Dibromomaleic anhydride

Base Information

• Chemical Name: Dibromomaleic anhydride
• CAS No.: 1122-12-9
• Molecular Formula: C4Br2O3
• Molecular Weight: 255.85
• Hs Code.: 2917190090
• European Community (EC) Number: 663-186-8
• NSC Number: 94974
• UNII: XW333X45EM
• DSSTox Substance ID: DTXSID6061525
• Nikkaji Number: J3.007.488B,J375.148A
• Wikidata: Q81989518
• Mol file: 1122-12-9.mol

Synonyms:3,4-dibromofuran-2,5-dione;1122-12-9;Dibromomaleic anhydride;2,3-Dibromomaleic anhydride;2,5-Furandione, 3,4-dibromo-;Maleic anhydride, dibromo-;C4Br2O3;MFCD00030673;XW333X45EM;NSC 94974;NSC-94974;dibromomaleicanhydride;2, 3,4-dibromo-;NCIOpen2_006292;UNII-XW333X45EM;2,3-dibromo-maleic anhydride;SCHEMBL214462;C4-Br2-O3;3,4-Dibromo-2,5-furandione;DTXSID6061525;3,4-Dibromo-2,5-furandione #;NSC94974;BBL102024;STL555823;AKOS016015870;CS-W005875;DS-13378;SY103047;3,4-Dibromo-2,5-dihydrofuran-2,5-dione;FT-0609522;F19826;A894630

Chemical Property of Dibromomaleic anhydride

Chemical Property:

• Vapor Pressure: 0.0197mmHg at 25°C
• Melting Point: 118-119 °C(Solv: ligroine (8032-32-4))
• Refractive Index: 1.71
• Boiling Point: 252.1 °C at 760 mmHg
• Flash Point: 106.3 °C
• PSA: 43.37000
• Density: 2.819 g/cm³
• LogP: 1.07120
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 255.81937
• Heavy Atom Count: 9
• Complexity: 196

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4-Dibromofuran-2,5-dione 95% ^*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)Br)Br

Technology Process of Dibromomaleic anhydride

There total 13 articles about Dibromomaleic 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: 93.0%

maleic anhydride (108-31-6) → 2,3-dibromomaleic anhydride (1122-12-9)

Guidance literature:

With aluminium trichloride; bromine; at 120 ℃; for 16h;

DOI:10.1016/j.tet.2005.03.016

Reference yield: 89.0%

succinic acid anhydride (108-30-5) → 2,3-dibromomaleic anhydride (1122-12-9)

Guidance literature:

With bromine; at 210 ℃; for 3h;

DOI:10.1016/j.tet.2008.02.077

Reference yield:

dibromomaleic acid monoethyl ester (55052-06-7) → 2,3-dibromomaleic anhydride (1122-12-9) + ethanol (64-17-5)

Guidance literature:

at 100 - 130 ℃; under 50 Torr;

upstream raw materials:

succinic acid anhydride

bromomaleic anhydride

dibromomaleic acid monoethyl ester

dibromomaleic acid

Downstream raw materials:

dibromomaleic acid monoethyl ester

diethyl 2,3-dibromomaleate

(1R,2S,3R,4S)-2,3-dibromobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride

2,3-dibromomaleimide

Refernces

• 1、 Carman,Derbyshire,Hansford,Kadirvelraj,Robinson. "Towards the cis-bromination of double bonds". . p. 117 - 126. Retrieved 2001.
• 2、 Horowska,Mazerska,Ledochowski,Cristalli,Franchetti,Martelli. "Synthesis and cytotoxic activity of aziridinyl-1,4-naphthoquinones and naphthazarins". . p. 91 - 96. Retrieved 1988.
• 3、 Alfandari, Adi,Ashur-Fabian, Osnat,Ellis, Martin,Finkelshtein, Yael,Katzav, Aviva,Kidron, Debora,Lerer, Bernard,Lifschytz, Tzuri,Mondal, Santanu,Moskovich, Dotan,Mugesh, Govindasamy,Rosemarin, Amit,Ungati, Harinarayana,Weisz, Avivit. "Targeting the DIO3 enzyme using first-in-class inhibitors effectively suppresses tumor growth: a new paradigm in ovarian cancer treatment". . p. 6248 - 6257. Retrieved 2021/09/28.
• 4、 -. "Reversible covalent linkage of functional molecules". Page/Page column 62. . Retrieved 2016/04/26.