5-Methylsalicylic acid

5-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 5-methylsalicylate Its functional groups include a carboxylic acid and a phenol group. It is one of four isomers of methylsalicylic acid.

5-Methylsalicylic acid
Chemical structure of 5-methylSalicylilc acid.
Names
Preferred IUPAC name
2-Hydroxy-5-methylbenzoic acid
Other names
2,5-Cresotic acid
p-Cresotic acid
p-Cresotinic acid
2-Hydroxy-m-toluic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.001.744 Edit this at Wikidata
EC Number
  • 201-918-6
UNII
  • InChI=1S/C8H8O3/c1-5-2-3-7(9)6(4-5)8(10)11/h2-4,9H,1H3,(H,10,11)
    Key: DLGBEGBHXSAQOC-UHFFFAOYSA-N
  • CC1=CC(=C(C=C1)O)C(=O)O
Properties
C8H8O3
Molar mass 152.149 g·mol−1
Appearance white solid
Density 1.31 g/cm3
Melting point 151 °C (304 °F; 424 K)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H302, H315, H319, H335
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+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).

It can be prepared by hydroxylation of 3-methylbenzoic acid.[1]

See also

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References

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  1. ^ Zhang, Yang-Hui; Yu, Jin-Quan (2009). "Pd(II)-catalyzed hydroxylation of arenes with 1 atm of O2 or air". Journal of the American Chemical Society. 131 (41): 14654–14655. doi:10.1021/ja907198n. PMID 19788192.