Sign in
Please select an account to continue using cracku.in
↓ →
Join Our JEE Preparation Group
Prep with like-minded aspirants; Get access to free daily tests and study material.
Acetyl bromide reacts with excess of $$CH_3MgI$$ followed by treatment with a saturated solution of $$NH_4Cl$$ given
The reaction takes place in three steps.
Acetyl bromide reacts with methylmagnesium iodide through nucleophilic acyl substitution. The methyl group from the Grignard reagent attacks the carbonyl carbon, and bromide ion is eliminated.
$$CH_3COBr + CH_3MgI \rightarrow CH_3COCH_3$$
Thus, the intermediate formed is acetone.
Since excess Grignard reagent is present, the newly formed acetone further reacts with another molecule of $$CH_3MgI$$. The methyl group attacks the carbonyl carbon to form a tertiary alkoxide.
$$CH_3COCH_3 + CH_3MgI \rightarrow (CH_3)_3C-O^-MgI^+$$
The alkoxide ion is protonated by saturated ammonium chloride solution to give the corresponding alcohol.
$$ (CH_3)_3C-O^-MgI^+ + NH_4Cl \rightarrow (CH_3)_3COH $$
Hence, the final product formed is
$$\boxed{(CH_3)_3COH}$$
which is 2-methyl-2-propanol (tert-butyl alcohol).
Therefore, the correct answer is Option (C).
Create a FREE account and get:
Educational materials for JEE preparation