What is the possible product when CH_3MgBr (e | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(C) When an ester $(RCOOR')$ reacts with an excess of Grignard reagent $(R''MgX)$,it first forms a ketone,which then reacts further with another molec

Vedclass · Accepted Answer

$2-$methylbutan$-2-$ol

Vedclass · Answer

(C) When an ester $(RCOOR')$ reacts with an excess of Grignard reagent $(R''MgX)$,it first forms a ketone,which then reacts further with another molecule of the Grignard reagent to form a tertiary alcohol.For an ethyl ester $(RCOOCH_2CH_3)$,the reaction with excess $CH_3MgBr$ proceeds as follows:$1$. $RCOOCH_2CH_3 + CH_3MgBr \rightarrow RCOCH_3 + CH_3CH_2OMgBr$$2$. $RCOCH_3 + CH_3MgBr \rightarrow R-C(OH)(CH_3)_2$Assuming the ethyl ester is ethyl acetate $(CH_3COOCH_2CH_3)$:$CH_3COOCH_2CH_3 + 2CH_3MgBr \rightarrow CH_3-C(OH)(CH_3)_2 + CH_3CH_2OMgBr$The product is $2$-methylpropan-$2$-ol (tert-butyl alcohol).However,if the ester is ethyl propionate $(CH_3CH_2COOCH_2CH_3)$:$CH_3CH_2COOCH_2CH_3 + 2CH_3MgBr \rightarrow CH_3CH_2-C(OH)(CH_3)_2 + CH_3CH_2OMgBr$The product is $2$-methylbutan-$2$-ol.Given the options provided,option $C$ represents $2$-methylbutan-$2$-ol,which corresponds to the reaction of ethyl propionate with excess $CH_3MgBr$.

What is the possible product when $CH_3MgBr$ (excess) reacts with an ethyl ester?

Similar Questions

Which of the following reagents will convert propanoic acid into propan$-1-$ol?

$CH_3MgBr$ (excess) + $EtO-C(=O)-OEt$ $\xrightarrow{(2) H^{+}}$ $(A)$; Product $(A)$ is:

The product $(A)$ is:

Arrange the following compounds in the correct decreasing order of their acidic strength:
$(I) HCOOH$
$(II) CH_3COOH$
$(III) CH_3CH_2COOH$
$(IV) C_6H_5COOH$

$R-CO-OR' \xrightarrow{LiAlH_4} B + C$. Both $B$ and $C$ give a positive iodoform test. $R$ and $R'$ can be:

Vedclass Test Series

Exam Paper Generator

Online Exam Module