Question

9.
Ethyl acetate is treated with double molar quantity of C2H5MgBr and the reaction mixture is
hydrolysed with H2O. The product is
(A) C2H5OH
(B) (C2H5)2C(CH3)OH
(C) (C2H5)2CHOH
(D) CH,CO2C2H5​

Answer 1

Answer:

Option B is the correct answer.

Explanation:

Ethyl acetate is treated with double molar quantity of C2H5MgBr and the reaction mixture is  hydrolyzed with H2O. The product is (C2H5)2C(CH3)OH.

1. CH3-C(O)-OC2H5 + 2C2H5MgBr  →  (C2H5)2C(CH3)OMgBr

CH3-C(O)-OC2H5 = Ethyl acetate (An ester)

C2H5MgBr = Grignard reagent

(C2H5)2C(CH3)OMgBr = Reaction mixture

2. (C2H5)2C(CH3)OMgBr + H2O  →  (C2H5)2C(CH3)OH

(C2H5)2C(CH3)OH = Tertiary alcohol

Esters on excess of Grignard reagent give tertiary alcohol.