An organic compound B is formed by the reacti | vedclass

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Question

(B) The reaction of a Grignard reagent with a carbonyl compound or epoxide yields an alcohol. $PCC$ (Pyridinium chlorochromate) is an oxidizing agent

Vedclass · Accepted Answer

$CH_3CH_2-CO-CH_3$

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(B) The reaction of a Grignard reagent with a carbonyl compound or epoxide yields an alcohol. $PCC$ (Pyridinium chlorochromate) is an oxidizing agent that oxidizes primary alcohols to aldehydes and secondary alcohols to ketones. It cannot oxidize tertiary $(3^{\circ})$ alcohols. If we react ethylmagnesium iodide with butan$-2-$one $(CH_3CH_2-CO-CH_3)$,we get a tertiary alcohol: $CH_3CH_2-CO-CH_3 + CH_3CH_2MgI$ $\xrightarrow{Ether} (CH_3CH_2)_2C(OMgI)CH_3$ $\xrightarrow{H_3O^+} (CH_3CH_2)_2C(OH)CH_3$ This product is $3-methylpentan-3-ol$,which is a tertiary alcohol and does not react with $PCC$.

An organic compound $B$ is formed by the reaction of ethylmagnesium iodide $(CH_3CH_2MgI)$ with a substance $A,$ followed by treatment with dilute aqueous acid. Compound $B$ does not react with $PCC$ in dichloromethane. Identify $A$.

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