Which one of the following on treatment with 50% aqueous sodium hydroxide yields the corresponding alcohol and acid?
- C6H5CHO
- CH3CH2CH2CHO
- CH3- O \|C-CH3
- C6H5CH2CHO
Answer
(1) C6H5CHO
Solution
As per NCERT, aldehydes which do not have an α-hydrogen atom undergo self oxidation and reduction (disproportionation) on heating with concentrated alkali – Cannizzaro reaction.
C6H5CHO has no α-hydrogen:
2C6H5CHO + conc. NaOH C6H5CH2OH + C6H5COONa
⇒ CH3CH2CH2CHO and C6H5CH2CHO have α-hydrogens (they undergo aldol condensation); acetone is a ketone.
∴ Benzaldehyde gives the alcohol and the acid (as its salt).
Answer: (1)