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Question 53 of 66

Q.Write structural formula of the alcohol that results when acetaldehyde is reacted with CH3MgBrCH_3MgBr in the presence of dry ether and the product is hydrolysed.

Maharashtra MsbshseMaharashtra HSC (MSBSHSE) Board 2020Subjective· 1mImportance★★★★★
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Acetaldehyde + CH3MgBrCH_3MgBr, then hydrolysis, gives isopropanol (a secondary alcohol).

A Grignard reagent adds across the polar C=OC=O of the aldehyde to give a magnesium alkoxide, which on hydrolysis (with dilute acid/water) yields the alcohol:

CH3CHO+CH3MgBr→dry etherCH3−CH(OMgBr)−CH3→H2O/H+CH3−CH(OH)−CH3+Mg(OH)BrCH_3CHO + CH_3MgBr \xrightarrow{dry\ ether} CH_3-CH(OMgBr)-CH_3 \xrightarrow{H_2O/H^+} CH_3-CH(OH)-CH_3 + Mg(OH)Br …

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