Atropic acid Chemical Properties

Melting point:

106-107°

Boiling point:

bp ~267° with partial decompn

Density 

1.0061 (rough estimate)

refractive index 

1.5049 (estimate)

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

3.86±0.11(Predicted)

color 

White to Off-White

Water Solubility 

1.3g/L(20 ºC)

Merck 

14,874

Stability:

Light Sensitive

InChIKey

ONPJWQSDZCGSQM-UHFFFAOYSA-N

CAS DataBase Reference

492-38-6(CAS DataBase Reference)

NIST Chemistry Reference

Benzeneacetic acid, «alpha»-methylene-(492-38-6)

EPA Substance Registry System

Benzeneacetic acid, .alpha.-methylene- (492-38-6)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HS Code 

29163990

Atropic acid Usage And Synthesis

Chemical Properties

White to Off-White Solid.

Uses

Atropic acid is an Impurity of Ipratropium bromide and Atropine Sulfate. Atropic acid and β,β-dimethylatropic acid are plant growth regulators.

Preparation

The synthesis of atropic acid involves several steps. Firstly, tropic acid is oxidized with hot KMnO4 to form benzoic acid. Secondly, tropic acid reacted with HBr to produce C9H9O2Br. Thirdly, C9H9O2Br is reacted with alcoholic KOH to yield atropic acid, C9H8O2. Finally, atropic acid is catalytically hydrogenated to form hydratropic acid, C9H10O2.

Reactions

Atropic acid is formed by the dehydration of tropic acid. Hence addition of water to atropic acid gives tropic acid.
Atropic acid, on oxidation yields benzoic acid. The formation of benzoic acid reveals that atropic acid and tropic acid contain atleast one benzene nucleus with a side chain containing carboxylic acid in their structure.

As atropic acid is an unsaturated acid it mean atropic acid may be either structure (I) or (II) .
Hence, the structure (II) is atropic acid which is confirmed by oxidation with KMnO4 to form phenylglyoxal.

Atropic acid(492-38-6)Related Product Information

• Poly(acrylic acid)
• Hyaluronic acid
• Butyl acrylate
• 1-Phenyl-2-nitropropene
• Acrylic acid
• Ethyl acrylate
• Methacrylic acid
• Folic acid
• Methyl acrylate
• Methyl methacrylate
• 6-Benzylaminopurine
• Ethyl 2-(Chlorosulfonyl)acetate
• Citric acid
• Atovaquone
• trans-Cinnamic acid
• Ipratropium bromide monohydrate
• IpratropiuM BroMide IMpurity E
• Ipratropium Bromide Impurity 1