167037

Sigma-Aldrich

3-Methylsalicylic acid

96.0%

Synonym(s):
2-Hydroxy-3-methylbenzoic acid, o-Cresotic acid
Linear Formula:
CH3C6H3(OH)CO2H
CAS Number:
Molecular Weight:
152.15
Beilstein/REAXYS Number:
2086811
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

96.0%

mp

163-165 °C (lit.)

solubility

methanol: soluble 5%, clear to slightly hazy (colorlessto faint brown)

SMILES string

Cc1cccc(C(O)=O)c1O

InChI

1S/C8H8O3/c1-5-3-2-4-6(7(5)9)8(10)11/h2-4,9H,1H3,(H,10,11)

InChI key

WHSXTWFYRGOBGO-UHFFFAOYSA-N

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General description

3-Methylsalicylic acid reacts with WOCl4 to yield tungsten(VI) oxo-salicylate complexes.

Application

3-Methylsalicylic acid was used in the synthesis of:
  • 8-methyl-2-thioxo-2,3-dihydro-4H-1,3-benzoxazin-4-one
  • 7-hydroxy-8-methyl-2-thioxo-2,3-dihydro-4H-1,3-benzoxazin-4-one
  • (R)-, (S)- and (RS)-hydroxymethylmexiletine

Packaging

100 g in poly bottle

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Krithika Delhiraja et al.
Environmental monitoring and assessment, 192(7), 432-432 (2020-06-17)
Emerging contaminants (ECs) have become an increasing area of concern due to the likely impacts of these compounds on human health and the environment. Generally, products which are used for households and personal care activities contribute to major percentage of...
Generalized Method for the Production of 1, 3-Benzoxazine, 1, 3-Benzothiazine, and Quinazoline Derivatives from 2-(Hydroxy, Thio, or Amino) Aromatic Acids Using Triphenylphosphine Thiocyanogen.
Pritchard KM, et al.
Synthetic Communications, 35(!2), 1601-1611 (2005)
Synthesis of (R)-, (S)-, and (RS)-hydroxymethylmexiletine, one of the major metabolites of mexiletine.
Cavalluzzi MM, et al.
Tetrahedron Asymmetry, 18(20), 2409-2417 (2007)
Thais Kroetz et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 18(5), 1171-1184 (2019-02-28)
In this article, new fluorescent lipophilic based benzazoles were synthesized from the reaction between photoactive formyl derivatives and aliphatic amines followed by NaBH4 reduction with good yields. The photophysics of the benzazoles was investigated experimentally and theoretically. These compounds present...
On structure-related properties of synthetic organic clot-dissolving (thrombolytic) compounds.
K N von Kaulla et al.
Biochemical pharmacology, 16(6), 1023-1034 (1967-06-01)

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