li><li><a href="../24973/hl-quizzes-on-option-sub-topics-1.html">HL Quizzes on option sub-topics</a></li><li><a href="../41573/printable-versions-of-written-tasks--1.html">Printable versions of written tasks </a></li></ul></li><li><a 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href="../40919/covalent-structures-1-questions-1.html" title="Covalent structures (1) questions">Covalent structures (1) questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17122/covalent-structures-2-1.html" title="Covalent structures (2)">Covalent structures (2)</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24481/mc-test-covalent-structures-2--1.html" title="MC test: Covalent structures (2) ">MC test: Covalent structures (2) </a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40918/covalent-structure-2-shapes-polarity-questions-1.html" title="Covalent structure (2) Shapes & polarity questions">Covalent structure (2) Shapes & polarity questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17160/intermolecular-forces-1.html" title="Intermolecular forces">Intermolecular forces</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24512/mc-test-intermolecular-forces-1.html" title="MC test: Intermolecular forces">MC test: Intermolecular forces</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40937/intermolecular-forces-questions-1.html" title="Intermolecular forces questions">Intermolecular forces questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17237/metallic-bonding-1.html" title="Metallic bonding">Metallic bonding</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24513/mc-test-metallic-bonding-1.html" title="MC test: Metallic bonding">MC test: Metallic bonding</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40939/metallic-bonding-questions-1.html" title="Metallic bonding questions">Metallic bonding questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17260/further-aspects-of-covalent-bonding--1.html" title="Further aspects of covalent bonding ">Further aspects of covalent bonding </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24553/mc-test-further-aspects-of-covalent-bonding-1.html" title="MC test: Further aspects of covalent bonding">MC test: Further aspects of covalent bonding</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40940/further-aspects-of-covalent-bonding-questions-1.html" title="Further aspects of covalent bonding questions">Further aspects of covalent bonding questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17258/hybridization-1.html" title="Hybridization">Hybridization</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24555/mc-test-hybridization-1.html" title="MC test: Hybridization">MC test: Hybridization</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40941/hybridization-questions-1.html" title="Hybridization questions">Hybridization questions</a></li></ul></ul><li class=" parent" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../17669/topics-5-15--1.html" title="Topics 5 & 15 ">Topics 5 & 15 </a></li><ul class="level-2 "><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17685/measuring-energy-changes-1.html" title="Measuring energy changes">Measuring energy changes</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24581/mc-test-measuring-energy-changes-1.html" title="MC test: Measuring energy changes">MC test: Measuring energy changes</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39536/measuring-energy-changes-questions--1.html" title="Measuring energy changes questions ">Measuring energy changes questions </a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17689/hesss-law--1.html" title="Hess's Law ">Hess's Law </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24582/mc-test-hesss-law-1.html" title="MC test: Hess's Law">MC test: Hess's Law</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39546/hesss-law-questions-1.html" title="Hess's Law questions">Hess's Law questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17774/bond-enthalpies-1.html" title="Bond enthalpies">Bond enthalpies</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24591/mc-test-bond-enthalpies-1.html" title="MC test: Bond enthalpies">MC test: Bond enthalpies</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39547/bond-enthalpy-questions--1.html" title="Bond enthalpy questions ">Bond enthalpy questions </a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17776/energy-cycles--1.html" title="Energy cycles ">Energy cycles </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24593/mc-test-energy-cycles-1.html" title="MC test: Energy cycles">MC test: Energy cycles</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39569/energy-cycles-questions--1.html" title="Energy cycles questions ">Energy cycles questions </a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17780/entropy-spontaneity--1.html" title="Entropy & spontaneity ">Entropy & spontaneity </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24608/mc-test-entropy-spontaneity-1.html" title="MC test: Entropy & spontaneity">MC test: Entropy & spontaneity</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39650/entropy-spontaneity-questions--1.html" title="Entropy & spontaneity questions ">Entropy & spontaneity questions </a></li></ul></ul><li class=" parent" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../17848/topics-6-16-1.html" title="Topics 6 & 16">Topics 6 & 16</a></li><ul class="level-2 "><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17850/collision-theory-rates-of-reaction-1.html" title="Collision theory & rates of reaction">Collision theory & rates of reaction</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24640/mc-test-collision-theory-rates-of-reaction-1.html" title="MC test: Collision theory & rates of reaction">MC test: Collision theory & rates of reaction</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40946/collision-theory-questions-1.html" title="Collision theory questions">Collision theory questions</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40947/rates-of-reaction-questions-1.html" title="Rates of reaction questions">Rates of reaction questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17870/rate-expression-reaction-mechanism-1.html" title="Rate expression & reaction mechanism">Rate expression & reaction mechanism</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24645/mc-test-rate-expression-reaction-mechanisms-1.html" title="MC test: Rate expression & reaction mechanisms">MC test: Rate expression & reaction mechanisms</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40949/rate-expression-questions-1.html" title="Rate expression questions">Rate expression questions</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40950/reaction-mechanisms-questions-1.html" title="Reaction mechanisms questions">Reaction mechanisms questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17876/activation-energy-1.html" title="Activation energy">Activation energy</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24651/mc-test-activation-energy-1.html" title="MC test: Activation energy">MC test: Activation energy</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40954/activation-energy-questions-1.html" title="Activation energy questions">Activation energy questions</a></li></ul></ul><li class=" parent" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../18038/topics-7-17--1.html" title="Topics 7 & 17 ">Topics 7 & 17 </a></li><ul class="level-2 "><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18040/equilibrium--1.html" title="Equilibrium ">Equilibrium </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24656/mc-test-equilibrium-1.html" title="MC test: Equilibrium">MC test: Equilibrium</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40959/equilibrium-questions-1.html" title="Equilibrium questions">Equilibrium questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18091/equilibrium-law--1.html" title="Equilibrium law ">Equilibrium law </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24660/mc-test-the-equilibrium-law-1.html" title="MC test: The equilibrium law">MC test: The equilibrium law</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40961/equilibrium-law-questions-1.html" title="Equilibrium law questions">Equilibrium law questions</a></li></ul></ul><li class=" parent" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../18120/topics-8-18--1.html" title="Topics 8 & 18 ">Topics 8 & 18 </a></li><ul class="level-2 "><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18124/theories-of-acids-bases--1.html" title="Theories of acids & bases ">Theories of acids & bases </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24662/mc-test-theories-of-acids-bases-1.html" title="MC test: Theories of acids & bases">MC test: Theories of acids & bases</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40963/theories-of-acids-bases-questions-1.html" title="Theories of acids & bases questions">Theories of acids & bases questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18126/properties-of-acids-bases-1.html" title="Properties of acids & bases">Properties of acids & bases</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24663/mc-test-properties-of-acids-bases--1.html" title="MC test: Properties of acids & bases ">MC test: Properties of acids & bases </a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40964/properties-of-acids-bases-questions-1.html" title="Properties of acids & bases questions">Properties of acids & bases questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18140/ph-scale-1.html" title="pH scale">pH scale</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24668/mc-test-the-ph-scale-1.html" title="MC test: The pH scale">MC test: The pH scale</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40971/ph-scale-questions-1.html" title="pH scale questions">pH scale questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18152/strong-weak-acids-bases-1.html" title="Strong & weak acids & bases">Strong & weak acids & bases</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24670/mc-test-strong-weak-acids-bases-1.html" title="MC test: Strong & weak acids & bases">MC test: Strong & weak acids & bases</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40972/strong-weak-acid-bases-questions-1.html" title="Strong & weak acid & bases questions">Strong & weak acid & bases questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18156/acid-deposition-1.html" title="Acid deposition">Acid deposition</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24674/mc-test-acid-deposition-1.html" title="MC test: Acid deposition">MC test: Acid deposition</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40983/acid-deposition-questions-1.html" title="Acid deposition questions">Acid deposition questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18160/lewis-acids-bases-1.html" title="Lewis acids & bases">Lewis acids & bases</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24710/mc-test-lewis-acids-bases-1.html" title="MC test: Lewis acids & bases">MC test: Lewis acids & bases</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40986/lewis-acids-bases-questions-1.html" title="Lewis acids & bases questions">Lewis acids & bases questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18250/acid-base-calculations-1.html" title="Acid base calculations">Acid base calculations</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24714/mc-test-calculations-involving-acids-bases--1.html" title="MC test: Calculations involving acids & bases ">MC test: Calculations involving acids & bases </a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../40988/acid-base-calculations-questions--1.html" title="Acid-base calculations questions ">Acid-base calculations questions </a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../26161/ph-titration-curves-1.html" title="pH titration curves">pH titration curves</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../26158/mc-test-ph-curves-1.html" title="MC test: pH curves">MC test: pH curves</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41000/ph-curves-questions--1.html" title="pH curves questions ">pH curves questions </a></li></ul></ul><li class=" parent" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../18350/topics-9-19-1.html" title="Topics 9 & 19">Topics 9 & 19</a></li><ul class="level-2 "><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18365/oxidation-reduction-1.html" title="Oxidation & reduction">Oxidation & reduction</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24725/mc-test-oxidation-reduction-1.html" title="MC test: Oxidation & reduction">MC test: Oxidation & reduction</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41033/oxidation-reduction-questions-1--1.html" title="Oxidation & reduction questions (1) ">Oxidation & reduction questions (1) </a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41034/oxidation-reduction-questions-2-1.html" title="Oxidation & reduction questions (2)">Oxidation & reduction questions (2)</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41035/oxidation-reduction-questions-3-1.html" title="Oxidation & reduction questions (3)">Oxidation & reduction questions (3)</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18383/electrochemical-cells-1.html" title="Electrochemical cells">Electrochemical cells</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24740/mc-test-electrochemical-cells-1.html" title="MC test: Electrochemical cells">MC test: Electrochemical cells</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41072/electrochemical-cells-questions--1.html" title="Electrochemical cells questions ">Electrochemical cells questions </a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18401/electrochemical-cells-ahl--1.html" title="Electrochemical cells (AHL) ">Electrochemical cells (AHL) </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24742/mc-test-electrochemical-cells-ahl-1.html" title="MC test: Electrochemical cells (AHL)">MC test: Electrochemical cells (AHL)</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41098/electrochemical-cells-1-ahl-questions-1.html" title="Electrochemical cells (1) (AHL) questions">Electrochemical cells (1) (AHL) questions</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41099/electrochemical-cells-2-ahl-questions-1.html" title="Electrochemical cells (2) (AHL) questions">Electrochemical cells (2) (AHL) questions</a></li></ul></ul><li class=" parent" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../18475/topics-10-20--1.html" title="Topics 10 & 20 ">Topics 10 & 20 </a></li><ul class="level-2 "><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18497/fundamentals-of-organic-chemistry--1.html" title="Fundamentals of organic chemistry ">Fundamentals of organic chemistry </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24749/mc-test-fundamentals-of-organic-chemistry-1.html" title="MC test: Fundamentals of organic chemistry">MC test: Fundamentals of organic chemistry</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41111/fundamentals-of-organic-chemistry-1-questions-1.html" title="Fundamentals of organic chemistry (1) questions">Fundamentals of organic chemistry (1) questions</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41112/fundamentals-of-organic-chemistry-2-questions-1.html" title="Fundamentals of organic chemistry (2) questions">Fundamentals of organic chemistry (2) questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18597/alkanes-alkenes-addition-polymers-1.html" title="Alkanes, alkenes & addition polymers">Alkanes, alkenes & addition polymers</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24750/mc-test-alkanes-alkenes-addition-polymers-1.html" title="MC test: Alkanes, alkenes & addition polymers">MC test: Alkanes, alkenes & addition polymers</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41121/alkanes-questions-1.html" title="Alkanes questions">Alkanes questions</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41124/alkenes-questions-1.html" title="Alkenes questions">Alkenes questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18741/alcohols--1.html" title="Alcohols ">Alcohols </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24772/mc-test-alcohols-1.html" title="MC test: Alcohols">MC test: Alcohols</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41125/alcohols-questions-1.html" title="Alcohols questions">Alcohols questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18742/halogenoalkanes-benzene--1.html" title="Halogenoalkanes & benzene ">Halogenoalkanes & benzene </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24797/mc-test-halogenoalkanes-benzene-1.html" title="MC test: Halogenoalkanes & benzene">MC test: Halogenoalkanes & benzene</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41130/halogenoalkanes-benzene-questions-1.html" title="Halogenoalkanes & benzene questions">Halogenoalkanes & benzene questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18762/nucleophilic-substitution--1.html" title="Nucleophilic substitution ">Nucleophilic substitution </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24757/mc-test-nucleophilic-substitution-1.html" title="MC test: Nucleophilic substitution">MC test: Nucleophilic substitution</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41138/nucleophilic-substitution-questions-1.html" title="Nucleophilic substitution questions">Nucleophilic substitution questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18766/electrophilic-addition--1.html" title="Electrophilic addition ">Electrophilic addition </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24805/mc-test-electrophilic-addition-electrophilic-substitution-reacti-2.html" title="MC test: Electrophilic addition & electrophilic substitution reactions">MC test: Electrophilic addition & electrophilic substitution reactions</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41148/electrophilic-addition-questions-1.html" title="Electrophilic addition questions">Electrophilic addition questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18780/electrophilic-substitution--2.html" title="Electrophilic substitution ">Electrophilic substitution </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41149/electrophilic-substitution-questions-1.html" title="Electrophilic substitution questions">Electrophilic substitution questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18793/reduction-reactions--1.html" title="Reduction reactions ">Reduction reactions </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24811/mc-test-reduction-reactions-1.html" title="MC test: Reduction reactions">MC test: Reduction reactions</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41150/reduction-reactions-questions-1.html" title="Reduction reactions questions">Reduction reactions questions</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18797/synthetic-routes--1.html" title="Synthetic routes ">Synthetic routes </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24822/mc-test-synthetic-routes-1.html" title="MC test: Synthetic routes">MC test: Synthetic routes</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41152/synthetic-routes-questions--1.html" title="Synthetic routes questions ">Synthetic routes questions </a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18844/stereoisomerism--1.html" title="Stereoisomerism ">Stereoisomerism </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24817/mc-test-stereoisomerism-1.html" title="MC test: Stereoisomerism">MC test: Stereoisomerism</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../41166/stereoisomerism-questions-1.html" title="Stereoisomerism questions">Stereoisomerism questions</a></li></ul></ul><li class=" parent" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../17285/topics-11-21--1.html" title="Topics 11 & 21 ">Topics 11 & 21 </a></li><ul class="level-2 "><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17276/uncertainty-errors--1.html" title="Uncertainty & errors ">Uncertainty & errors </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24818/mc-test-uncertainties-errors-1.html" title="MC test: Uncertainties & errors">MC test: Uncertainties & errors</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../38869/uncertainty-error-questions--1.html" title="Uncertainty & error questions ">Uncertainty & error questions </a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../15014/graphical-techniques-1.html" title="Graphical techniques">Graphical techniques</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24819/mc-test-graphical-techniques-1.html" title="MC test: Graphical techniques">MC test: Graphical techniques</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39387/graphical-techniques-questions--1.html" title="Graphical techniques questions ">Graphical techniques questions </a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../18968/spectroscopic-identification-of-organic-compounds-1.html" title="Spectroscopic identification of organic compounds">Spectroscopic identification of organic compounds</a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24820/mc-test-spectroscopic-identification-of-organic-compounds--1.html" title="MC test: Spectroscopic identification of organic compounds ">MC test: Spectroscopic identification of organic compounds </a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39388/index-of-hydrogen-deficiency-questions-1.html" title="Index of hydrogen deficiency questions">Index of hydrogen deficiency questions</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39351/identification-from-spectra-question-1-1.html" title="Identification from spectra - Question 1">Identification from spectra - Question 1</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39353/identification-from-spectra-question-2-1.html" title="Identification from spectra - Question 2">Identification from spectra - Question 2</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39354/identification-from-spectra-question-3-1.html" title="Identification from spectra - Question 3">Identification from spectra - Question 3</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39355/identification-from-spectra-question-4-1.html" title="Identification from spectra - Question 4">Identification from spectra - Question 4</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39356/identification-from-spectra-question-5-1.html" title="Identification from spectra - Question 5">Identification from spectra - Question 5</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39357/identification-from-spectra-question-6-1.html" title="Identification from spectra - Question 6">Identification from spectra - Question 6</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39358/identification-from-spectra-question-7-1.html" title="Identification from spectra - Question 7">Identification from spectra - Question 7</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39359/identification-from-spectra-question-8-1.html" title="Identification from spectra - Question 8">Identification from spectra - Question 8</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39360/identification-from-spectra-question-9-1.html" title="Identification from spectra - Question 9">Identification from spectra - Question 9</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39361/identification-from-spectra-question-10-1.html" title="Identification from spectra - Question 10">Identification from spectra - Question 10</a></li></ul><li class=" parent" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../19027/spectroscopic-identification-of-organic-compounds-ahl--1.html" title="Spectroscopic identification of organic compounds (AHL) ">Spectroscopic identification of organic compounds (AHL) </a></li><ul class="level-3 "><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../24821/mc-test-spectroscopic-identification-of-organic-compounds-ahl-1.html" title="MC test: Spectroscopic identification of organic compounds (AHL)">MC test: Spectroscopic identification of organic compounds (AHL)</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39375/identification-from-spectra-question-11-1.html" title="Identification from spectra - Question 11">Identification from spectra - Question 11</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39376/identification-from-spectra-question-12-1.html" title="Identification from spectra - Question 12">Identification from spectra - Question 12</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39377/identification-from-spectra-question-13-1.html" title="Identification from spectra - Question 13">Identification from spectra - Question 13</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39378/identification-from-spectra-question-14-1.html" title="Identification from spectra - Question 14">Identification from spectra - Question 14</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39379/identification-from-spectra-question-15-1.html" title="Identification from spectra - Question 15">Identification from spectra - Question 15</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39380/identification-from-spectra-question-16-1.html" title="Identification from spectra - Question 16">Identification from spectra - Question 16</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39381/identification-from-spectra-question-17-1.html" title="Identification from spectra - Question 17">Identification from spectra - Question 17</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39382/identification-from-spectra-question-18-1.html" title="Identification from spectra - Question 18">Identification from spectra - Question 18</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39383/identification-from-spectra-question-19-1.html" title="Identification from spectra - Question 19">Identification from spectra - Question 19</a></li><li class="" style="padding-left: 42px"><i class="expander fa fa-caret-right "></i><a href="../39385/identification-from-spectra-question-20-1.html" title="Identification from spectra - Question 20">Identification from spectra - Question 20</a></li></ul></ul></ul><li class=" parent" style="padding-left: 0px"><i class="expander fa fa-caret-right "></i><a href="../16441/the-nature-of-science-1.html" title="The Nature of Science">The Nature of Science</a></li><ul class="level-1 "><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../16450/key-terms-concepts-1.html" title="Key terms & concepts">Key terms & concepts</a></li><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../34566/nos-critical-thinking-1.html" title="NOS & Critical Thinking">NOS & Critical Thinking</a></li><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../32100/how-the-elements-were-named-1.html" title="How the elements were named">How the elements were named</a></li><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../36753/the-culture-of-chemistry-1.html" title="The Culture of Chemistry">The Culture of Chemistry</a></li><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../17333/nature-of-science-questions-1.html" title="Nature of Science questions">Nature of Science questions</a></li></ul><li class=" parent" style="padding-left: 0px"><i class="expander fa fa-caret-right "></i><a href="../16413/incorporating-im-tok-utilization-etc-1.html" title="Incorporating IM, TOK, 'Utilization' etc.">Incorporating IM, TOK, 'Utilization' etc.</a></li><ul class="level-1 "><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../16414/topic-1-1.html" title="Topic 1">Topic 1</a></li><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../16916/topics-2-12-1.html" title="Topics 2 & 12">Topics 2 & 12</a></li><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../17023/topics-3-13--1.html" title="Topics 3 & 13 ">Topics 3 & 13 </a></li><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../17055/topics-4-14--1.html" title="Topics 4 & 14 ">Topics 4 & 14 </a></li><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../17270/topics-5-15--1.html" title="Topics 5 & 15 ">Topics 5 & 15 </a></li><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../17854/topics-6-16--1.html" title="Topics 6 & 16 ">Topics 6 & 16 </a></li><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../18041/topics-7-17--1.html" title="Topics 7 & 17 ">Topics 7 & 17 </a></li><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../18099/topics-8-18-1.html" title="Topics 8 & 18">Topics 8 & 18</a></li><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../18349/topics-9-19--1.html" title="Topics 9 & 19 ">Topics 9 & 19 </a></li><li class="" style="padding-left: 14px"><i class="expander fa fa-caret-right 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Acids and bases</a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17416/9-redox-processes-1.html" title="9. Redox processes">9. Redox processes</a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17411/10-organic-chemistry-1--1.html" title="10. Organic chemistry (1) ">10. Organic chemistry (1) </a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17412/10-organic-chemistry-2--1.html" title="10. Organic chemistry (2) ">10. Organic chemistry (2) </a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17286/11-measurement-data-processing-1--1.html" title="11. Measurement & data processing (1) ">11. Measurement & data processing (1) </a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17287/11-measurement-data-processing-2-1.html" title="11. Measurement & data processing (2)">11. Measurement & data processing (2)</a></li></ul><li class=" parent" style="padding-left: 14px"><i class="expander fa fa-caret-right "></i><a href="../16688/hl-questions-by-topic-1.html" title="HL Questions by topic">HL Questions by topic</a></li><ul class="level-2 "><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../16709/1-stoichiometric-relationships-1-1.html" title="1. Stoichiometric relationships (1)">1. Stoichiometric relationships (1)</a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../16735/1-stoichiometric-relationships-2-1.html" title="1. Stoichiometric relationships (2)">1. Stoichiometric relationships (2)</a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../37016/2-12-atomic-structure-1-1.html" title="2 &12. Atomic structure (1)">2 &12. Atomic structure (1)</a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../16721/2-12-atomic-structure-2-1.html" title="2 &12. Atomic structure (2)">2 &12. Atomic structure (2)</a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../16815/3-13-periodicity-transition-metals-1--1.html" title="3 & 13. Periodicity & transition metals (1) ">3 & 13. Periodicity & transition metals (1) </a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../16816/3-13-periodicity-transition-metals-2--1.html" title="3 & 13. Periodicity & transition metals (2) ">3 & 13. Periodicity & transition metals (2) </a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../16861/4-14-chemical-bonding-structure-1-1.html" title="4 & 14. Chemical bonding & structure (1)">4 & 14. Chemical bonding & structure (1)</a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../16862/4-14-chemical-bonding-structure-2-1.html" title="4 & 14. Chemical bonding & structure (2)">4 & 14. Chemical bonding & structure (2)</a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../16894/5-15-energetics-thermochemistry-1--1.html" title="5 & 15. Energetics & thermochemistry (1) ">5 & 15. Energetics & thermochemistry (1) </a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../16893/5-15-energetics-thermochemistry-2--1.html" title="5 & 15. Energetics & thermochemistry (2) ">5 & 15. Energetics & thermochemistry (2) </a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17654/6-16-chemical-kinetics-1--1.html" title="6 & 16. Chemical kinetics (1) ">6 & 16. Chemical kinetics (1) </a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17655/6-16-chemical-kinetics-2--1.html" title="6 & 16. Chemical kinetics (2) ">6 & 16. Chemical kinetics (2) </a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17471/7-17-equilibrium-1--1.html" title="7 & 17. Equilibrium (1) ">7 & 17. Equilibrium (1) </a></li><li class="" style="padding-left: 28px"><i class="expander fa fa-caret-right "></i><a href="../17472/7-17-equilibrium-2--1.html" title="7 & 17. Equilibrium (2) ">7 & 17. 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</div><section id="main-content"><p>Hydroxychloroquine has been very much in the news recently as it is a medicine that is being controversially taken by some people both as a preventative and as a treatment against Covid-19. After a brief introduction this page uses the chemistry of hydroxychloroquine holistically to test students understanding of content found in five different topics on the IB syllabus. Many of the questions can be answered by SL and HL students although some are only for HL.</p><hr class="hidden"><div class="pinkBg"><h1><img alt="" src="../../../ib/chemistry/images/2014%20Exams/plaquenil-tablets.png" style="width: 1px; height: 1px;">Introduction</h1><p>Hydroxychloroquine has been in the news for the past few years both as a possible preventative against Covid-19 and as a treatment for those who have already caught the virus. Currently there is no hard evidence that it is a safe or effective treatment against Covid-19. Several studies have been carried out e.g. a <a href="https://www.thelancet.com/journals/lancet/article/PIIS0140-6736(20)31180-6/fulltext">report in the Lancet</a>, which has since been retracted was based on a study of 96,032 people hospitalised with Covid-19 in in 671 hospitals in six continents and concluded there was no benefit. A <a href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8138637/">later study</a> looking at the outcome of 23 such studies (although not all of them were clinically randomized) also came to the conclusion that neither hydroxychloroquine nor chloroquine have been shown to be beneficial when used for the treatment of patients with COVID-19.</p><p>Hydroxychloroquine regulates the body’s immune system and is a licensed drug used in the treatment of diseases such as malaria, rheumatoid arthritis and lupus. As well as people putting their own lives at risk from serious side effects such as dangerous heart arrhythmias and macular degeneration there is concern that people taking hydroxychloroquine as a possible preventative against Covid-19 may limit the supply of the drug to those who rely upon it for other illnesses.</p><p>Since many, if not all, of your students will have heard of hydroxychloroquine it provides an interesting subject upon which to base questions covering several of the topics covered by the IB chemistry syllabus. The questions cover stoichiometric relationships, chemical bonding and structure, acids & bases, organic chemistry and measurement & data processing. They are not designed to be exactly similar to IB examination questions but are given to demonstrate how the syllabus can be applied to a topic of current interest to stimulate your students and to increase their understanding of IB chemistry.</p><p>Although several of the questions cover the AHL programme, standard level students should be able to answer questions 1,2,3,4,7,10,11 and 12(a). Question 12(b) is of course not on the IB programme (one or two of the others sail very close to the wind!) but from the information given students should be able to deduce the answer.</p><hr class="hidden"></div><hr class="hidden"><div class="yellowBg"><h1>Questions on hydroxychloroquine</h1><p><strong>Structure:</strong></p><p><img alt="" class="noborder" src="../../../ib/chemistry/images/2014%20Exams/hydroxychloroquine.svg.png" style="width: 600px; height: 315px;"></p><hr class="hidden"><p><strong>Molecular formula: </strong>C<sub>18</sub>H<sub>26</sub>ClN<sub>3</sub>O</p><hr class="hidden"><p><strong>1.</strong> Use the data given in Section 6 of the IB data booklet to calculate the relative molecular mass of hydroxychloroquine. Suggest why the value obtained is not exactly equal to the value of 335.87 given in both <a href="https://webbook.nist.gov/cgi/cbook.cgi?ID=118-42-3&Units=SI&cMS=on">NIST </a>and <a href="http://www.chemspider.com/Chemical-Structure.3526.html">Chem Spider</a>.</p><hr class="hidden"><section class="tib-hiddenbox"><p>Using the values given for the relative atomic mass for each of the elements <em>M</em><sub>r</sub> = (18 x 12.01) + (26 x 1.01) + 35.45 + (3 x 14.01) + 16.00 = 335.92.</p><p>It is consistent to four significant figures (i.e. to 1 decimal place) but not to two decimal places. This is most probably because the values in the IB data booklet give no uncertainty as to the accuracy of the second decimal place figure. For example <em>A</em><sub>r </sub>for H is given <a href="https://www.rsc.org/periodic-table/element/1/hydrogen">elsewhere</a> as 1.008. When this is multiplied by 18 it gives a value for <em>M</em><sub>r </sub>0.036 lower than if the <em>A</em><sub>r </sub>of H is taken as 1.01.</p></section><hr class="hidden"><p><strong>2.</strong> Hydroxychloroquine has been licensed for use on prescription in the U.S.A. since 1955. It is sold under the brand name of Plaquenil among others as its salt with sulfuric acid, hydroxychloroquine sulfate with the molecular formula, C<sub>18</sub>H<sub>28</sub>ClN<sub>3</sub>O<sub>5</sub>S (<em>M</em><sub>r</sub> = 434). The prescribed dose of Plaquenil depends upon the weight of the patient but the tablets normally come in 200 mg or 400 mg dosages.</p><hr class="hidden"><p style="text-align: center;"><img alt="" class="noborder" src="../../../ib/chemistry/images/2014%20Exams/plaquenil-tablets.png" style="width: 450px; height: 350px;" title="Image from https://foreignpolicy.com/2020/04/21/trading-drugs-during-coronavirus-pandemic/"></p><hr class="hidden"><p>Calculate the mass of hydroxychloroquine present in one 400 mg tablet of its salt to three significant figures.</p><hr class="hidden"><section class="tib-hiddenbox"><p>Percentage of hydroxychloroquine in hydroxychloroquine sulfate = (336 ÷ 434) x 100 = 77.42%</p><p>Mass of hydroxychloroquine in 400 mg of hydroxychloroquine sulfate = (400 x 77.42) ÷ 100 = 310 mg.</p></section><hr class="hidden"><p><strong>3. (a)</strong> Deduce the index of hydrogen deficiency (IHD) of hydroxychloroquine from its molecular formula.</p><hr class="hidden"><section class="tib-hiddenbox"><p>The molecular formula is C<sub>18</sub>H<sub>26</sub>ClN<sub>3</sub>O. Cl atoms behave as if they are H atoms, O atoms have no effect on the IHD and N atoms can be substituted for C atoms whilst at the same time adding one to the number of H atoms so the molecular formula is equivalent to C<sub>21</sub>H<sub>30</sub>. For it to be fully saturated with an IHD of zero (i.e. C<sub><em>n</em></sub>H<sub>(2<em>n</em>+2)</sub>) there would need to be 44 H atoms so the IHD is (44 − 30) ÷ 2 = 7.</p></section><hr class="hidden"><p><strong>3. (b) </strong>Explain how the structural formula given above is consistent with the answer from <strong>3.(a)</strong>.</p><hr class="hidden"><section class="tib-hiddenbox"><p>Except for the two ring system all the bonds in the molecule are single bonds and have an IHD of zero. The two ring system contains the equivalent of five double bonds and each ring contributes one to the IHD giving a total of seven.</p></section><hr class="hidden"><p><strong>4. </strong>The two ring system is known as quinoline and has the structural formula</p><p><img alt="" class="noborder" src="../../../ib/chemistry/images/2014%20Exams/quinoline_structure.png" style="width: 200px; height: 139px;"></p><p>Other than quinoline itself, identify the functional groups present in hydroxychloroquine.</p><hr class="hidden"><section class="tib-hiddenbox"><p>Alkyl, amine, hydroxyl and chloro</p></section><hr class="hidden"><p><strong>5.</strong> Explain why all the electrons in the pi bonds are delocalized.</p><hr class="hidden"><section class="tib-hiddenbox"><p>The only pi bonding in the molecule occurs in the two rings as all the other bonds in the hydroxychloroquine molecule are sigma bonds. All the nine carbon atoms and the nitrogen atom in the two fused rings are sp<sup>2</sup> hybridized. Each carbon atom also has one electron in a p orbital above and below the plane of the molecule. The nitrogen atom also has one electron in its p orbital (in addition to the two non-bonding electrons in one of its sp<sup>2</sup> orbitals). These ten electrons form a delocalized pi bond across all the ring atoms rather than alternate double bonds and single bonds. Hence the bonds between the carbon atoms and between the nitrogen and carbon atoms consist of one sigma bond with bond angles of 120<sup>o</sup> together with the delocalized pi bond.</p></section><hr class="hidden"><p><strong>6.</strong> Paquenil tablets contain a racemic mixture of the two enantiomers of hydroxychloroquine.<br>Identify the chiral carbon atom in hydroxychloroquine.</p><hr class="hidden"><section class="tib-hiddenbox"><p><img alt="" class="noborder" src="../../../ib/chemistry/images/2014%20Exams/chiral-hydroxychloroquinine.png" style="width: 400px; height: 201px;"></p><p>Chiral carbon atom shown by <span style="color:#FF0000;">*</span></p></section><hr class="hidden"><p><strong>7. </strong>Identify the class of each amine present in the R− group in hydroxychloroquine.</p><p><img alt="" class="noborder" src="../../../ib/chemistry/images/2014%20Exams/r-group-in-hydroxychloroquine.png" style="width: 501px; height: 169px;"></p><hr class="hidden"><section class="tib-hiddenbox"><p><img alt="" class="noborder" src="../../../ib/chemistry/images/2014%20Exams/amines-in-hydroxychloroquinine.png" style="width: 400px; height: 194px;"></p></section><hr class="hidden"><p><strong>8. </strong> Explain why the C−Cl bond length is shorter in hydroxychloroquine than the C−Cl bond in chloromethane H<sub>3</sub>C−Cl.</p><hr class="hidden"><section class="tib-hiddenbox"><p>In chloromethane the carbon atom is sp<sup>3</sup> hybridized and the C−Cl bond is a normal sigma bond. In the quinoline ring in hydroxychloroquine the carbon atoms and the nitrogen atom are all sp<sup>2</sup> hybridized. A non-bonding pair of electrons in a p orbital on the chlorine atom can also combine with the electrons in the delocalized pi bond formed from the remaining p orbitals on the carbon (and nitrogen) atoms in the rings so increasing the bond strength and shortening the bond.</p></section><hr class="hidden"><p><strong>9.</strong> The formula of hydroxychloroquine sulfate can be written as [C<sub>18</sub>H<sub>28</sub>ClN<sub>3</sub>O]<sup>2+</sup>[SO<sub>4</sub>]<sup>2−</sup>.<br>Identify where the two H<sup>+ </sup> ions are located in the structure of the hydroxychloroquine cation.</p><hr class="hidden"><section class="tib-hiddenbox"><p>Because amines are basic they will react with the sulfuric acid so that the two positive charges will be located on the two nitrogen atoms in the R− chain. The secondary amine in the chain will form N<sup>+</sup>R<sub>2</sub>H<sub>2 </sub>and the tertiary amine will form N<sup>+</sup>R<sub>3</sub>H. Although the non-bonding pair of electrons on the nitrogen atom in the quinoline group is in an sp<sup>2 </sup> orbital and does not contribute to the delocalised pi bond, quinoline is a weaker base than secondary and tertiary amines so does not act as a Lewis base in this reaction. In fact the p<em>K</em><sub>b</sub> values for secondary and tertiary amines lie in the region of 3 to 4 whereas the p<em>K</em><sub>b</sub> value for quinoline is 9.1 so it is a considerably weaker base (data from <em>D.R. Lide (Ed.), CRC Handbook of Physics and Chemistry, 88th Ed, 2007</em>). This is often explained by stating that a non-bonding pair of electrons in an sp<sup>2</sup> hybridized orbital are closer to the N nucleus (so less attractive to a proton) than if they are in an sp<sup>3</sup> hybridized orbital as the percentage of s orbital in the hybridization is greater.</p></section><hr class="hidden"><p><strong>10. </strong>Hydroxychloroquine can be synthesised in several different ways. One synthesis by <a href="https://www.sciencedirect.com/topics/chemistry/hydroxychloroquine">R.S. Vardanyan and V.J. Hruby in 2006 </a>occurs in three separate steps. The first step involves the reaction of Compound A with 2-ethylaminoethanol to form an intermediate (Intermediate 1).</p><p><img alt="" class="noborder" src="../../../ib/chemistry/images/2014%20Exams/step-1-synthesis-of-hydroxychloroquine.png" style="width: 350px; height: 234px;"></p><hr class="hidden"><p><strong>(a).</strong> Name Compound A</p><hr class="hidden"><section class="tib-hiddenbox"><p>5-chloro-2-pentanone (since the IB only requires you to be able to name compounds containing just one functional group other acceptable answers are 5-chloro-pentan-2-one, 1-chloro-4-pentanone and 1-chloropentan-4-one).</p></section><hr class="hidden"><p><strong>(b). </strong>Describe the type of reaction that occurs in Step 1.</p><hr class="hidden"><section class="tib-hiddenbox"><p>Nucleophilic substitution. This is covered in 10.2 on the IB syllabus although the only nucleophile referred to there is the hydroxide ion. Ammonia and amines also possess a non-bonding pair of electrons so are good nucleophiles. Because the chlorine atom is on the end carbon atom the mechanism is likely to be S<sub>N</sub>2 as it is a primary halogenoalkane.</p></section><hr class="hidden"><p><strong>11. </strong>In the second step the intermediate from Step 1 is reacted with a mixture of hydrogen and ammonia to form a second intermediate in which the carbonyl group has been replaced by an amine group.</p><p><img alt="" class="noborder" src="../../../ib/chemistry/images/2014%20Exams/step-2-synthesis-of-hydroxychloroquine(1).png" style="width: 250px; height: 277px;"></p><hr class="hidden"><p>What is the function of <strong>(a)</strong> the hydrogen and <strong>(b)</strong> the solid nickel?</p><hr class="hidden"><section class="tib-hiddenbox"><p><strong>(a) </strong>The hydrogen is acting as a reducing agent (or hydrogenating agent) and <strong>(b)</strong> the solid nickel is acting as a heterogeneous catalyst.</p></section><hr class="hidden"><p><strong>12. </strong>In the third and final step the intermediate from Step 2 is reacted with 4,7-dichloroquinoline to form hydroxychloroquine.</p><p><strong><img alt="" class="noborder" src="../../../ib/chemistry/images/2014%20Exams/step-3-synthesis-of-hydroxychloroquine.png" style="width: 400px; height: 266px;"></strong></p><hr class="hidden"><p><strong>(a) </strong>Identify the type of reaction taking place.</p><hr class="hidden"><section class="tib-hiddenbox"><p>This is another example of a nucleophilic substitution reaction. The nucleophile is a primary amine whereas in Step 1 the nucleophile is a secondary amine.</p></section><hr class="hidden"><p><strong>(b)</strong> Using information from Step 3 name the following compound</p><p><img alt="" class="noborder" src="../../../ib/chemistry/images/2014%20Exams/4%2C5-dichloroquinoline.png" style="width: 100px; height: 98px;"></p><hr class="hidden"><section class="tib-hiddenbox"><p>4,5-dichloroquinoline. The numbering system starts from the N atom. From the given structure of 4,7-dichloroquinoline it can be seen that although there are a total of nine carbon atoms in the two rings, the two C atoms where the rings join are saturated with other carbon atoms and cannot bond to any other atoms without destroying the delocalization of the ring so do not count in the numbering system.</p><p><img alt="" class="noborder" src="../../../ib/chemistry/images/2014%20Exams/1200px-quinoline_numbered.svg.png" style="width: 120px; height: 86px;"></p></section><hr class="hidden"></div></section></article><section id="media-extras"><div class="page-actions no-print navbar inline hidden-desktop"><div class="navbar-inner"><ul class="nav"><li><a class="presentation" href="#" onclick="return false;"><i class="fa fa-desktop"></i></a></li><li><a class="print-section-blog" href="#" onclick="return false;"><i class="fa fa-print"></i></a></li><li><a class="page-bookmarker" data-ticket="IB Docs (2) Team" data-pid="34404" href="#" onclick="return false;"><i class="fa fa-star"></i></a></li><li><a class="personal-notes" href="#" onclick="return false;"><i class="fa fa-file-text"></i></a></li><li><a class="" data-toggle="modal" href="#modal-feedback" onclick="return false;"><i class="fa fa-envelope-o"></i></a></li><li class="dropdown"><a class="dropdown-toggle" data-toggle="dropdown" data-target="#" href="#"><i class="fa fa-share-alt"></i></a><ul class="dropdown-menu" role="menu"><li><a class="" target="_blank" title="Share on Twitter" href="https://twitter.com/share?text=%22Hydroxychloroquine+%26+IB+Chemistry%22+-+via+%40InThinker+%23chemistry%0A&url=https%3A%2F%2Fwww.thinkib.net%2Fchemistry%2Fpage%2F34404%2Fhydroxychloroquine-ib-chemistry"><i class="fa fa-twitter-square"></i><span>Twitter</span></a></li><li><a class="" target="_blank" title="Share on Facebook" href="https://www.facebook.com/sharer.php?u=https%3A%2F%2Fwww.thinkib.net%2Fchemistry%2Fpage%2F34404%2Fhydroxychloroquine-ib-chemistry&t=Hydroxychloroquine+&+IB+Chemistry"><i class="fa fa-facebook-square"></i><span>Facebook</span></a></li><li><a class="" href="http://www.linkedin.com/shareArticle?mini=true&url=https%3A%2F%2Fwww.thinkib.net%2Fchemistry%2Fpage%2F34404%2Fhydroxychloroquine-ib-chemistry"><i class="fa fa-linkedin-square"></i><span>LinkedIn</span></a></li><li><a class="" href="https://plus.google.com/share?url=https%3A%2F%2Fwww.thinkib.net%2Fchemistry%2Fpage%2F34404%2Fhydroxychloroquine-ib-chemistry"><i class="fa fa-google-plus-square"></i><span>Google +</span></a></li><li><a class="" href="mailto:?subject=Hydroxychloroquine & IB Chemistry&body=Hydroxychloroquine has been very much in the news recently as it is a medicine that is being controversially taken by some people both as a preventative and as a treatment against Covid-19. 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