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Homophthalic acid

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Homophthalic acid
Names
Preferred IUPAC name
2-(Carboxymethyl)benzoic acid
Other names
α-Carboxy-o-toluic acid
Carboxyphenyl acetic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.001.740 Edit this at Wikidata
EC Number
  • 66643
UNII
  • InChI=1S/C9H8O4/c10-8(11)5-6-3-1-2-4-7(6)9(12)13/h1-4H,5H2,(H,10,11)(H,12,13)
    Key: ZHQLTKAVLJKSKR-UHFFFAOYSA-N[1]
  • OC(=O)C1=CC=CC=C1CC(O)=O
Properties
C9H8O4
Molar mass 180.159 g·mol−1
Appearance Off-white to light yellow or pale green
Melting point 181 °C (358 °F; 454 K)[2]
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Homophthalic acid is a dicarboxylic acid with the formula C6H4(CO2H)CH2CO2H. It is a colorless solid. The compounds can be prepared by the Willgerodt reaction from 2-acetylbenzoic acid.[3]

One of the uses is in the preparation of the NSAID tesicam.

References

[edit]
  1. ^ http://ops.rsc.org/Compounds/Get/670357[dead link]
  2. ^ Homophthalic Acid | C9H8O4 | Chemspider
  3. ^ Schwenk, Erwin; Papa, Domenick (1946). "Preparation of Aryl Aliphatic Acids by the Modified Willgerodt Reaction". The Journal of Organic Chemistry. 11 (6): 798–802. doi:10.1021/jo01176a023. PMID 20282506.