3-Methylsalicylic acid

3-Methylsalicylic acid
Names
	Preferred IUPAC name 2-Hydroxy-3-methylbenzoic acid
	Other names 2,3-Cresotic acid; o-Cresotinic acid; 2-Hydroxy-m-toluic acid
Identifiers
CAS Number	83-40-9;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:20141;
ChEMBL	ChEMBL448399;
ChemSpider	6482;
ECHA InfoCard	100.001.340
EC Number	201-473-8;
KEGG	C14088;
PubChem CID	6738;
UNII	ZH3HEY032H;
CompTox Dashboard (EPA)	DTXSID9038686 ;
	InChI InChI=1S/C8H8O3/c1-5-3-2-4-6(7(5)9)8(10)11/h2-4,9H,1H3,(H,10,11) Key: WHSXTWFYRGOBGO-UHFFFAOYSA-N;
	SMILES CC1=CC=CC(=C1O)C(=O)O;
Properties
Chemical formula	C8H8O3
Molar mass	152.149 g·mol−1
Appearance	white solid
Melting point	165.5 °C (329.9 °F; 438.6 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H315, H318, H335
Precautionary statements	P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+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

3-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 3-methylsalicylate Its functional groups include a carboxylic acid and a phenol group. It is one of four isomers of methylsalicylic acid.

It is produced by carboxylation of sodium o-cresolate:^[1]^[2]

CH₃C₆H₄ONa + CO₂ → CH₃C₆H₃(CO₂Na)OH

References

^ Ritzer, Edwin; Sundermann, Rudolf (2000). "Hydroxycarboxylic Acids, Aromatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a13_519. ISBN 3527306730.
^ Takayuki Iijima; Tatsuaki Yamaguchi (2001). "K₂CO₃-Catalyzed Direct Synthesis of Salicylic Acid from Phenol and Supercritical CO₂". Applied Catalysis A. 345: 12–17. doi:10.1016/j.apcata.2008.03.037.

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[1] Ritzer, Edwin; Sundermann, Rudolf (2000). "Hydroxycarboxylic Acids, Aromatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a13_519. ISBN 3527306730.

[2] Takayuki Iijima; Tatsuaki Yamaguchi (2001). "K₂CO₃-Catalyzed Direct Synthesis of Salicylic Acid from Phenol and Supercritical CO₂". Applied Catalysis A. 345: 12–17. doi:10.1016/j.apcata.2008.03.037.

[1]

[2]

See also

References