A mixture of cinnamaldehyde and crotonaldehyde is treated with concentrated alkali, Which statement is incorrect about the above reaction? C6H5 - oversetβCH = oversetαCH - CHO + oversetγCH3 - oversetβCH = oversetαCH - CHO xrightarrowOH-

Question

A mixture of cinnamaldehyde and crotonaldehyde is treated with concentrated alkali, Which statement is incorrect about the above reaction? C6H5 - oversetβCH = oversetαCH - CHO + overset&gamma;CH3 - oversetβCH = oversetαCH - CHO xrightarrowOH- (A) Aldol condensation takes place and α-carbon atom of crotonaldehyde provides the carbanion (B) Aldol condensation takes place and α-carbon atom of cinnamaldehyde provides the carbanion (C) Aldol condensation takes place and &gamma;-carbon atom of crotonaldehyde provides the carbanion (D) Cannizaro reaction takes place of crotonaldehyde is reduced whereas cinnamaldehyde is oxidised

Tardigrade Admin · Accepted Answer

Removal of &gamma;-hydrogen of crotonaldehyde provides more stable allylic carbanion, hence &gamma; carbon (not α ) provides the carbanion (nucleophile) for carbonyl carbon of cinnamaldehyde

Q. A mixture of cinnamaldehyde and crotonaldehyde is treated with concentrated alkali, Which statement is incorrect about the above reaction?
$C_{6} H_{5} - C β H = C α H - C H O + C γ H_{3} - C β H = C α H - C H O O H^{-}$

Aldol condensation takes place and $α$ -carbon atom of crotonaldehyde provides the carbanion

Aldol condensation takes place and $α$ -carbon atom of cinnamaldehyde provides the carbanion

Aldol condensation takes place and $γ$ -carbon atom of crotonaldehyde provides the carbanion

Cannizaro reaction takes place of crotonaldehyde is reduced whereas cinnamaldehyde is oxidised

Removal of $γ$ -hydrogen of crotonaldehyde provides more stable allylic carbanion, hence $γ$ carbon (not $α$ ) provides the carbanion (nucleophile) for carbonyl carbon of cinnamaldehyde

Q. A mixture of cinnamaldehyde and crotonaldehyde is treated with concentrated alkali, Which statement is incorrect about the above reaction? C6​H5​−CβH=CαH−CHO+CγH3​−CβH=CαH−CHOOH−​

Aldol condensation takes place and α-carbon atom of crotonaldehyde provides the carbanion

Aldol condensation takes place and α-carbon atom of cinnamaldehyde provides the carbanion

Aldol condensation takes place and γ-carbon atom of crotonaldehyde provides the carbanion