6-Methylsalicylic acid
Names | |
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Preferred IUPAC name 2-Hydroxy-6-methylbenzoic acid | |
Other names 2-Hydroxy-6-methylbenzoic acid o-Cresotic acid 2,6-Cresotic acid o-Cresotinic acid 2-Hydroxy-o-toluic acid | |
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3D model (JSmol) |
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Beilstein Reference | 2208693 |
ChEBI |
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ECHA InfoCard | 100.259.902 |
KEGG |
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CompTox Dashboard (EPA) |
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InChI
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Properties | |
Chemical formula | C8H8O3 |
Molar mass | 152.149 g·mol−1 |
Appearance | white solid |
Melting point | 141.5–142 °C (286.7–287.6 °F; 414.6–415.1 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
6-Methylsalicylic acid is an organic compound with the formula CH3C6H3(CO2H)(OH). It is a white solid that is soluble in basic water and in polar organic solvents. At neutral pH, the acid exists as 6-methylsalicylate. Its functional groups include a carboxylic acid and a phenol group. It is one of four isomers of methylsalicylic acid.
It occurs naturally, being a biosynthetic precursor to m-cresol.[1] Its decarboxylation is catalyzed by 6-methylsalicylate decarboxylase:
- 6-methylsalicylate ⇌ m-cresol + CO2
See also
References
- ^ Staunton, James; Weissman, Kira J. (2001). "Polyketide Biosynthesis: A Millennium Review". Natural Product Reports. 18 (4): 380–416. doi:10.1039/a909079g. PMID 11548049.
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