2-Carboxybenzaldehyde

2-Carboxybenzaldehyde
Names
Preferred IUPAC name
2-Formylbenzoic acid
Other names
2-Phthaldehydic acid
Identifiers
3D model (JSmol)
742381
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.948
EC Number
  • 204-342-3
UNII
  • InChI=1S/C8H6O3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-5H,(H,10,11)
    Key: DYNFCHNNOHNJFG-UHFFFAOYSA-N
  • C1=CC=C(C(=C1)C=O)C(=O)O
Properties
C8H6O3
soluble
Solubility soluble in diethylether, ethanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

2-Carboxybenzaldehyde is a chemical compound. It consists of a benzene ring, with an aldehyde and a carboxylic acid as substituents that are ortho to each other. The compound exhibits ring–chain tautomerism: the two substituents can react with each other to form 3-hydroxyphthalide, a cyclic lactol. This lactol reacts readily with Grignard reagents, forming alkyl- and aryl-substituted phthalides. Other benzo-fused heterocyclic compounds can be derived from 2-carboxybenzaldehyde, including isoindolinones and phthalazinones, with a variety of pharmacological properties, such as the antihistamine azelastine.

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