6-Methylsalicylic acid

6-Methylsalicylic acid
Names
	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
Identifiers
CAS Number	567-61-3;
3D model (JSmol)	Interactive image;
3DMet	B00477;
Beilstein Reference	2208693
ChEBI	CHEBI:17637;
ChEMBL	ChEMBL510026;
ChemSpider	10805;
ECHA InfoCard	100.259.902
KEGG	C02657;
PubChem CID	11279;
UNII	L5352FE23Y;
CompTox Dashboard (EPA)	DTXSID20205257 ;
	InChI InChI=1S/C8H8O3/c1-5-3-2-4-6(9)7(5)8(10)11/h2-4,9H,1H3,(H,10,11) Key: HCJMNOSIAGSZBM-UHFFFAOYSA-N;
	SMILES CC1=C(C(=CC=C1)O)C(=O)O;
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

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

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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[1] Staunton, James; Weissman, Kira J. (2001). "Polyketide Biosynthesis: A Millennium Review". Natural Product Reports. 18 (4): 380–416. doi:10.1039/a909079g. PMID 11548049.

[1]

See also

References