553603

2,3-Dibromomaleimide

97%

• Synonym(s): 3,4-Dibromopyrrole-2,5-dione
• Empirical Formula (Hill Notation): C₄HBr₂NO₂
• CAS Number: 1122-10-7
• Molecular Weight: 254.86
• MDL number: MFCD00185696
• UNSPSC Code: 12352100
• PubChem Substance ID: 24879339
• NACRES: NA.22

Properties

• assay: 97%
• form: solid
• mp: 228-231 °C (lit.)
• functional group: bromo; maleimide
• SMILES string: BrC1=C(Br)C(=O)NC1=O
• InChI: 1S/C4HBr2NO2/c5-1-2(6)4(9)7-3(1)8/h(H,7,8,9)
• InChI key: BIKSKRPHKQWJCW-UHFFFAOYSA-N

Description

General description

2,3-Dibromomaleimide a cyclic imide, has a dipole moment of 0.30 debye based on ab initio and density functional theory (DFT) calculations.

Application

2,3-Dibromomaleimide may be used in the synthesis of the following:

• 2-bromo-3-(1H-indol-3-yl)maleimide via reaction with indolyl magnesium bromide in tetrahydrofuran
• 2-dibromo-3-propylsulfanyl-maleimide via reaction with propanethiol and sodium acetate in methanol

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H314,H317
• pcodes: P260 - P272 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Skin Corr. 1B - Skin Sens. 1
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges