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 ;
ECHA InfoCard	100.001.740
EC Number	66643;
PubChem CID	66643;
UNII	3GE2MUV5GV ;
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;
	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)
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-acetyl benzoic acid.^[3]

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

References

^ http://ops.rsc.org/Compounds/Get/670357^{[dead link]}
^ Homophthalic Acid | C9H8O4 | Chemspider
^ 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.

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