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
• Empirical Formula (Hill Notation): C₈H₄ClNO₂
• CAS Number: 3481-09-2
• Molecular Weight: 181.58
• EC Number: 222-459-8
• MDL number: MFCD00023027
• UNSPSC Code: 12352100
• PubChem Substance ID: 24877568
• NACRES: NA.22

Properties

• Assay: 96%
• mp: 188-198 °C (lit.)
• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves