p -cresol reacts with chloroform in alkaline medium to give the compound A which adds hydrogen cyanide to form, the compound B. The latter on acidic hydrolysis gives chiral carboxylic acid. The structure of the carboxylic acid is

Question

p -cresol reacts with chloroform in alkaline medium to give the compound A which adds hydrogen cyanide to form, the compound B. The latter on acidic hydrolysis gives chiral carboxylic acid. The structure of the carboxylic acid is (A)  (B)  (C)  (D)

Tardigrade Admin · Accepted Answer

Given that: pCH 3 C 6 H 5 OH + CHCl 3+ NaOH arrow A xrightarrow HCN B xrightarrow H +/ H 2 O RCOOH (Chiralacid) The reaction of phenol derivative with chloroform in alkaline medium is ReimerTiemann reaction that gives CHO group at ortho to Oh on the benzene ring. Thus A = pCH 3( o - CHO ) C 6 H 3 OH Addition of HCN at aldehyde group will result in cyanohydrin formation as: B = pCH 3( o - CH ( CN )( OH )) C 6 H 3 OH Upon hydrolysis, the cyanide group will give COOH group as = pCH 3( o - .C * H ( COOH )( OH )) C 6 H 3 OH The overall reaction is represented in the figure.

Q. p -cresol reacts with chloroform in alkaline medium to give the compound A which adds hydrogen cyanide to form, the compound B. The latter on acidic hydrolysis gives chiral carboxylic acid. The structure of the carboxylic acid is

Q. $p$ -cresol reacts with chloroform in alkaline medium to give the compound $A$ which adds hydrogen cyanide to form, the compound $B$ . The latter on acidic hydrolysis gives chiral carboxylic acid. The structure of the carboxylic acid is