
Organic Chemistry
Alcohols and Phenols Solutions
1. Provide a minimum of two alternate syntheses for each of the following compounds. In each case you must start either
with any aldehyde or ketone as the starting materials. You must use either NaBHLIAIHA reduction or any Grignard
reagent in at least one step. After meeting this requirement, you are free to use any other reagent. (Phenyl = C&H5, 1,3,5-
cyclohexatrienyl)
(a) 2-Phenylpropan-2-ol
(b) 2-Phenylbutan-2-ol
(c) 1,1-Diphenylethan-1-ol
(d) 1,1,1-Triphenylmethanol
Benzene
Phenyi
(e) 1-Cyclohexyl-1-phenylethan-1-ol
(1) 1,5-Diphenylpentane-1,5-diol
(9) 1-Phenylpropan-1-ol
(h) 1-Phenylethan-1-ol
(i) 1,1,-Diphenylmethanol
() 1-Phenylpropan-2-ol
(k) Phenylmethanol
() 2-Phenyl-ethan-1-ol