Bromomaleic anhydride

Base Information

• Chemical Name: Bromomaleic anhydride
• CAS No.: 5926-51-2
• Molecular Formula: C4HBrO3
• Molecular Weight: 176.954
• Hs Code.: 29171990
• European Community (EC) Number: 227-659-9
• NSC Number: 96611
• UNII: Z3EBH68XDW
• DSSTox Substance ID: DTXSID70207988
• Nikkaji Number: J226G,J679.310J
• Wikidata: Q83082032
• ChEMBL ID: CHEMBL2270555
• Mol file: 5926-51-2.mol

Synonyms:bromomaleic anhydride

Chemical Property of Bromomaleic anhydride

Chemical Property:

• Vapor Pressure: 0.151mmHg at 25°C
• Refractive Index: n20/D 1.54(lit.)
• Boiling Point: 215 °C at 760 mmHg
• Flash Point: 100 °C
• PSA: 43.37000
• Density: 2.256 g/cm³
• LogP: 0.34860
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 175.91091
• Heavy Atom Count: 8
• Complexity: 182

Purity/Quality:

99% ^*data from raw suppliers

3-Bromofuran-2,5-dione ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Acid Anhydrides, Cyclic
• Canonical SMILES: C1=C(C(=O)OC1=O)Br
• Uses: 3-Bromofuran-2,5-dione is used to study reversible or permanent chemical modification of proteins and peptides by control of maleimide hydrolysis.

Technology Process of Bromomaleic anhydride

There total 13 articles about Bromomaleic anhydride 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: 29.0%

bromobenzene (108-86-1,52753-63-6) → bromomaleic anhydride (5926-51-2) + 3-Bromophenol (591-20-8) + 2-hydroxybromobenzene (95-56-7) + 2-bromobenzene-1,4-diol (583-69-7)

Guidance literature:

With Fe₂(N,N-bis(pyridin-2-ylmethyl)prop-2-yn-1-amine)₂(μ₂-Cl)₂Cl₂; dihydrogen peroxide; In acetonitrile; at 70 ℃; for 2h;

DOI:10.1016/j.ica.2016.02.005

Reference yield:

1,2-Dibromosuccinic anhydride (45669-18-9,1122-11-8) → bromomaleic anhydride (5926-51-2) + hydrogen bromide (10035-10-6,12258-64-9)

Guidance literature:

Reference yield:

meso-2,3-dibromosuccinic acid (608-36-6) + acetic anhydride (108-24-7) → bromomaleic anhydride (5926-51-2) + Acetyl bromide (506-96-7) + acetic acid (64-19-7,77671-22-8)

Guidance literature:

at 120 - 130 ℃;

upstream raw materials:

maleic anhydride

trans-2-bromobutenedioic acid

cis-2-bromobutenedioic acid

9,10-dihydroanthracene-9,10-endo-α-bromo-α,β-succinic anhydride

Downstream raw materials:

cis-3a,4,9,9a-tetrahydronaphtho<2,3-c>furan-1,3-dione

3-bromo-2,5-dihydro-1-benzyl-1H-pyrrole-2,5-dione

(E)-3-bromo-4-(4-methoxyphenylamino)-4-oxobut-2-enoic acid

(E)-2-bromo-4-(4-methoxyphenylamino)-4-oxobut-2-enoic acid

Refernces