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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

assay

97%

form

solid

mp

117-120 °C (lit.)

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:
  • 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

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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"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)
Bifunctional maleimide dyes as selective anion sensors.
Lin Z, et al.
Tetrahedron, 65(27), 5216-5221 (2009)

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