Methyl o-toluate

Base Information

• Chemical Name: Methyl o-toluate
• CAS No.: 89-71-4
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 29163990
• European Community (EC) Number: 201-932-2
• NSC Number: 9402
• UNII: MC8KDB9FUW
• DSSTox Substance ID: DTXSID6048208
• Nikkaji Number: J45.108H
• Wikidata: Q27283847
• ChEMBL ID: CHEMBL3184142
• Mol file: 89-71-4.mol

Synonyms:Methyl o-toluate;Methyl 2-methylbenzoate;89-71-4;o-Toluic acid, methyl ester;Methyl o-methylbenzoate;Methyl orthotoluate;Methyl toluate;Benzoic acid, 2-methyl-, methyl ester;2-Methylbenzoic Acid Methyl Ester;2-methyl-benzoic acid methyl ester;MC8KDB9FUW;MFCD00008428;o-Toluic Acid Methyl Ester;METHYL-O-METHYL BENZOATE;DTXSID6048208;NSC 9402;NSC-9402;EINECS 201-932-2;Benzoic acid, methyl-, methyl ester;2-methyl methylbenzoate;AI3-02357;25567-11-7;methyl-o-toluate;2-methyl toluate;methyl-2-methylbenzoate;UNII-MC8KDB9FUW;METHYL 2-TOLUATE;methyl 2-(methyl)benzoate;METHYL ORTHO TOLUATE;2-Methylbenzoic acid methyl;o-Toluylic acid, methyl ester;SCHEMBL101601;Methyl 2-methylbenzoate, 99%;CHEMBL3184142;DTXCID8028183;NSC9402;2-Methylbenzoic acid, methyl ester;2-TOLUIC ACID METHYL ESTER;Tox21_303461;Methyl ester of 2-Methylbenzoic acid;AKOS008904530;AB00946;CS-W018154;PS-5425;SDCCGMLS-0066273.P001;CAS-89-71-4;NCGC00257351-01;FT-0653080;T0296;EN300-91677;D70904;A843290;W-100362;Q27283847;Z18382338;F0001-2198

Chemical Property of Methyl o-toluate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.151mmHg at 25°C
• Melting Point: -50ºC
• Refractive Index: 1.518-1.52
• Boiling Point: 215 °C at 760 mmHg
• Flash Point: 82.2 °C
• PSA: 26.30000
• Density: 1.045 g/cm³
• LogP: 1.78160
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-methylbenzoate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CC1=CC=CC=C1C(=O)OC
• Uses: It has been used in the preparation of 2-(azidomethyl)benzoic acid.

Technology Process of Methyl o-toluate

There total 92 articles about Methyl o-toluate 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: 97.0%

methanol (67-56-1) + 2-methylphenyl aldehyde (529-20-4) → 2-Methyl-benzoic acid methyl ester (89-71-4)

Guidance literature:

With triethylamine; Azobenzene; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2008.04.097

Reference yield: 94.0%

methanol (67-56-1) + 2-methyl-benzyl alcohol (89-95-2) → 2-Methyl-benzoic acid methyl ester (89-71-4)

Guidance literature:

methanol; With sodium tetrachloroaurate(III) dihyrate; potassium carbonate; at 20 ℃; for 0.0166667h; Green chemistry;

2-methyl-benzyl alcohol; at 20 ℃; for 0.0333333h; Green chemistry;

With oxygen; at 80 ℃; under 760.051 Torr; Autoclave; Green chemistry;

DOI:10.1039/c3gc42075b

Reference yield: 94.0%

2-Methylacetophenone (577-16-2,122382-54-1) → 2-Methyl-benzoic acid methyl ester (89-71-4)

Guidance literature:

With oxygen; 1-(n-butyl)-3-methylimidazolium triflate; at 20 ℃; for 0.333333h; Electrochemical reaction; Green chemistry;

DOI:10.4314/bcse.v30i2.14

upstream raw materials:

ortho-methylbenzoic acid

methanol

benzocyclobutenone

1-Benzyl-2-methylcyclohexa-2,5-dien-1-carbonsaeuremethylester

Downstream raw materials:

1-methyl-2-(prop-1-en-2-yl)benzene

2-(2-methylphenyl)propan-2-ol

methyl 2-bromomethylbenzoate

2-Methylbenzonitrile

Refernces

• 1、 Zhou, Wenjuan,Xu, Chenhao,Dong, Guanjun,Qiao, Hui,Yang, Jing,Liu, Hongmin,Ding, Lina,Sun, Kai,Zhao, Wen. "Development of phenyltriazole thiol-based derivatives as highly potent inhibitors of DCN1-UBC12 interaction". . . Retrieved 2021/03/24.
• 2、 Lai, Huifang,Lin, Jin,Xu, Jiexin,Zha, Daijun. "Copper-promoted direct amidation of isoindolinone scaffolds by sodium persulfate". supporting information. p. 7621 - 7626. Retrieved 2021/09/22.