Question

Triphenylmethanol can also be prepared by reacting ethyl benzoate with phenylmagnesium bromide, and by reacting diethylcarbonate with phenylmagnesium bromide. Write stepwise rxn mechanisms for these two reactions

Answer 1

Answer:

Both reactions proceeds  through nucleophilic acyl substitution reaction

Explanation:

• Both these two reactions proceeds through nucleophilic acyl substitution reaction where phenyl magnesium bromide replaces one ethoxide ion.
• Then another another equivalent of phenyl magnesium bromide give nucleophilic addition reaction with resulting keto group to produce triphenylmethanol
• Full reaction mechanism has been shown below