N-Chlorophthalimide

Base Information

• Chemical Name: N-Chlorophthalimide
• CAS No.: 3481-09-2
• Molecular Formula: C8H4ClNO2
• Molecular Weight: 181.578
• Hs Code.: 29349990
• European Community (EC) Number: 222-459-8
• NSC Number: 76078
• DSSTox Substance ID: DTXSID90188346
• Nikkaji Number: J208.214D
• Wikidata: Q72457733
• Mol file: 3481-09-2.mol

Synonyms:N-CHLOROPHTHALIMIDE;3481-09-2;2-Chloroisoindoline-1,3-dione;2-chloroisoindole-1,3-dione;1H-Isoindole-1,3(2H)-dione, 2-chloro-;Phthalimide, N-chloro-;Chlorophtalimide;n-chlorphthalimid;NSC76078;Phthalimide chloride;N-Chlorophthalimide, 96%;SCHEMBL135882;1H-Isoindole-1, 2-chloro-;Methyl2-methylisonicotinic acid;2-chloranylisoindole-1,3-dione;DTXSID90188346;EINECS 222-459-8;MFCD00023027;NSC 76078;NSC-76078;AKOS015850805;CS-W016001;AC-12706;AMY202100073;FT-0634876;F11234;A822417;W-106709

Chemical Property of N-Chlorophthalimide

Chemical Property:

• Appearance/Colour: white to pale yellow powder
• Vapor Pressure: 0.000447mmHg at 25°C
• Melting Point: 188-198 °C(lit.)
• Refractive Index: 1.66
• Boiling Point: 315.1 °C at 760 mmHg
• PKA: -3.53±0.20(Predicted)
• Flash Point: 144.4 °C
• PSA: 37.38000
• Density: 1.56 g/cm³
• LogP: 1.37430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 180.9930561
• Heavy Atom Count: 12
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

N-Chlorophthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)Cl
• Uses: N-Chlorophthalimide may be employed in the synthesis of:α-amino acetalα-amino nitro compoundsvicinal diamineα,β-unsaturated vicinal haloamino nitro compoundIt may also be used as a chlorination reagent for the synthesis of 3-(methylthio)oxindoles.

Technology Process of N-Chlorophthalimide

There total 22 articles about N-Chlorophthalimide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

phthalimide (136918-14-4,85-41-6) → N-chlorophthalimide (3481-09-2)

Guidance literature:

With trichloroisocyanuric acid; In water; at 20 ℃; for 1h;

DOI:10.1055/s-0029-1216889

Reference yield: 94.0%

potassium phtalimide (1074-82-4) → N-chlorophthalimide (3481-09-2)

Guidance literature:

With chlorine; In tetrachloromethane; water;

Reference yield: 90.0%

sodium phthalimide (33081-78-6) → N-chlorophthalimide (3481-09-2)

Guidance literature:

In dichloromethane;

upstream raw materials:

phthalimide

tert-butylhypochlorite

potassium phtalimide

water

Downstream raw materials:

phthalimide

benzene-1,2-dicarboxylic acid

7-nitro-3-chloro-1H-indole

Refernces

• 1、 Im, Jeong Kyun,Jeong, Ilju,Yang, Byeongdo,Moon, Hyeon,Choi, Jun-Ho,Chung, Won-Jin. "N -Chlorinative Ring Contraction of 1,4-Dimethoxyphthalazines via a Bicyclization/Ring-Opening Mechanism". . p. 1760 - 1770. Retrieved 2020/12/30.
• 2、 Abubakar, Said Said,Benaglia, Maurizio,Rossi, Sergio,Annunziata, Rita. "Organocatalytic Α-trifluoromethylthiolation of silylenol ethers: Batch vs continuous flow reactions". . p. 94 - 101. Retrieved 2017/09/25.