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556297

Sigma-Aldrich

2,3-Dichloro-N-phenylmaleimide

Synonym(s):

3,4-Dichloro-1-phenyl-pyrrol-2,5-dione

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About This Item

Empirical Formula (Hill Notation):
C10H5Cl2NO2
CAS Number:
Molecular Weight:
242.06
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

mp

199-205 °C (lit.)

functional group

chloro
imide
maleimide

SMILES string

ClC1=C(Cl)C(=O)N(c2ccccc2)C1=O

InChI

1S/C10H5Cl2NO2/c11-7-8(12)10(15)13(9(7)14)6-4-2-1-3-5-6/h1-5H

InChI key

CZLKFADFZAWWBC-UHFFFAOYSA-N

General description

2,3-Dichloro-N-phenylmaleimide can be prepared from the reaction between 2,3-dichloromaleic anhydride and aniline.

Application

2,3-Dichloro-N-phenylmaleimide may be used to synthesize:
  • N-phenyl-2,3-di(thiophenyl)maleimide
  • N-phenyl-2,3-dithiomaleimide
  • 2-chloro-3-cyclohexyl-N-phenylmaleimide
  • 2,3-dicyclohexyl-N-phenylmaleimide
  • 2-benzyl-3-chloro-N-phenylmaleimide

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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A facile synthesis of alkyl substituted maleic anhydrides: radical approach.
Messorosh AV, et al.
Tetrahedron, 64(48), 10849-10852 (2008)
Structure and properties of N-phenylmaleimide derivatives.
Bodige SG, et al.
Journal of Chemical Crystallography, 29(1), 57-66 (1999)

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