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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:
1122-10-7
Molecular Weight:
254.86
NACRES:
NA.22
PubChem Substance ID:
24879339
UNSPSC Code:
12352100
MDL number:
MFCD00185696
Assay:
97%
Form:
solid
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Quality Level

200

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

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

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H314,H317

Hazard Classifications

Skin Corr. 1B - Skin Sens. 1

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000219244
0000219244
0000210513
0000152358
0000152358

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Jordon Sandland et al.
Bioconjugate chemistry, 30(4), 975-993 (2019-02-16)
This Review aims to highlight key aspects of tetrapyrrole-based antibody-drug conjugates (ADCs) and significant developments in the field since 2010. Many new conjugation methods have been developed and employed in the past decade, and associated with this, there has been
A method for preparing water soluble cyclic polymers
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)
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Global Trade Item Number

SKUGTIN
553603-5G04061831830422