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557781

Sigma-Aldrich

N-Benzyl-2,3-dibromomaleimide

97%

Synonym(s):

1-Benzyl-3,4-dibromo-pyrrole-2,5-dione

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About This Item

Empirical Formula (Hill Notation):
C11H7Br2NO2
CAS Number:
91026-00-5
Molecular Weight:
344.99
MDL number:
MFCD03427193
UNSPSC Code:
12352100
PubChem Substance ID:
24879697
NACRES:
NA.22
form:
solid
Assay:
97%

Assay

97%

form

solid

mp

117-120 °C (lit.)

functional group

bromo
imide
maleimide
phenyl

SMILES string

BrC1=C(Br)C(=O)N(Cc2ccccc2)C1=O

InChI

1S/C11H7Br2NO2/c12-8-9(13)11(16)14(10(8)15)6-7-4-2-1-3-5-7/h1-5H,6H2

InChI key

DZYLZHRCCNTQCS-UHFFFAOYSA-N

Application

N-Benzyl-2,3-dibromomaleimide may be used in the synthesis of the following maleimide-based dyes, which can be employed in fluorescence quenching:[1]
  • 2,3-bis(3-indolyl)-N-benzylmaleimide
  • 2,3-bis(2′-methyl-3-indolyl)-N-benzylmaleimide
  • 2,3-bis(2-pyrrolyl)-N-benzylmaleimide
  • 2-aryl-N-benzyl-3-bromomaleimides via suzuki cross coupling reaction with aryl boronic acid[2]

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H317

Hazard Classifications

Skin Corr. 1B - Skin Sens. 1

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
07109JJ
02611AJ
07827KH
05229LE
22605HO

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Bifunctional maleimide dyes as selective anion sensors.
Lin Z, et al.
Tetrahedron, 65(27), 5216-5221 (2009)
"Metal-catalyzed cross-coupling reactions of halomaleic anhydrides and halomaleimides: synthesis of structurally interesting and biologically important natural and unnatural products"
Deore SP and Argade PN
Synthesis, 46(03), 281-289 (2014)

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