Homophthalic acid

Homophthalic acid

Names
IUPAC name 2-(Carboxymethyl)benzoic acid
Other names α-Carboxy-o-toluic acid Carboxyphenyl acetic acid
Identifiers
CAS Number	89-51-0
ChemSpider	60010
Jmol interactive 3D	Image
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	180.16 g·mol^−1
Appearance	Off-white to light yellow or pale green
Melting point	181 °C (358 °F; 454 K) [2]
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.

References

1. Index
2. Homophthalic Acid | C9H8O4 | Chemspider
3. Schwenk, Erwin; Papa, Domenick "Preparation of aryl aliphatic acids by the modified Willgerodt reaction" Journal of Organic Chemistry (1946), 11, 798-802. doi:10.1021/jo01176a023

External links

• Synthesis and structural characterization of homophthalic acid and 4,4-bipyridine