dimethyl (2E)-2-bromobut-2-enedioate

Base Information

• Chemical Name: dimethyl (2E)-2-bromobut-2-enedioate
• CAS No.: 20688-29-3
• Molecular Formula: C6H7BrO4
• Molecular Weight: 223.023
• Mol file: 20688-29-3.mol

Synonyms:dimethyl bromomaleate;dimethyl 3-bromomaleate;2-Butenedioic acid,2-bromo-,dimethyl ester;dimethyl 2-bromofumarate;Brom-maleinsaeure-dimethylester;bromo-maleic acid dimethyl ester;

Chemical Property of dimethyl (2E)-2-bromobut-2-enedioate

Chemical Property:

• Vapor Pressure: 0.0602mmHg at 25°C
• Boiling Point: 232.1oC at 760 mmHg
• Flash Point: 94.1oC
• PSA: 52.60000
• Density: 1.58g/cm3
• LogP: 0.61120

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of dimethyl (2E)-2-bromobut-2-enedioate

There total 9 articles about dimethyl (2E)-2-bromobut-2-enedioate 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%

dimethyl 2,3-dibromobutane-1,4-dicarboxylate (51575-86-1) → dimethyl 2-bromofumarate (20688-29-3)

Guidance literature:

With triethylamine; In diethyl ether; at 20 ℃; for 18h;

DOI:10.1016/j.bmc.2007.02.012

Reference yield: 76.0%

dimethyl acetylenedicarboxylate (762-42-5) + α,α'-dibromo-o-xylene (91-13-4) → dimethyl 2-bromofumarate (20688-29-3) + 1,4-Dihydro-naphthalene-2,3-dicarboxylic acid dimethyl ester (56306-55-9)

Guidance literature:

With chromium dichloride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/S0040-4039(01)91403-0

Reference yield: 69.0%

bromomaleic anhydride (5926-51-2) + diazomethyl-trimethyl-silane (18107-18-1) → dimethyl 2-bromofumarate (20688-29-3)

Guidance literature:

In tetrahydrofuran; methanol; for 12h;

DOI:10.1016/0040-4039(96)00182-7

upstream raw materials:

methanol

trans-2-bromobutenedioic acid

bromomaleic anhydride

dimethyl acetylenedicarboxylate

Downstream raw materials:

1H-pyrazole-3,4,5-tricarboxylic acid trimethyl ester

bromoacetic acid methyl ester

trans-2-bromobutenedioic acid dimethyl ester

dimethyl (E)-2-(2-nitrophenoxy)-2-butenedioate

Refernces

• 1、 Kendall, John T.,Lemal, David M.. "A mild and selective dehydrohalogenating agent". . p. 171 - 174. Retrieved 1997.
• 2、 Rennison, David,Bova, Sergio,Cavalli, Maurizio,Ricchelli, Fernanda,Zulian, Alessandra,Hopkins, Brian,Brimble, Margaret A.. "Synthesis and activity studies of analogues of the rat selective toxicant norbormide". . p. 2963 - 2974. Retrieved 2008/02/01.