3-Methylsalicylic acid

Base Information

• Chemical Name: 3-Methylsalicylic acid
• CAS No.: 83-40-9
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 29182990
• European Community (EC) Number: 201-473-8
• NSC Number: 755829,50796,17561,1772
• UNII: ZH3HEY032H
• DSSTox Substance ID: DTXSID9038686
• Nikkaji Number: J4.632I
• Wikipedia: 3-Methylsalicylic_acid
• Wikidata: Q27109285
• NCI Thesaurus Code: C65873
• Metabolomics Workbench ID: 38150
• ChEMBL ID: CHEMBL448399
• Mol file: 83-40-9.mol

Synonyms:3-methylsalicylic acid

Chemical Property of 3-Methylsalicylic acid

Chemical Property:

• Appearance/Colour: white to slightly reddish crystalline solid
• Vapor Pressure: 0.000797mmHg at 25°C
• Melting Point: 98-100 °C(lit.)
• Refractive Index: 1.4945 (estimate)
• Boiling Point: 293.2 °C at 760 mmHg
• PKA: pK1:2.99 (25°C)
• Flash Point: 145.4 °C
• PSA: 57.53000
• Density: 1.304 g/cm³
• LogP: 1.39880
• Storage Temp.: -20?C Freezer
• Solubility.: methanol: soluble5%, clear to slightly hazy (colorlessto faint b
• Water Solubility.: 1.5 g/L (20 ºC)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

3-Methylsalicylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/39-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzoic Acid Derivatives
• Canonical SMILES: CC1=C(C(=CC=C1)C(=O)O)O
• Uses: analgesic, antiseptic 3-Methylsalicylic acid is used in manufacture of dyes. Toxicity is similar to salicylic acid. Used in manufacturing of dyes

Technology Process of 3-Methylsalicylic acid

There total 54 articles about 3-Methylsalicylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

1-phenyl-7-methyl-1H-1λ3-benzo[b]iodo-3(2H)-one (1427465-41-5) → 3-methylsalicylic acid (83-40-9)

Guidance literature:

With water; In acetonitrile; for 1h; Reflux;

DOI:10.1021/jo400212u

Reference yield: 82.0%

carbon dioxide (124-38-9,18923-20-1) + ortho-cresol (95-48-7,77504-84-8) → 4-hydroxy-3-methylbenzoic acid (499-76-3) + 3-methylsalicylic acid (83-40-9)

Guidance literature:

ortho-cresol; With Mesitol; sodium hydride; at 100 ℃; for 0.0833333h; Glovebox;

carbon dioxide; at 185 ℃; for 3h; under 760.051 Torr;

DOI:10.1002/chem.201601114

Reference yield: 48.0%

o-tolyl 2-hydroxy-3-methylbenzoate (85006-08-2) → 3-methylsalicylic acid (83-40-9)

Guidance literature:

With sodium hydroxide; for 1h; Heating;

DOI:10.1055/s-1988-27701

upstream raw materials:

2,8-dimethylchromone

3-methylantranilic acid

methylammonium carbonate

sodium o-cresolate

Downstream raw materials:

1,3-dihydroxy-5-methyl-9H-xanthen-9-one

ethyl 2-hydroxy-3-methylbenzoate

2'',6''-dichloro-3,3'-dimethyl-4-hydroxyfuchsone-5,5'-dicarboxylic acid

6,6'-dihydroxy-5,5'-dimethyl-3,3'-(2,6-dichloro-benzylidene)-di-benzoic acid

Refernces

• 1、 Suerbaev, Kh. A.,Chepaikin,Kudaibergenov, N. Zh.,Zhaksylykova, G. Zh.. "Synthesis of cresotic acids by carboxylation of cresols with sodium ethyl carbonate". . p. 646 - 650. Retrieved 2016/08/16.
• 2、 Wuensch, Christiane,Gross, Johannes,Steinkellner, Georg,Lyskowski, Andrzej,Gruber, Karl,Glueck, Silvia M.,Faber, Kurt. "Regioselective ortho-carboxylation of phenols catalyzed by benzoic acid decarboxylases: A biocatalytic equivalent to the Kolbe-Schmitt reaction". . p. 9673 - 9679. Retrieved 2014/03/21.