1. 2. 1. Br₂ AICI Ph CH Br Br -AICIS ▲a a = Proton transfer d Electrophilic addition b = Lewis acid/base e E1 Elimination c = Radical chain substitution f = E2 Elimination Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a -i for your answers. Ph [References] g= SN1 Nucleophilic substitution h= SN2 Nucleophilic substitution

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3. 4. H CI 0- CI N: OH [0] cytochrome P450 olefin epoxidation [0] aromatic hydroxylation 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 II. 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 ==S

HO 1. CO₂H SnCl4 CO₂H Ph H₂O CH3O LOCH3 CH3O. OCH3 ZnCl2 H₂O + 2. HO CH3 a = Proton transfer b = Lewis acid/base e = Electrophilic addition h = SN1 Nucleophilic substitution f = E1 Elimination i = C = Radical chain substitution g = E2 Elimination SN2 Nucleophilic substitution j = Electrophilic aromatic substitution d = Radical chain addition Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - j for your answers. 1. 2. e

2. OH 1. Mg2+ Br 2. a = Proton transfer b= Lewis acid/base c = Radical chain substitution H₂SO4 140⁰ H₂SO4/ H₂O Submit Answer [Review Topics] H₂O + H₂O + Mg2+ Br d = Radical chain addition e= Electrophilic addition f E1 Elimination [References] Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. Retry Entire Group 9 more group attempts remaining HSO g=E2 Elimination h = SN1 Nucleophilic substitution i= SN2 Nucleophilic substitution Previous Next Sho

1. 2. Ph 1. Ph OH a Proton transfer b = Lewis acid/base c = Electrophilic addition 2. + Na CN NMe₂ DMF H₂SO4 Ph Ph H3C H CH3 H CN OH NM²₂ Tamoxifen anti (brest) cancer drug Ph d E1 Elimination = e = E2 Elimination Ph NMe₂ The rections above involve synthesis or reactions of alcohols and ethers. Identify the mechanism by which they proceed from among the mechanisms listed. Use the letters a- g for your answers. f = SN1 Nucleophilic substitution gSN2 Nucleophilic substitution

hydrogen by the resonance and the inductive mechanisms. a = acceptor d = donor n = no effect :0: 1. 2. 3. :0: ——CH,CH,CH,N(CH3)2 Ö: -S-CH3 -Ö: -N(CH3)2 methanesulfonyl Inductive effect Inductive effect Inductive effect Resonance effect Resonance effect Resonance effect alive to

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1. 2. HO a = Proton transfer b = Lewis acid/base 1. f 2. toto. H₂SO4 Submit Answer -CH3 Aqueous acetone e = Electrophilic addition f = E1 Elimination g=E2 Elimination OH H₂O Retry Entire Group 1 more group attempt remaining K ...OH = Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - j for your answers. + HO-S -CH3 h SN1 Nucleophilic substitution i SN2 Nucleophilic substitution j = Electrophilic aromatic substitution

1. 2. ~ 1 OH 2. Ph NaBr Submit Answer 8 a = Proton transfer b = Lewis acid/base c = Radical chain substitution d = Radical chain addition 00 100⁰ Ph H₂SO4 Retry Entire Group H₂ th polystyrene Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a answers. e = Electrophilic addition f = E1 Elimination g = E2 Elimination H₂O 8 more group attempts remaining h SN1 Nucleophilic substitution i = SN2 Nucleophilic substitution j = Electrophilic aromatic substitution Previ Email Instr