7386-21-2

Basic information

• Product Name: N-(4-CHLOROPHENYL)PHTHALIMIDE
• Synonyms: N-(4-CHLOROPHENYL)PHTHALIMIDE;2-(4-chlorophenyl)-1h-isoindole-3(2h)-dione;n-(p-chlorophenyl)-phthalimid;N-(4-Chlorophenyl)phthalimide, 98+%;N-(4-Chlorophenyl)phthalimide 98%;2-(4-Chlorophenyl)-1,3-dihydro-2H-isoindole-1,3-dione;2-(4-Chlorophenyl)-1H-isoindole-1,3(2H)-dione;2-(4-Chlorophenyl)isoindoline-1,3-dione
• CAS NO: 7386-21-2
• Molecular Formula: C₁₄H₈ClNO₂
• Molecular Weight: 257.67
• Product Categories: N-Substituted Maleimides, Succinimides & Phthalimides;N-Substituted Phthalimides
• Mol File: 7386-21-2.mol
• Article Data: 64

Chemical Properties

• Melting Point: 194-196 °C
• Boiling Point: 434 °C at 760 mmHg
• Flash Point: 216.3 °C
• Appearance: Almost white/Fluffy Powder
• Density: 1.441 g/cm³
• Vapor Pressure: 9.8E-08mmHg at 25°C
• Refractive Index: 1.672
• PKA: -1.32±0.20(Predicted)
• BRN: 189458
• CAS DataBase Reference: N-(4-CHLOROPHENYL)PHTHALIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-CHLOROPHENYL)PHTHALIMIDE(7386-21-2)
• EPA Substance Registry System: N-(4-CHLOROPHENYL)PHTHALIMIDE(7386-21-2)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 36/37/39-26
• RTECS: TI4267000
• Hazardous Substances Data: 7386-21-2(Hazardous Substances Data)

Usage

Chemical Properties

Almost white fluffy powder

InChI:InChI=1/C14H8ClNO2/c15-9-5-7-10(8-6-9)16-13(17)11-3-1-2-4-12(11)14(16)18/h1-8H

Upstream product

• 85-44-9 phthalic anhydride 
• 106-47-8 4-chloro-aniline 
• 1875-48-5 N-aminophthalamide 
• 2131-55-7 4-Chlorophenyl isothiocyanate 
• 3296-05-7 1-azido-4-chlorobenzene 
• 136918-14-4 phthalimide 
• 108-90-7 chlorobenzene 
• 1679-18-1 4-Chlorophenylboronic acid 
• 1751-80-0 4-chloro-N-(4-chlorobenzylidene)aniline 
• 780-21-2 N-(4-chlorobenzylidene)aniline 
• 3481-09-2 N-chlorophthalimide 
• 83-33-0 inden-1-one 
• 201230-82-2 carbon monoxide 
• 100-52-7 benzaldehyde 

Downstream Products

• 786-87-8 2-chloro-5H-dibenz[b,e]azepine-6,11-dione 
• 52603-34-6 2-(2-amino-5-chlorobenzoyl)benzoic acid 
• 79419-90-2 2-(4-chlorophenyl)-3-hydroxy-3-phenylisoindolin-1-one 
• 80991-82-8 4-diethylamino-5,6,7,8-tetrahydroquinoline-2,3-dicarboxylic acid N-p-chlorophenylimide 
• 37896-11-0 2,3-Dihydro-3-hydroxy-2-(p-chlorophenyl)-1H-isoindol-1-one 
• 1172603-67-6 dimethyl 2'-(4-chlorophenyl)-5-(cyclohexylimino)-2',3'-dihydro-3'-oxospiro[furan-2(5H),1'-[1H]isoindole]-3,4-dicarboxylate 
• 1172603-68-7 diethyl 2'-(4-chlorophenyl)-5-(cyclohexylimino)-2',3'-dihydro-3'-oxospiro[furan-2(5H),1'-[1H]isoindole]-3,4-dicarboxylate 
• 1172603-69-8 dimethyl 2'-(4-chlorophenyl)-2',3'-dihydro-3'-oxo-5-[(1,1,3,3-tetramethylbutyl)imino]spiro[furan-2(5H),1'-[1H]isoindole]-3,4-dicarboxylate 
• 1172603-70-1 diethyl 2'-(4-chlorophenyl)-2',3'-dihydro-3'-oxo-5-[(1,1,3,3-tetramethylbutyl)imino]spiro[furan-2(5H),1'-[1H]isoindole]-3,4-dicarboxylate 
• 109693-52-9 N-(4-chlorophenyl)-[1,1′-biphenyl]-2-carboxamide 
• 24013-70-5 ethyl 2′-((4-chlorophenyl)carbamoyl)-[1,1′-biphenyl]-2-carboxylate 
• 1289485-42-2 2-(4-chloro-2-hydroxyphenyl)isoindoline-1,3-dione 
• 1532556-67-4 C₁₆H₁₄ClNO₂ 

Relevant articles and documents

Solvent-free, Efficient Transamidation of Carboxamides with Amines Catalyzed by Recyclable Sulfated Polyborate Catalyst

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Visible-Light-Induced Metal-/Photocatalyst-Free C-H Bond Imidation of Arenes

In this study, a visible-light-induced intermolecular C-H bond imidation of arenes was achieved at ambient condition. By using simple phthalimide with (diacetoxyiodo)benzene and molecular iodine, direct metal-/photocatalyst-free C-N bond formation was achieved. The imidation protocol was designed by using time-dependent density functional theory calculations and experimentally demonstrated for 28 substrates with as high as 96% yield. Mechanistic studies indicated that radical-mediated aromatic substitution occurred via photolysis of N-iodophthalimide under visible-light irradiation.

PPh3/I2/HCOOH: An efficient CO source for the synthesis of phthalimides

A straightforward and general method has been developed for the synthesis of phthalimide derivatives from 2-iodobenzamides and PPh3/I2/HCOOH in the presence of a catalytic amount of Pd(OAc)2. The reaction results demonstrate that PPh3/I2/HCOOH is a facile, efficient and safe CO source. The whole process is carried out in toluene at 80 °C and furnishes the desired products in good to excellent yields.