Methyl 2-bromo-3-methylbenzoate

Base Information

• Chemical Name: Methyl 2-bromo-3-methylbenzoate
• CAS No.: 131001-86-0
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.073
• Hs Code.: 2916399090
• European Community (EC) Number: 811-115-8
• DSSTox Substance ID: DTXSID10445408
• Nikkaji Number: J340.471D
• Wikidata: Q72488662
• Mol file: 131001-86-0.mol

Synonyms:Methyl 2-bromo-3-methylbenzoate;131001-86-0;Methyl2-bromo-3-methylbenzoate;BENZOIC ACID, 2-BROMO-3-METHYL-, METHYL ESTER;MFCD00144762;2-Bromo-3-methylbenzoic acid methyl ester;2-Bromo-3-methyl-benzoic acid methyl ester;Methyl 2-bromo-3-methyl-benzoate;3-methyl-2-bromobenzoic acid methyl ester;Methyl 2-Bromo-m-toluate;Methyl 2-bromo-methyl-benzoate;SCHEMBL1707841;DTXSID10445408;QAOFGUXVDAZKBW-UHFFFAOYSA-N;AMY22877;BCP24541;2-Bromo-m-toluic Acid Methyl Ester;ALLYL1H,1H-PERFLUOROOCTYLETHER;AKOS015834908;AC-5782;CS-W002430;SY017148;TS-03249;FT-0628436;M2546

Chemical Property of Methyl 2-bromo-3-methylbenzoate

Chemical Property:

• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: 1.545
• Boiling Point: 267.445 °C at 760 mmHg
• Flash Point: 115.547 °C
• PSA: 26.30000
• Density: 1.434 g/cm³
• LogP: 2.54410
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-bromo-3-methylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C(=O)OC)Br
• Uses: Methyl 2-bromo-3-methylbenzoate is used as pharmaceutical intermediate.

Technology Process of Methyl 2-bromo-3-methylbenzoate

There total 5 articles about Methyl 2-bromo-3-methylbenzoate 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: 100.0%

3-methyl-2-bromobenzoic acid (53663-39-1) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 2-bromo-3-methylbenzoate (131001-86-0)

Guidance literature:

In methanol; diethyl ether; toluene; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201209582

Reference yield: 99.5%

methanol (67-56-1) + 3-methyl-2-bromobenzoic acid (53663-39-1) → methyl 2-bromo-3-methylbenzoate (131001-86-0)

Guidance literature:

With thionyl chloride; for 3h; Reflux;

DOI:10.1016/j.bmcl.2010.12.034

Reference yield: 96.0%

3-methyl-2-bromobenzoic acid (53663-39-1) + 2,2-dimethoxy-propane (77-76-9) → methyl 2-bromo-3-methylbenzoate (131001-86-0)

Guidance literature:

With hydrogenchloride; In methanol; Reflux;

DOI:10.1016/j.crci.2017.01.005

upstream raw materials:

methanol

3-methyl-2-bromobenzoic acid

2,2-dimethoxy-propane

methyl 2-amino-3-methylbenzoate

Downstream raw materials:

2-bromo-3-methyl-benzaldehyde

methyl 2-bromo-3-(bromomethyl)benzoate

methyl 2-ethenyl-3-methylbenzoate

Refernces

• 1、 Pi, Jing-Jing,Lu, Xiao-Yu,Liu, Jing-Hui,Lu, Xi,Xiao, Bin,Fu, Yao,Guimond, Nicolas. "Exploration of Biaryl Carboxylic Acids as Proton Shuttles for the Selective Functionalization of Indole C-H Bonds". . p. 5791 - 5800. Retrieved 2018/05/14.
• 2、 Hemric, Brett N.,Shen, Kun,Wang, Qiu. "Copper-Catalyzed Amino Lactonization and Amino Oxygenation of Alkenes Using O-Benzoylhydroxylamines". supporting information. p. 5813 - 5816. Retrieved 2016/06/09.