553603
2,3-Dibromomaleimide
97%
Synonym(s):
3,4-Dibromopyrrole-2,5-dione
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About This Item
Empirical Formula (Hill Notation):
C4HBr2NO2
CAS Number:
Molecular Weight:
254.86
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay
97%
form
solid
mp
228-231 °C (lit.)
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
Related Categories
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
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B - Skin Sens. 1
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Long S, et al.
Reactive functional Polymers, 80, 15-20 (2014)
Strong fluorescence enhancement of 2-bromo-3-(1H-indol-3-yl) maleimide upon coordination to a Lewis-acidic metal complex.
Kaletas BK, et al.
Chemical Communications (Cambridge, England), 7, 776-777 (2002)
Polarizability and first-order hyperpolarizability of cyclic imides.
Asghari-Khiavi M, et al.
Journal of Molecular Structure: THEOCHEM, 910(1), 56-60 (2009)
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