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Merck
CN

167037

3-Methylsalicylic acid

96.0%

Synonym(s):

2-Hydroxy-3-methylbenzoic acid, o-Cresotic acid

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About This Item

Linear Formula:
CH3C6H3(OH)CO2H
CAS Number:
83-40-9
Molecular Weight:
152.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24850191
EC Number:
201-473-8
Beilstein/REAXYS Number:
2086811
MDL number:
MFCD00002448

Key Documents

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Product Name

3-Methylsalicylic acid, 96.0%

InChI key

WHSXTWFYRGOBGO-UHFFFAOYSA-N

InChI

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

SMILES string

Cc1cccc(C(O)=O)c1O

assay

96.0%

mp

163-165 °C (lit.)

solubility

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

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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

General description

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

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCB8094
BCBS4665V
BCBR1735V
BCBR0784V
BCBQ6247V

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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)
Warren B Cross et al.
Dalton transactions (Cambridge, England : 2003), (7)(7), 1287-1293 (2005-03-23)
Tungsten(VI) oxo-salicylate complexes were prepared in moderate yield (47 to 63%) by the reactions of WOCl4 and two equivalents of either 3-methylsalicylic acid (MesaliH2) or 3,5-di-isopropylsalicylic acid (di-i-PrsaliH2). Performing the reaction in refluxing toluene afforded the two analogous ditungsten complexes
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)
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
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
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