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Question

How do you make Aldehyde from Carboxylic acid?


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Solution

Aldehyde:

  • Aldehyde is an organic compound that has -CHO carbonyl group.
  • In -CHO carbonyl group, the Carbon atom shares a double bond with an Oxygen atom, a single bond with a Hydrogen atom, and a single bond with another atom or group of atoms where the functional group gets attached.

Carboxylic acid:

  • Carboxylic acid is an organic compound that has-COOH group.
  • The Carboxylic acid has extra Oxygen compared to the Aldehyde.
  • In -COOH Carboxyl group, the Carbon atom shares a double bond with an Oxygen atom, a single bond with a Hydroxyl groupOH, and a single bond with other atoms or groups of atoms where the functional group gets attached.

To make Aldehyde from Carboxylic acid:

  • To obtain Aldehyde from the Carboxylic acid, we have to treat it with a reducing agent.
  • The reducing agent which is used in the conversion of the acid into aldehyde is LiAlH4 or NaBH4
  • Reduce the acid to primary alcohol and further partially oxidize that alcohol back to the aldehyde using the PCC (Pyridinium chlorochromate).

Therefore, to prepare Aldehyde from Carboxylic acid, reduce the acid to primary alcohol and further partially oxidize that Alcohol back to the Aldehyde using the Pyridinium chlorochromate.


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