Methyl 2-bromo-4-(bromomethyl)benzoate

Base Information

• Chemical Name: Methyl 2-bromo-4-(bromomethyl)benzoate
• CAS No.: 128577-48-0
• Molecular Formula: C9H8Br2O2
• Molecular Weight: 307.969
• Hs Code.: 2916399090
• European Community (EC) Number: 894-623-2
• DSSTox Substance ID: DTXSID10600131
• Nikkaji Number: J3.381.769J
• Wikidata: Q72488424
• Mol file: 128577-48-0.mol

Synonyms:methyl 2-bromo-4-(bromomethyl)benzoate;128577-48-0;Methyl-2-bromo-4-bromomethylbenzoate;Methyl 2-bromo-4-bromomethylbenzoate;Benzoic acid, 2-bromo-4-(bromomethyl)-, methyl ester;MFCD03840738;SCHEMBL1754056;DTXSID10600131;ZTDXOVAPGGNGSD-UHFFFAOYSA-N;BBL101145;CL8526;STL554941;AKOS005257088;methyl 2-bromo-4-bromomethyl-benzoate;AB16573;AC-8951;AM84012;GS-3822;SY107838;DB-007649;2-Bromo-4-bromomethyl-benzoic Acid Methyl Ester;EN300-7406345;J-005611;Methyl 2-bromo-4-(bromomethyl)benzoate, AldrichCPR

Chemical Property of Methyl 2-bromo-4-(bromomethyl)benzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.59
• Boiling Point: 340.255 °C at 760 mmHg
• Flash Point: 159.581 °C
• PSA: 26.30000
• Density: 1.78 g/cm³
• LogP: 3.13060
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Soluble)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 307.88706
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

Methyl-2-bromo-4-bromomethylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-bromo-4-(bromomethyl)benzoate

There total 3 articles about Methyl 2-bromo-4-(bromomethyl)benzoate 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: 94.0%

2-bromo-4-methyl-benzoic acid methyl ester (87808-49-9) → methyl 2-bromo-4-(bromomethyl)benzoate (128577-48-0)

Guidance literature:

With tert.-butylhydroperoxide; cetyltrimethylammonim bromide; potassium bromide; In water; at 120 ℃; under 750.075 Torr; Microwave irradiation;

DOI:10.1055/s-0034-1379005

Reference yield: 74.0%

→ methyl 2-bromo-4-(bromomethyl)benzoate (128577-48-0)

Guidance literature:

Reference yield:

2-bromo-4-methylbenzoic acid (7697-27-0) → methyl 2-bromo-4-(bromomethyl)benzoate (128577-48-0)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 3 h / 20 °C

2: N-Bromosuccinimide; azobisisobutyronitrile / tetrachloromethane / Reflux

With N-Bromosuccinimide; thionyl chloride; azobisisobutyronitrile; In tetrachloromethane;

DOI:10.1016/j.bmcl.2018.10.032

upstream raw materials:

2-bromo-4-methyl-benzoic acid methyl ester

2-bromo-4-methylbenzoic acid

Downstream raw materials:

methyl 2-bromo-4-(cyanomethyl)benzoate

Refernces

• 1、 Benowitz, Andrew B.,Eberl, H. Christian,Erickson-Miller, Connie L.,Gilmartin, Aidan G.,Gore, Elizabeth R.,Montoute, Monica N.,Wu, Zining. "A hit deconstruction approach for the discovery of fetal hemoglobin inducers". supporting information. p. 3676 - 3680. Retrieved 2018/10/31.
• 2、 -. "HETEROCYCLIC DERIVATIVES AND USE THEREOF". Page/Page column 38; 39. . Retrieved 2016/06/28.