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3-Methylsalicylic acid

From Wikipedia, the free encyclopedia
3-Methylsalicylic acid
Chemical structure of 6-methylSalicylilc 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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.340 Edit this at Wikidata
EC Number
  • 201-473-8
KEGG
UNII
  • 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
  • CC1=CC=CC(=C1O)C(=O)O
Properties
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:
GHS05: CorrosiveGHS07: Exclamation mark
Danger
H302, H315, H318, H335
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).

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

See also

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References

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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.