Suvarna Garge (Editor)

Benzilic acid

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Formula
  
C14H12O3

Boiling point
  
180 °C

Appearance
  
white solid

Density
  
1.08 g/cm³

Solubility in water
  
2 kg/m³

Benzilic acid FileBenzilic acidsvg Wikimedia Commons

Benzilic acid is an organic compound with formula C
14
H
12
O
3
or (C
6
H
5
)2(HO)C(COOH). It is a white crystalline aromatic acid, soluble in many primary alcohols.

Contents

Benzilic acid Synthesis of benzilic acid PrepChemcom

Walsangikar s d 3 benzilic acid rearrangement


Preparation

Benzilic acid can be prepared by heating mixture of benzil, ethanol and potassium hydroxide.

Benzilic acid wwwsigmaaldrichcomcontentdamsigmaaldrichstr

Another preparation, performed by Liebig in 1838, is the dimerization of benzaldehyde, to benzil, which is transformed to the product by the benzilic acid rearrangement reaction.

Uses

Benzilic acid FileBenzilic acidsvg Wikimedia Commons

Benzilic acid is used in the manufacture of glycollate pharmaceuticals including Clidinium, Dilantin, and Flutropium, which are antagonists of the muscarinic acetylcholine receptors.

Benzilic acid Benzilic Acid Rearrangement

It is used in manufacture of the incapacitating agent 3-quinuclidinyl benzilate (BZ) and is regulated by the Chemical Weapons Convention. It is also monitored by law enforcement agencies of many countries, because of its use in the manufacture in hallucinogenic drugs.

Benzilic acid Benzilic Acid Rearrangement

Benzilic acid Benzilic acid C14H12O3 ChemSpider

References

Benzilic acid Wikipedia