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Question

Which of the following compounds would undergo aldol condensation, which the Cannizzaro reaction and which neither ? Write the structures of the expected products of aldol condensation or Cannizzaro reaction ?

Methanal

2-methyl pentanal

Benzaldehyde

Benzophenone

Cyclohexanone

l - phenyl propanone

Phenyl acetaldehyde

Butan - 1 - ol

2, 2 - dimethyl butanal

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Solution

Compounds which undergo Cannizzardo reaction :
(Without α hydrogen atoms; only aldehydes)
Methanal
2CHCOMethanalConc.NaOH−−−−−−CannizzaroreactionCH3OHMethanol+HCOONaSodium benzoate

Compounds which undergo aldol condensation (having α - hydrogen atom) are following:
2-methyl pentanal

Compounds which undergo Cannizzardo reaction :
(Without α hydrogen atoms; only aldehydes)
Benzaldehyde
2C6H5CHOBenzaldehydeConc.NaOH−−−−−−CannizzaroreactionC6H5CH2OHBenzyl alcohol+C6H5COONaSodium benzoate

Compounds which undergo Cannizzardo reaction :
(Without α hydrogen atoms; only aldehydes)
Benzophenone It is a ketone, so it is a ketonee, so it does not undergo Cannizzaro's reaction. Without α , it cannot participate in aldol condensation.

Compounds which undergo aldol condensation (having α hydrogen atom) are following :

Cyclohexanone

Compounds which undergo aldol condensation (having α - hydrogen atom) are following :

1 - phenyl propanone

Compounds which undergo aldol condensation (having α hydrogen atom) are following :

Phenyl acetaldehyde

Compounds which undergo neither of the two reactions - Cannizzaro / Aldol :

Butan - 1 - ol It is an alcohol. So, it cannot participate in any of the above 2 reactions.

Compounds which undergo Cannizzaro reaction :

(Without α - hydrogen atoms; only aldehydes)

2, 2 - dimethyl butanal


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