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CHEM 242 STUDY GUIDE for the FINAL EXAM Dates: 10 am section: Tuesday, Mar 22nd from 10:30-12:30 in HS 2536A 1 pm section Monday, Mar 21st from 1-3 pm HS 2536A Extra office hours: Monday, March 21 from 11:30-1 pm and Tuesday March 22th from 8:30-10 am (my office in IB 2421B) The exam will be cumulative. The cumulative material (chapters 9, 10, 11) will be about 50% of the exam and 50% will be on Chapters 13, 8 and 19. The Chart with Sn2/Sn1/E1/E2 mechanism will be provided What will be omitted*: NMR IR & Mass spec (Lucky you!) *One of the extra credit problems will entail NMR. Chap, 9, 10,11.This will similar to the same material on exam #2 The most important sections for the chapters 9 and 10 are: 9.2-9.6, 10.1-10.7, (Sn2, Sn1, E2 and E1 reactions). For chapter 11 11.1, 11.2 and 11.4 -Be able to depict the reaction coordinate diagrams of each reaction. -Be able to draw the mechanism, products and the stereochemical results of the Sn2, Sn1, E2 and E1 mechanism -Know how the incorporation of conjugated carbocations effect the mechanism/outcome of the Sn1/E1 reaction -Know how alcohol undergo substitution reactions-when are they Sn2 when are they Sn1 -Know how alcohols dehydrate (mechanism) Chapter 13, The most important sections are: 13.2, 13.3, 13.5, 13.8 and 13.11 -Radial halogenation reaction mechanism, Stability of Radicals intermediates, the reactivity –selectivity principle. Predict what would be a stable radical/antioxidant. For chap 8 and 19 For chapter 8 study sections 8.7-8.12. For chap 19 study 19.2-19.9, 19.14-19-16 Aromaticiy:--Know when a compound or intermediate is aromatic and antiaromatic Molecular orbitals (sec 8.12) Be able to draw the MO of an aromatic system (see problem 23 in chap 8 in your text) Nomenclature: Know the structures for: Benzoic acid, phenol, toluene, aniline,Benzene For electrophilic aromatic substitution reactions: --Be able draw the arrow pushing mechanism for these reactions--Be able to depict the intermediates & products of these reactions --Know the electrophiles generated from: Halogenation, nitration, Friedel-Crafts reactions (acylation and alkylation). --Understand the chart on pg 932—what makes a substituent activating? decactivating? Ortho/para directing? Meta directing? --Effect of pKa values due to resonance --Reduction of ketones with Zn (19.19), use in synthesis of substituted benzenes