Methyl 2-(bromomethyl)-3-chlorobenzoate

Base Information

• Chemical Name: Methyl 2-(bromomethyl)-3-chlorobenzoate
• CAS No.: 188187-03-3
• Molecular Formula: C9H8BrClO2
• Molecular Weight: 263.518
• Hs Code.: 2916399090
• European Community (EC) Number: 801-221-2
• DSSTox Substance ID: DTXSID60452703
• Wikidata: Q82273488
• Mol file: 188187-03-3.mol

Synonyms:188187-03-3;Methyl 2-(bromomethyl)-3-chlorobenzoate;METHYL 2-BROMOMETHYL-3-CHLORO-BENZOATE;Methyl 2-bromomethyl-3-chlorobenzoate;2-Bromomethyl-3-chloro-benzoic acid methyl ester;2-(Bromomethyl)-3-chloro-benzoic acid methyl ester;BENZOIC ACID, 2-(BROMOMETHYL)-3-CHLORO-, METHYL ESTER;2-bromomethyl-3-chlorobenzoic acid methyl ester;SCHEMBL1035578;DTXSID60452703;BZXFVKQUKUJTIM-UHFFFAOYSA-N;MFCD04114322;AKOS015900226;AB18072;DS-1195;Methyl2-(bromomethyl)-3-chlorobenzoate;FT-0764341;EN300-195611;A880530;J-506262

Chemical Property of Methyl 2-(bromomethyl)-3-chlorobenzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.572
• Boiling Point: 330.979 °C at 760 mmHg
• Flash Point: 153.971 °C
• PSA: 26.30000
• Density: 1.561 g/cm³
• LogP: 3.02150
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 261.93962
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

≥99.0% ^*data from raw suppliers

Methyl 2-bromomethyl-3-chlorobenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=CC=C1)Cl)CBr

Technology Process of Methyl 2-(bromomethyl)-3-chlorobenzoate

There total 2 articles about Methyl 2-(bromomethyl)-3-chlorobenzoate 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%

methyl 2-methyl-3-chlorobenzoate (99586-84-2) → 2-bromomethyl-3-chloro-benzoic acid methyl ester (188187-03-3)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; at 90 ℃; for 3.45h;

Reference yield:

3-chloro-2-methylbenzoic acid (7499-08-3) → 2-bromomethyl-3-chloro-benzoic acid methyl ester (188187-03-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile)

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium hydrogencarbonate;

DOI:10.1016/j.bmcl.2012.10.071

Reference yield: 98.3%

2-bromomethyl-3-chloro-benzoic acid methyl ester (188187-03-3) → [2-(bromomethyl)-3-chlorophenyl]methanol (1379313-10-6)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

upstream raw materials:

methyl 2-methyl-3-chlorobenzoate

3-chloro-2-methylbenzoic acid

Downstream raw materials:

4-chloroisoindolin-1-one

Ethyl (E)-[1-n-butyl-5-[2-(2-methoxycarbonyl)phenylmethoxy-4-chloro-phenyl]-1H-pyrazol-4-yl]-2-[(5-methoxy-2,3-dihydrobenzofuran-6-yl)methyl]-2-propenoate

[2-(bromomethyl)-3-chlorophenyl]methanol

2-(bromomethyl)-3-chlorobenzaldehyde

Refernces

• 1、 -. "HPK1 ANTAGONISTS AND USES THEREOF". Paragraph 1316; 1318. . Retrieved 2021/03/19.
• 2、 -. "PYRROLIDINE-3-YLACETIC ACID DERIVATIVE". Paragraph 0215. . Retrieved 2014/08/06.