36342-13-9

Basic information

• Product Name: 3-Chloro-1-(4-methoxyphenyl)-2,5-pyrrolidinedione
• Synonyms: 3-Chloro-1-(4-methoxyphenyl)-2,5-pyrrolidinedione;3-Chloro-N-(p-methoxyphenyl)succinimide
• CAS NO: 36342-13-9
• Molecular Formula: C₁₁H₁₀ClNO₃
• Molecular Weight: 239.655
• Mol File: 36342-13-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 492.6°Cat760mmHg
• Flash Point: 251.7°C
• Appearance: /
• Density: 1.39g/cm³
• Vapor Pressure: 7.54E-10mmHg at 25°C
• Refractive Index: 1.595
• CAS DataBase Reference: 3-Chloro-1-(4-methoxyphenyl)-2,5-pyrrolidinedione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-1-(4-methoxyphenyl)-2,5-pyrrolidinedione(36342-13-9)
• EPA Substance Registry System: 3-Chloro-1-(4-methoxyphenyl)-2,5-pyrrolidinedione(36342-13-9)

Safety Data

• Hazardous Substances Data: 36342-13-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H10ClNO3/c1-16-8-4-2-7(3-5-8)13-10(14)6-9(12)11(13)15/h2-5,9H,6H2,1H3

Upstream product

• 1081-17-0 N-(4-methoxyphenyl)maleimide 
• 24870-10-8 maleic acid mono(4-methoxyphenyl)amide 
• 75-36-5 acetyl chloride 
• 24870-10-8 N-(4-methoxyphenyl)maleamic acid 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 1081-17-0 N-(4-methoxyphenyl)maleimide 
• 2314-80-9 2-(4-methoxyphenyl)succinimide 

Relevant articles and documents

Substituent effects on the regioselectivity of maleamic acid formation and hydrogen chloride addition to N-aryl maleimides

Itaconic anhydride reacts with aryl amines to give a substituent controlled equilibrium mixture of regioisomeric (Z)-2-methyl- and (Z)-3-methyl-4-oxo-4- (arylamino)but-2-enoic acids. Electron-donating groups favor nucleophilic attack on C-5 carbonyl, while the presence of electron-withdrawing groups enhances the bias for attack on C-2 carbonyl. The treatment of (Z)-2-methyl- and (Z)-3-methyl-4-oxo-4-(arylamino)but-2-enoic acids with SOCl2-Et 3N in THF provided the corresponding maleimides in high yields while under the same conditions the maleic anhydride aryl amine addition products gave predominately the corresponding 3-chloro-1-arylpyrrolidine-2,5-diones and maleimides in substituent dependent ratio. TUeBITAK, 2012.

Preparation process of N-substituted monochlorosuccinimides

N-substituted monochlorosuccinimides e.g., N-phenylmonochlorosuccinimide, can be prepared in a high yield by reacting a maleamic acid, e.g., N-phenylmaleamic acid, with phosgene in the presence of a catalyst, e.g., dimethylformamide.