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Question

Chemistry Question on Alcohols

Propanal on reaction with dilute sodium hydroxide forms:

A

CH3CH2CH2CH2CH2CHOC{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}CHO

B

CH3CH2CH(OH)CH2CH2CHOC{{H}_{3}}C{{H}_{2}}CH(OH)C{{H}_{2}}C{{H}_{2}}CHO

C

CH3CH2CH2CH(OH)CH2CHOC{{H}_{3}}C{{H}_{2}}C{{H}_{2}}CH(OH)C{{H}_{2}}CHO

D

CH3CH2CH(OH)CH(CH3)CHOC{{H}_{3}}C{{H}_{2}}CH(OH)CH(C{{H}_{3}})CHO

Answer

CH3CH2CH(OH)CH(CH3)CHOC{{H}_{3}}C{{H}_{2}}CH(OH)CH(C{{H}_{3}})CHO

Explanation

Solution

Propanal having a-hydrogen atom undergo aldol condensation in presence ofdil. base like NaOHNaOH . CH3CH2CHO+CH3CαH2CHOC{{H}_{3}}-C{{H}_{2}}CHO+C{{H}_{3}}-\overset{\alpha }{\mathop{C}}\,{{H}_{2}}CHO NaOHdill.CH3CH2CH OHCHCH3 CHO\xrightarrow[NaOH]{dill.}C{{H}_{3}}-C{{H}_{2}}-\underset{\begin{smallmatrix} | \\\ OH \end{smallmatrix}}{\mathop{CH}}\,-\overset{\begin{smallmatrix} C{{H}_{3}} \\\ | \end{smallmatrix}}{\mathop{CH}}\,-CHO