ChemicalBook > CAS DataBase List > N-Chlorophthalimide

N-Chlorophthalimide

Product Name: N-Chlorophthalimide
CAS No.: 3481-09-2
Chemical Name: N-Chlorophthalimide
Synonyms: ncp;2-Chloroisoindoline-1,3-dione;Chlorophtalimide;N-Chlorphthalimid;N-CHLOROPHTHALIMIDE;phthalimide chloride;Phthalimidoyl chloride;N-Chlorophthalimide,95%;N-Chlorophthalimide 96%;N-Chlorophthalimide
CBNumber: CB6265755
Molecular Formula: C8H4ClNO2
Formula Weight: 181.58
MOL File: 3481-09-2.mol

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N-Chlorophthalimide Property

Melting point:: 188-198 °C (lit.)
Boiling point:: 315.1±25.0 °C(Predicted)
Density: 1.56±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
form: powder to crystal
pka: -3.53±0.20(Predicted)
color: White to Almost white
InChI: InChI=1S/C8H4ClNO2/c9-10-7(11)5-3-1-2-4-6(5)8(10)12/h1-4H
InChIKey: WDRFYIPWHMGQPN-UHFFFAOYSA-N
SMILES: C1(=O)C2=C(C=CC=C2)C(=O)N1Cl
CAS DataBase Reference: 3481-09-2(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
RIDADR: 1759
WGK Germany: 1
HazardClass: 8
PackingGroup: II
HS Code: 29349990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 528218
Product name: N-Chlorophthalimide
Purity: 96%
Packaging: 25g
Price: $106
Updated: 2025/07/31

TCI Chemical

Product number: C0802
Product name: N-Chlorophthalimide
Purity: >95.0%(T)
Packaging: 25g
Price: $48
Updated: 2025/07/31

TCI Chemical

Product number: C0802
Product name: N-Chlorophthalimide
Purity: >95.0%(T)
Packaging: 500g
Price: $285
Updated: 2025/07/31

TRC

Product number: N926098
Product name: N-Chlorophthalimide
Packaging: 500mg
Price: $60
Updated: 2021/12/16

Chem-Impex

Product number: 37232
Product name: N-Chlorophthalimide,95%(HPLC)
Purity: 95%(HPLC)
Packaging: 100G
Price: $78.4
Updated: 2021/12/16

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N-Chlorophthalimide Chemical Properties,Usage,Production

Chemical Properties

White to pale yellow powder

Uses

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.

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.

Synthesis

136918-14-4

3481-09-2

General procedure for the synthesis of N-chlorophthalimide from 3-hydroxy-1H-isoindol-1-one: Anhydrous aluminum trichloride (AlCl3, 1 eq., 10 mmol, 1.36 g) was added to an anhydrous acetonitrile (CH3CN, 100 mL) solution of lead tetraacetate (Pb(OAc)4, 1 eq., 10 mmol, 4.52 g). The mixture was stirred at room temperature for 5 minutes before phthalimide (1 eq., 10 mmol, 1.5 g) was added. The resulting mixture was gently refluxed under nitrogen protection for 20 h and subsequently cooled to room temperature. The solvent was removed by rotary evaporation and the crude product was purified by column chromatography using pure dichloromethane (DCM) as eluent. Yield: 1.32 g, 71% yield.1H NMR (300 MHz, CDCl3): δ 7.94-7.91 (m, 2H), 7.82-7.79 (m, 2H) ppm.

References

[1] Synthesis, 2009, # 16, p. 2797 - 2801
[2] Synlett, 2006, # 2, p. 194 - 200
[3] Catalysis Today, 2018, vol. 308, p. 94 - 101
[4] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 6, p. 1302
[5] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 8, p. 163

N-Chlorophthalimide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-Chlorophthalimide manufacturers

Hebei Chuanghai Biotechnology Co,.LTD

Product: N-Chlorophthalimide 3481-09-2
Price: US $30.00-10.00/kg
Min. Order: 10kg
Purity: 99%
Supply Ability: 100000kg
Release date: 2024-08-23

Shaanxi Dideu Medichem Co. Ltd

Product: N-Chlorophthalimide 3481-09-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 20T
Release date: 2024-07-10

3481-09-2, N-ChlorophthalimideRelated Search:

O-Phthalimide Potassium phthalimide Succinimide Thionyl chloride Bismaleimide Calcium chloride Oxalyl chloride Choline chloride Maleimide Ammonium chloride Sodium chloride Zinc chloride N-Chlorosuccinimide Potassium chloride DIALIFOS Methylene Chloride Difluorochloromethane chloramide

N-CHLOROPHTHALIMIDE

ncp

Phthalimidoyl chloride

phthalimide chloride

2-chloro-1h-isoindole-1,3(2h)-dione

Chlorophtalimide

N-Chlorphthalimid

2-Chloro-2H-isoindole-1,3-dione

N-Chlorophthalimide,95%

<i>N</i>-Chlorophthalimide

2-Chloroisoindoline-1,3-dione

1H-Isoindole-1,3(2H)-dione,2-chloro-

N - chlorinated phthalates forMyl iMine

N-Chlorophthalimide 96%

3481-09-2

3481-09-02

3481-9-2

3841-09-2

Cyclic Imides

Organic Building Blocks

N-Substituted Maleimides, Succinimides & Phthalimides

Chlorination

N-Substituted Phthalimides

Halogenation

Building Blocks

Carbonyl Compounds

Chlorination

Halogenation

N-Substituted Maleimides, Succinimides & Phthalimides

N-Substituted Phthalimides

Synthetic Organic Chemistry

Carbonyl Compounds

Cyclic Imides

Organic Building Blocks

Heterocycles

3481-09-2