2,5-Furandione, 3-(bromomethyl)-

Base Information

• Chemical Name: 2,5-Furandione, 3-(bromomethyl)-
• CAS No.: 26735-82-0
• Molecular Formula: C5H3BrO3
• Molecular Weight: 190.981
• DSSTox Substance ID: DTXSID80450842
• Nikkaji Number: J2.848.866A
• Wikidata: Q82270668
• Mol file: 26735-82-0.mol

Synonyms:3-(bromomethyl)furan-2,5-dione;26735-82-0;2,5-Furandione, 3-(bromomethyl)-;2,5-Furandione, 3-(bromomethyl);2-bromomethyl maleic anhydride;SCHEMBL3390384;DTXSID80450842;Maleic anhydride, (bromomethyl)-;CJVWLWZFJHALCH-UHFFFAOYSA-N;AKOS025117555;SB61989;3-(Bromomethyl)-2,5-dihydrofuran-2,5-dione

Chemical Property of 2,5-Furandione, 3-(bromomethyl)-

Chemical Property:

• PSA: 43.37000
• LogP: 0.39110
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 189.92656
• Heavy Atom Count: 9
• Complexity: 194

Purity/Quality:

98% ^*data from raw suppliers

3-(Bromomethyl)furan-2,5-dione 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)OC1=O)CBr

Technology Process of 2,5-Furandione, 3-(bromomethyl)-

There total 6 articles about 2,5-Furandione, 3-(bromomethyl)- 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: 87.0%

3-bromo-3-(bromomethyl)dibromofuran-2,5-dione (32793-59-2) → 2-bromomethylmaleic anhydride (26735-82-0)

Guidance literature:

With 2,6-dimethylpyridine; In benzene; 1.) ice bath temp, 30 min (adding), 2.) up to RT, 30 min;

DOI:10.1016/0040-4020(80)80187-6

Reference yield: 55.0%

citraconic acid anhydride (616-02-4) → 2-bromomethylmaleic anhydride (26735-82-0)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 8h; Heating;

DOI:10.1021/jo020195o

Reference yield:

itaconic acid anhydride (2170-03-8) → 2-bromomethylmaleic anhydride (26735-82-0)

Guidance literature:

With bromine; triethylamine; Yield given. Multistep reaction; 1.) CCl₄, room temp., 24 h; 2.) -20 deg C, 3 h;

DOI:10.1246/cl.1986.541

upstream raw materials:

3-bromo-3-(bromomethyl)dibromofuran-2,5-dione

itaconic acid anhydride

citraconic acid anhydride

2-methylenesuccinic acid

Downstream raw materials:

tetrahydro-4-methylene-5-oxo-2-tridecyl-3-furancarboxylic acid

dl-Alloprotolichesterinsaeure

chaetomellic anhydride A

(+/-)-marasmic acid