1. Br Acetone Nal NaBr 2. 1.1 eq. NaOEt OEt ELOH OEt 2. cold aqueous acid g= Nucleophilic subs at carbonyl(acyl Xfer) a = Electrophilic addition b = E2 Elimination d = Sy2 Nucleophilic substitution e= Electrophilic aromatic substitution h = Conjugate (nucleophilic) addn c = Syl Nucleophilic substitution f= Carbonyl nucleophilic addn Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. 2.

Part B but-2-en-1-ol but-2-enoic acid, CH3CH=CH-COOH. 1 eq. NaOCI ТЕМРО 1 РСС NaOCI НОАС EtMgBr H3O+ H,CrO4 ether or PCC NaOCI HOAC H,CrO4 or PCC excess NaOCI ТЕМPО H,CrO4

Match each reaction with its type. H,0* + CH,NH, но Choose.. Choose... E2 H,O* Nucleophilic Acyl Substitution OH но H,0 Nucleophilic Addition SN2 Electrophilic Addition HCI E1 heat None of the above SN1

What is the major neutral organic product for the following sequence?

H,SO4 1. H20 n-Bu Na NH2 2. -CN CN 2 Br NaBr NH3 toluene, reflux n-Bu a = Proton transfer d = Radical chain addition g= E2 Elimination b = Lewis acid/base e = Electrophilic addition h = Sy1 Nucleophilic substitution c = Radical chain substitution f=El Elimination i = SN2 Nucleophilic substitution Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. 2.

CH3O. LOCH3 CH3O. OCH3 ZnCl2 H₂O 1. HO CH3 HOH HOHI HO 2. HO H H OH H HOH HO trace of acid HOT HO H H OH H Glucose (open chain form) a = Electrophilic addition b = E2 Elimination c = SN1 Nucleophilic substitution -OH b-D-Glucopyranose d = SN2 Nucleophilic substitution e Electrophilic aromatic substitution f = Carbonyl nucleophilic addn g Nucleophilic subs at carbonyl(acyl Xfer) h = Conjugate (nucleophilic) addn Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. ☐ ☐ 2.