Homophthalic acid

Homophthalic acid

Names
Preferred IUPAC name 2-(Carboxymethyl)benzoic acid
Other names α-Carboxy-o-toluic acid Carboxyphenyl acetic acid
Identifiers
CAS Number	89-51-0
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1229545
ChemSpider	60010 Y
ECHA InfoCard	100.001.740
EC Number	66643
PubChem CID	66643
UNII	3GE2MUV5GV Y
CompTox Dashboard (EPA)	DTXSID4058990
InChI 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]
SMILES OC(=O)C1=CC=CC=C1CC(O)=O
Properties
Chemical formula	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:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	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). Infobox references

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.

• Use of homophthalic anhydride: Manoni, Francesco; Connon, Stephen J. (2014). "Catalytic Asymmetric Tamura Cycloadditions". Angewandte Chemie International Edition. 53 (10): 2628–2632. doi:10.1002/anie.201309297. PMID 24573916.