Cyclohexanone is treated with $BrCH X_{2} COOC X_{2} H X_{5}$ and zinc in dry ether, followed by mild acid work-up to give P. P is warmed with aqueous NaOH, and the cooled mixture is acidified with cold dilute HCl to give Q. Q is

A2-(1-hydroxycyclohexyl)ethanoic acid
B2-cyclohexylideneethanoic acid
C2-(cyclohex-1-en-1-yl)ethanoic acid
D1-hydroxycyclohexane-1-carboxylic acid

Answer: A

The Reformatsky reaction gives P, ethyl 2-(1-hydroxycyclohexyl)ethanoate. Saponification with NaOH converts the ester to the carboxylate. Cold dilute acid protonates it without dehydrating the tertiary alcohol, so Q is

HOOCCH X_{2} - C (OH) (CH X_{2}) X_{5}

Practice Aldehydes, Ketones and Carboxylic Acids More on Aldol, Cannizzaro, Perkin, Claisen and related condensations

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Cyclohexanone is treated with BrCHX2​COOCX2​HX5​ and zinc in dry ether, followed by mild acid work-up to give P. P is warmed with aqueous NaOH, and the cooled mixture is acidified with cold dilute HCl to give Q. Q is

Answer: A

More questions on Aldol, Cannizzaro, Perkin, Claisen and related condensations

Cyclohexanone is treated with $BrCH X_{2} COOC X_{2} H X_{5}$ and zinc in dry ether, followed by mild acid work-up to give P. P is warmed with aqueous NaOH, and the cooled mixture is acidified with cold dilute HCl to give Q. Q is