3.28 3.18 3:06 2.98 2.78 30836 10 8 (ppm) 14-52 (a) Tetramethyloxirane is too hindered to...
3.28 3.18 3:06 2.98 2.78 30836 10 8 (ppm) 14-52 (a) Tetramethyloxirane is too hindered to undergo nucleophilic substitution by the hindered alkoxide, potassium tert-butoxide. Instead, the product is the allylic alcohol shown. Propose a mechanism to explain this reaction. What type of mechanism does it follow? OH CH H.C. CH (CH3),C-OK HC- HỌC CH, (CH3)3C-OH CH, CH, tetramethyloxirane (b) Under mild acid catalysis, 1.1-diphenyloxirane undergoes a smooth conversion to diphenylethanal (diphenylacetaldehyde) Propose a mechanism for this reaction. (Hint: Think Pinacol.) \ Ph • PhoCH C Ph