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Merck
CN

528218

N-Chlorophthalimide

96%

Synonym(s):

2-Chloro-1H-isoindole-1,3(2H)-dione, 2-Chloro-2,3-dihydro-1H-isoindole-1,3-dione, 2-Chloroisoindole-1,3-dione, 2-Chloroisoindoline-1,3-dione, Phthalimide chloride, Phthalimidoyl chloride

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About This Item

Empirical Formula (Hill Notation):
C8H4ClNO2
CAS Number:
Molecular Weight:
181.58
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
222-459-8
MDL number:
Assay:
96%
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Quality Segment

assay

96%

mp

188-198 °C (lit.)

functional group

imide

SMILES string

ClN1C(=O)c2ccccc2C1=O

InChI

1S/C8H4ClNO2/c9-10-7(11)5-3-1-2-4-6(5)8(10)12/h1-4H

InChI key

WDRFYIPWHMGQPN-UHFFFAOYSA-N

General description

N-Chlorophthalimide in anhydrous acetic acid serves as a useful oxidizing reagent for use in various direct titrimetric analyses. N-Chlorophthalimide can be synthesized by reacting phthalimide, t-butyl hypochlorite, water and t-butyl alcohol. It participates in the synthesis of 2-amino-3-benzoyl-α-(methylthio)phenylacetamide.

Application

N-Chlorophthalimide may be employed in the synthesis of:
  • α-amino acetal
  • α-amino nitro compounds
  • vicinal diamine
  • α,β-unsaturated vicinal haloamino nitro compound
It may also be used as a chlorination reagent for the synthesis of 3-(methylthio)oxindoles.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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