A chemist added an extra 0.5 mole of EtLi in | vedclass

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

Question

(C) The reaction of a carboxylic acid with organolithium reagents $(EtLi)$ proceeds through the formation of a dilithio species. First,$1 \ equivalent

Vedclass · Accepted Answer

Vedclass · Answer

(C) The reaction of a carboxylic acid with organolithium reagents $(EtLi)$ proceeds through the formation of a dilithio species. First,$1 \ equivalent$ of $EtLi$ deprotonates the carboxylic acid to form a lithium carboxylate. Then,$2 \ equivalents$ of $EtLi$ attack the carbonyl carbon to form a stable tetrahedral intermediate (a gem-diol dianion derivative). Upon acidic workup $(H_3O^+)$,this intermediate collapses to form a ketone. Since the starting material is a hydroxy acid,the reaction specifically yields an $\alpha$-hydroxy ketone as shown in the provided mechanism.

$A$ chemist added an extra $0.5 \ mole$ of $EtLi$ in the above reaction to obtain product $(A)$. What is the product $(A)$?

Similar Questions

The correct decreasing order for acidic strength is

In which of the following reactions will cyanide be obtained as the major product?

Which among the following compounds has the highest boiling point?

Which of the following on reaction with excess $RMgX$ will give only $2^o$ alcohol?

What product is obtained when two moles of acetic acid are heated with $P_2O_5$?

Vedclass Test Series

Exam Paper Generator

Online Exam Module