Question

Reaction by which Benzaldehyde cannot be prepared :
[2013]

Answer 1

Explanation:

Benzaldehyde cannot be prepared by the reaction of benzoic acid with Z n / H g Zn/Hg Zn/Hg and conc. HCl. Z n / H g Zn/Hg Zn/Hg and conc. HCl converts carbonyl group (aldehyde and ketone) to methylene group.

Answer 2

Action of Zn +HCl on benzoic acid won't produce Benzaldehyde.

Explanation:

• Gattermann koch reaction involves the action of carbon monoxide and HCl in presence of aluminium chloride and cuprous chloride to produce Benzaldehyde.

• So this reaction can produce Benzaldehyde.

• Etard reaction involves the action of chromium chloride in carbon disulphide on toluene to oxidize the methyl group to Benzaldehyde.

• Reductive Ozonolysis involves the action of ozone in presence of zinc dust and water on any alkenes to produce aldehyde.

• But benzoic acid is stabilized by means of resonance.

• So no double bond is actually present in the structure of benzoic acid where nacent hydrogen produced by zinc and hydrochloric acid can act and reduce it to Benzaldehyde.

• So it doesn't work.

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