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href="https://www.thinkib.net/chemistry/page/18420/topics-10-20" >Topics 10 & 20</a></li><li ><a href="https://www.thinkib.net/chemistry/page/17269/topics-11-21-" >Topics 11 & 21 </a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/17866/utilization-relationships-between-topics-" class="father">'Utilization' - Relationships between topics </a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/17867/relating-topics-4-14-to-all-the-other-topics" >Relating Topics 4 & 14 to all the other topics</a></li><li ><a href="https://www.thinkib.net/chemistry/page/17868/example-of-connections" >Example of connections</a></li><li ><a href="https://www.thinkib.net/chemistry/page/34404/hydroxychloroquine-ib-chemistry" >Hydroxychloroquine & IB Chemistry</a></li><li ><a href="https://www.thinkib.net/chemistry/page/35418/ammonium-nitrate-ib-chemistry" >Ammonium nitrate & IB Chemistry</a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/16685/multiple-choice-tests-for-each-topic" class="father">Multiple choice tests for each topic</a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/16687/sl-questions-by-topic" >SL Questions by topic</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16688/hl-questions-by-topic" >HL Questions by topic</a></li></ul></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/19044/options-" >Options </a><ul class="level-1"><li ><a href="https://www.thinkib.net/chemistry/page/19503/option-a-" class="father">Option A </a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/19504/introduction-to-materials-science-" >Introduction to materials science </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19519/metals-and-icp-spectroscopy" >Metals and ICP spectroscopy</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19541/catalysts-" >Catalysts </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19580/liquid-crystals" >Liquid crystals</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19665/polymers-" >Polymers </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19672/nanotechnology" >Nanotechnology</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19843/environmental-impact-plastics" >Environmental impact - plastics</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19858/superconducting-metals-x-ray-crystallography-" >Superconducting metals & X-ray crystallography </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19666/condensation-polymers" >Condensation polymers</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19916/environmental-impact-heavy-metals" >Environmental impact - heavy metals</a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/19284/option-b-" class="father">Option B </a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/19290/introduction-to-biochemistry-" >Introduction to biochemistry </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19287/proteins-enzymes-" >Proteins & enzymes </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19291/lipids" >Lipids</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19299/carbohydrates-" >Carbohydrates </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19305/vitamins-" >Vitamins </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19313/biochemistry-the-environment-" >Biochemistry & the environment </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19336/proteins-enzymes-ahl-" >Proteins & enzymes (AHL) </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19347/nucleic-acids-" >Nucleic acids </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19361/biological-pigments-" >Biological pigments </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19366/stereochemistry-in-biomolecules" >Stereochemistry in biomolecules</a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/19390/option-c-" class="father">Option C </a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/19391/energy-sources" >Energy sources</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19407/fossil-fuels" >Fossil fuels</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19411/nuclear-fusion-nuclear-fission-reactions" >Nuclear fusion & nuclear fission reactions</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19429/solar-energy" >Solar energy</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19437/environmental-impact-global-warming" >Environmental impact - global warming</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19453/electrochemistry-rechargeable-batteries-fuel-cells" >Electrochemistry, rechargeable batteries & fuel cells</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19458/nuclear-fusion-fission-hl-" >Nuclear fusion & fission (HL) </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19470/photovoltaic-cells-and-dsscs" >Photovoltaic cells and DSSCs</a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/19078/option-d" class="father">Option D</a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/19079/pharmaceutical-products-drug-action-" >Pharmaceutical products & drug action </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19158/aspirin-penicillin-" >Aspirin & penicillin </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19174/opiates" >Opiates</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19184/ph-regulation-of-the-stomach" >pH regulation of the stomach</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19194/antiviral-medications-" >Antiviral medications </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19211/environmental-impact-of-some-medications" >Environmental impact of some medications</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19254/taxol-a-chiral-auxiliary-case-study" >Taxol - a chiral auxiliary case study</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19258/nuclear-medicine-" >Nuclear medicine </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19273/drug-detection-analysis-" >Drug detection & analysis </a></li></ul></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/16592/practical-scheme-of-work-ia-" >Practical scheme of work & IA </a><ul class="level-1"><li ><a href="https://www.thinkib.net/chemistry/page/16682/internal-assessment" class="father">Internal Assessment</a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/18892/scaffolding-the-investigation" >'Scaffolding' the investigation</a></li><li ><a href="https://www.thinkib.net/chemistry/page/18896/timing-organisation-" >Timing & organisation </a></li><li ><a href="https://www.thinkib.net/chemistry/page/18905/choosing-the-research-question" >Choosing the research question</a></li><li ><a href="https://www.thinkib.net/chemistry/page/18946/personal-engagement" >Personal engagement</a></li><li ><a href="https://www.thinkib.net/chemistry/page/18950/exploration" >Exploration</a></li><li ><a href="https://www.thinkib.net/chemistry/page/18957/analysis" >Analysis</a></li><li ><a href="https://www.thinkib.net/chemistry/page/18965/evaluation" >Evaluation</a></li><li ><a href="https://www.thinkib.net/chemistry/page/18966/communication" >Communication</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19882/internal-standardization-of-the-ia" >Internal standardization of the IA</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19901/submitting-the-samples-for-moderation" >Submitting the samples for moderation</a></li><li ><a href="https://www.thinkib.net/chemistry/page/33754/ten-suggestions-for-ias-using-secondary-data" >Ten suggestions for IAs using secondary data</a></li><li ><a href="https://www.thinkib.net/chemistry/page/37544/gaining-full-marks-for-a-databased-ia-" >Gaining full marks for a databased IA </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19506/ia-example-marking-exercise-" >IA example & marking exercise </a></li><li ><a href="https://www.thinkib.net/chemistry/page/23929/genuine-examples-of-moderated-ia-reports" >Genuine examples of moderated IA reports</a></li><li ><a href="https://www.thinkib.net/chemistry/page/25234/examples-of-teacher-marked-ia-reports-" >Examples of teacher-marked IA reports </a></li><li ><a href="https://www.thinkib.net/chemistry/page/37542/history-of-internal-assessment" >History of Internal Assessment</a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/16598/mandatory-laboratory-components" class="father">Mandatory laboratory components</a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/16613/formula-of-magnesium-oxide-" >Formula of magnesium oxide </a></li><li ><a href="https://www.thinkib.net/chemistry/page/16612/determining-the-mr-of-an-unknown-gas" >Determining the <i>M</i><sub>r</sub> of an unknown gas</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16615/acid-base-titrations-" >Acid-base titrations </a></li><li ><a href="https://www.thinkib.net/chemistry/page/16616/a-green-acid-base-practical" >A green acid-base practical</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16617/analysis-of-aspirin-tablets" >Analysis of aspirin tablets</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16618/caco3-in-egg-shells" >CaCO<sub>3</sub> in egg shells</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16644/enthalpy-changes" >Enthalpy changes</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16631/reaction-rates" >Reaction rates</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16635/rate-dependent-factors" >Rate-dependent factors</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16636/determining-ea-for-a-reaction" >Determining <i>E</i><sub>a</sub> for a reaction</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16637/iodination-of-propanone" >Iodination of propanone</a></li><li ><a href="https://www.thinkib.net/chemistry/page/18144/titrations-with-a-ph-meter" >Titrations with a pH meter</a></li><li ><a href="https://www.thinkib.net/chemistry/page/18355/redox-titration-with-kmno4-" >Redox titration with KMnO<sub>4</sub> </a></li><li ><a href="https://www.thinkib.net/chemistry/page/16640/voltaic-cells" >Voltaic cells</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16659/3-d-molecular-modelling-" >3-D molecular modelling </a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/17168/other-good-practicals" class="father">Other good practicals</a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/17196/common-chemical-reactions" >Common chemical reactions</a></li><li ><a href="https://www.thinkib.net/chemistry/page/227/elements-oxides-of-the-third-period-" >Elements & oxides of the third period </a></li><li ><a href="https://www.thinkib.net/chemistry/page/17239/the-halogens" >The halogens</a></li><li ><a href="https://www.thinkib.net/chemistry/page/17162/boiling-points-of-mixtures" >Boiling points of mixtures</a></li><li ><a href="https://www.thinkib.net/chemistry/page/17170/polarity-of-molecules" >Polarity of molecules</a></li><li ><a href="https://www.thinkib.net/chemistry/page/18083/le-chateliers-principle-" >Le Chatelier's principle </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19582/determining-kc-for-an-esterification-reaction" >Determining <i>K</i><sub>c</sub> for an esterification reaction</a></li><li ><a href="https://www.thinkib.net/chemistry/page/18164/redox-reactions-of-vanadium-" >Redox reactions of vanadium </a></li><li ><a href="https://www.thinkib.net/chemistry/page/18351/chlorine-in-swimming-pools-" >Chlorine in swimming pools </a></li><li ><a href="https://www.thinkib.net/chemistry/page/18178/analysis-of-cuii-ions-in-solution-" >Analysis of Cu(II) ions in solution </a></li><li ><a href="https://www.thinkib.net/chemistry/page/18179/percentage-of-copper-in-brass" >Percentage of copper in brass</a></li><li ><a href="https://www.thinkib.net/chemistry/page/18356/electrolytic-cells-" >Electrolytic cells </a></li><li ><a href="https://www.thinkib.net/chemistry/page/18598/reactions-of-organic-compounds" >Reactions of organic compounds</a></li><li ><a href="https://www.thinkib.net/chemistry/page/18752/hydrolysis-of-halogenoalkanes" >Hydrolysis of halogenoalkanes</a></li><li ><a href="https://www.thinkib.net/chemistry/page/18784/preparation-of-13-dinitrobenzene-" >Preparation of 1,3-dinitrobenzene </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19022/determination-of-an-organic-structure" >Determination of an organic structure</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19887/preparation-of-nylon-66" >Preparation of nylon 6,6</a></li><li ><a href="https://www.thinkib.net/chemistry/page/19343/determination-of-vitamin-c-content-" >Determination of vitamin C content </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19342/hydrolysis-of-starch-" >Hydrolysis of starch </a></li><li ><a href="https://www.thinkib.net/chemistry/page/19159/preparation-purification-of-aspirin-" >Preparation & purification of aspirin </a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/18851/ict-in-practical-work" class="father">ICT in practical work</a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/18852/data-logging-" >Data logging </a></li><li ><a href="https://www.thinkib.net/chemistry/page/18853/software-for-graph-plotting-" >Software for graph plotting </a></li><li ><a href="https://www.thinkib.net/chemistry/page/18854/spreadsheets-for-data-processing-" >Spreadsheets for data processing </a></li><li ><a href="https://www.thinkib.net/chemistry/page/18855/databases" >Databases</a></li><li ><a href="https://www.thinkib.net/chemistry/page/18856/computer-modelling-simulations-" >Computer modelling & simulations </a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/16594/group-4-project" class="father">Group 4 Project</a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/16595/practicalities" >Practicalities</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16596/reflective-statement-" >Reflective statement </a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/16666/a-new-laboratory" >A new laboratory?</a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/16284/exams" >Exams</a><ul class="level-1"><li ><a href="https://www.thinkib.net/chemistry/page/16286/essential-facts" class="father">Essential Facts</a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/16287/objectives-command-terms" >Objectives & command terms</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16288/grade-descriptors" >Grade descriptors</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16289/grade-boundaries" >Grade boundaries</a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/16302/paper-1-multiple-choice" class="father">Paper 1 (Multiple Choice)</a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/16303/advice-to-students-paper-1" >Advice to students (Paper 1)</a></li><li ><a href="https://www.thinkib.net/chemistry/page/31515/practice-paper-1-exams" >Practice Paper 1 exams</a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/16305/paper-2" class="father">Paper 2</a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/16306/advice-to-students-paper-2" >Advice to students (Paper 2)</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16307/areas-of-difficulty" >Areas of difficulty</a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/16313/paper-3-" class="father">Paper 3 </a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/16314/advice-to-students-paper-3" >Advice to students (Paper 3)</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16342/data-response-questions" >Data response questions</a></li><li ><a href="https://www.thinkib.net/chemistry/page/20054/experimental-work-questions" >Experimental work questions</a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/16324/the-examination-process" class="father">The examination process</a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/16316/setting-the-exam-papers" >Setting the exam papers</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16317/predicted-grades" >Predicted grades</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16318/marking-the-papers" >Marking the papers</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16319/commenting-on-the-exams" >Commenting on the exams</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16320/grade-awarding" >Grade Awarding</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16321/enquiry-upon-results" >Enquiry upon results</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16322/chief-examiners-report" >Chief Examiner's report</a></li><li ><a href="https://www.thinkib.net/chemistry/page/16323/retaking-the-exam" >Retaking the exam</a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/16325/faqs" >FAQs</a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/3147/ib-core" >IB Core</a><ul class="level-1"><li ><a href="https://www.thinkib.net/chemistry/page/3149/learner-profile" >Learner Profile</a></li><li ><a href="https://www.thinkib.net/chemistry/page/21735/extended-essays-" class="father">Extended Essays </a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/21736/overview-" >Overview </a></li><li ><a href="https://www.thinkib.net/chemistry/page/21780/responsibilities" >Responsibilities</a></li><li ><a href="https://www.thinkib.net/chemistry/page/21790/resources" >Resources</a></li><li ><a href="https://www.thinkib.net/chemistry/page/21800/research" >Research</a></li><li ><a href="https://www.thinkib.net/chemistry/page/21804/writing-the-essay" >Writing the essay</a></li><li ><a href="https://www.thinkib.net/chemistry/page/21810/assessment" >Assessment</a></li><li ><a href="https://www.thinkib.net/chemistry/page/22434/summary-of-advice-" >Summary of advice </a></li><li ><a href="https://www.thinkib.net/chemistry/page/25272/faqs-" >FAQs </a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/307/theory-of-knowledge-tok" class="father">Theory of Knowledge (TOK)</a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/41171/the-12-tok-concepts" >The 12 TOK concepts</a></li><li ><a href="https://www.thinkib.net/chemistry/page/3507/why-tok-chemistry" >Why TOK & Chemistry?</a></li><li ><a href="https://www.thinkib.net/chemistry/page/3505/a-modern-paradigm" >A modern paradigm</a></li></ul></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/17783/fast-track-to-tests-questions" >Fast track to tests & questions</a><ul class="level-1"><li ><a href="https://www.thinkib.net/chemistry/page/17784/sl-multiple-choice-tests-on-individual-topics" >SL Multiple choice tests on individual topics</a></li><li ><a href="https://www.thinkib.net/chemistry/page/24351/sl-multiple-choice-quizzes-on-sub-topics" >SL Multiple choice 'quizzes' on sub-topics</a></li><li ><a href="https://www.thinkib.net/chemistry/page/31519/sl-practice-paper-1-exams" >SL Practice Paper 1 exams</a></li><li ><a href="https://www.thinkib.net/chemistry/page/17786/sl-questions-on-each-sub-topic" >SL Questions on each sub-topic</a></li><li ><a href="https://www.thinkib.net/chemistry/page/20431/sl-paper-3-section-a-questions" >SL Paper 3 Section A questions</a></li><li ><a href="https://www.thinkib.net/chemistry/page/17792/sl-questions-on-the-options" >SL Questions on the options</a></li><li ><a href="https://www.thinkib.net/chemistry/page/24897/sl-quizzes-on-option-sub-topics-" >SL Quizzes on option sub-topics </a></li><li ><a href="https://www.thinkib.net/chemistry/page/17785/hl-multiple-choice-tests-on-individual-topics" >HL Multiple choice tests on individual topics</a></li><li ><a href="https://www.thinkib.net/chemistry/page/24352/hl-multiple-choice-quizzes-on-sub-topics" >HL Multiple choice 'quizzes' on sub-topics</a></li><li ><a href="https://www.thinkib.net/chemistry/page/31520/hl-practice-paper-1-exams-" >HL Practice Paper 1 exams </a></li><li ><a href="https://www.thinkib.net/chemistry/page/17787/hl-questions-on-each-sub-topic-" >HL Questions on each sub-topic </a></li><li ><a href="https://www.thinkib.net/chemistry/page/20428/hl-paper-3-section-a-questions" >HL Paper 3 Section A questions</a></li><li ><a href="https://www.thinkib.net/chemistry/page/17793/hl-questions-on-the-options" >HL Questions on the options</a></li><li ><a href="https://www.thinkib.net/chemistry/page/24973/hl-quizzes-on-option-sub-topics" >HL Quizzes on option sub-topics</a></li><li ><a href="https://www.thinkib.net/chemistry/page/41573/printable-versions-of-written-tasks-" >Printable versions of written tasks </a></li></ul></li><li ><a href="https://www.thinkib.net/chemistry/page/41465/complete-course-for-students-" >Complete course for students </a><ul class="level-1"><li ><a href="https://www.thinkib.net/chemistry/page/27988/full-coverage-of-each-topic-and-sub-topic" class="father">Full coverage of each topic and sub-topic</a><ul class="level-2"><li ><a href="https://www.thinkib.net/chemistry/page/27959/topic-1-stoichiometric-relationships" >Topic 1 : Stoichiometric relationships</a></li><li ><a href="https://www.thinkib.net/chemistry/page/27960/topics-2-12-atomic-structure" >Topics 2 & 12 : Atomic structure</a></li><li ><a href="https://www.thinkib.net/chemistry/page/27965/topics-3-13-periodicity" >Topics 3 & 13 : Periodicity</a></li><li ><a href="https://www.thinkib.net/chemistry/page/27971/topics-4-14-chemical-bonding-structure" >Topics 4 & 14 : Chemical bonding & structure</a></li><li ><a href="https://www.thinkib.net/chemistry/page/27987/topics-5-15-energeticsthermochemistry" >Topics 5 & 15 : Energetics/thermochemistry</a></li><li ><a href="https://www.thinkib.net/chemistry/page/27995/topics-6-16-chemical-kinetics" >Topics 6 & 16 : Chemical 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<h1 class="section-title">Anti-Markovnikov addition</h1>
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Wednesday 16 March 2022
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<div style="padding: 0 30px;"><p>Imagine the International Baccalaureate started in the nineteenth century and that it is now 1872. You are an IB student looking for a research question for your internal assessment. You have just read a <a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/jlac.18701530204">paper </a>by a Russian chemist called Vladimir Markovnikov published two years earlier which states that when hydrogen halides add to an asymmetric alkene the hydrogen atom bonds to the carbon atom that already contains the most hydrogen atoms. For example, when hydrogen bromide adds to propene the major product is 2-bromopropane with 1-bromopropane being the minor product. You decide to investigate how the solvent used alters the ratio of the two products. You perform your experiments and like a good IB student record all the uncertainties associated with your measurements and work out the total uncertainty for the ratio you obtain. You then repeat your experiments and get a very different result each time and in fact in some cases the ratio reverses so that 1-bromopropane is the major product. The results clearly lie way outside the possible limits associated with your calculated total uncertainty.</p><p>This scenario mimics exactly what did happen after Markovnikov published his paper. Chemists that tried to replicate his results found that sometimes his prediction worked and other times the minor product became the major product. This became known as anti-Markovnikov addition. It was thought that the solvent influenced the outcome but no one could actually achieve consistent results to explain this.</p><hr class="hidden" /><p style="text-align: center;"><img alt="" class="noborder" src="../../../ib/chemistry/images/2014-blog/morris-khalash.png" style="width: 600px; height: 447px;" /></p><p style="text-align: center;">Professor Morris Kharash (<a href="http://photoarchive.lib.uchicago.edu/db.xqy?one=apf1-03204.xml">Image from University of Chicago</a>)</p><hr class="hidden" /><p>In the 1930s an American chemist, Morris Kharash, <a href="https://pubs.acs.org/doi/abs/10.1021/ja01333a041">published a paper</a> on research he had done with adding hydrogen bromide to allyl bromide (3-bromopropene), CH<sub>2</sub>BrCH=CH<sub>2</sub>. He showed that in the complete absence of oxygen or air the reaction took an average of ten days and yielded 88% of the expected Markovnikov addition product 2,3-dibromopropane. However if air or oxygen was present, even in only small amounts, the reaction proceeded much faster (often only hours) and on average produced 87% of the anti-Markovnikov product, 1,3-dibromopropane.</p><p>An IB student should be able to deduce at least two conclusions from this. Firstly, the emphasis that the IB places on uncertainties of measurements in the physical data may well be trivial compared to the conditions under which the experiment is performed. Students often do not comment upon the conditions used in their IA evaluation and yet these can have a profound effect on the results. Secondly, different mechanisms may be happening which could explain the difference in the nature of the products formed.</p><p>Markovnikov addition assumes an electrophilic addition mechanism and is explained by the relative stabilities of the possible intermediate carbocations formed. When even small amounts of air or oxygen are present peroxides may be formed. The weak O−O bond can then break homolytically to form free radicals and the mechanism will proceeds via free radical addition.</p><hr class="hidden" /><p style="text-align: center;"><img alt="" class="noborder" src="../../../ib/chemistry/images/2014-blog/anti-markovnikov-addition.png" style="width: 600px; height: 298px;" /></p><hr class="hidden" /><p>Free radical intermediates are very reactive and cannot easily be isolated. However strong evidence for this mechanism is provided by the fact that adding a peroxide catalyst makes the reaction even faster whereas if free-radical inhibitors are added the anti-Markovnikov product is not formed as the reaction then has to proceed by an electrophilic addition mechanism.</p><p>The current IB Chemistry guide actually states “Markovnikov’s rule can be applied to predict the major product in electrophilic addition reactions of unsymmetrical alkenes with hydrogen halides and interhalogens.” This is a correct statement but questions in examination usually ask what the product will be without clarifying what the conditions are, i.e. which mechanism is involved. If the reaction is done in a school laboratory (where it is very difficult to remove air and or oxygen altogether) it will be the anti-Markovnikov product that will be the major product. This could be an interesting TOK/NOS point to bring in for the next programme when single electron sharing reactions and electron-pair reactions are both on the syllabus under R3 What are the mechanisms of chemical change.</p></div>
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<div class="prevnext-posts"><div class="pull-right text-right"><a href="chemistry/blog/44337/some-thoughts-on-the-may-2022-ib-chemistry-examinations" style="font-style: normal">Some thoughts on the May 2022 IB Chemistry examinations <i class="fa fa-chevron-circle-right"></i></a><br /><em class="gray"><small>30 May 2022</small></em></div><div class="pull-left"><a href="chemistry/blog/43165/initial-reflections-on-the-new-programme" style="font-style: normal"><i class="fa fa-chevron-circle-left"></i> Initial reflections on the new programme</a><br /><em class="gray"><small>31 Jan 2022</small></em></div></div>
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