6301-71-9

Basic information

• Product Name: N-(CYCLOHEXYL)SUCCINIMIDE
• Synonyms: N-(CYCLOHEXYL)SUCCINIMIDE;1-cyclohexylpyrrolidine-2,5-dione;1-cyclohexylpyrrolidine-2,5-quinone
• CAS NO: 6301-71-9
• Molecular Formula: C₁₀H₁₅NO₂
• Molecular Weight: 181.23
• Mol File: 6301-71-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 164-166°C
• Boiling Point: 322.7°C at 760 mmHg
• Flash Point: 145.7°C
• Appearance: /
• Density: 1.185g/cm³
• Vapor Pressure: 0.000275mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: N-(CYCLOHEXYL)SUCCINIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(CYCLOHEXYL)SUCCINIMIDE(6301-71-9)
• EPA Substance Registry System: N-(CYCLOHEXYL)SUCCINIMIDE(6301-71-9)

Safety Data

• Hazardous Substances Data: 6301-71-9(Hazardous Substances Data)

Usage

General Description

N-(cyclohexyl)succinimide is a chemical compound with the molecular formula C10H15NO2. It is a cyclic imide derivative that is commonly used as a crosslinking agent in polymer chemistry, specifically in the production of rubber and plastic materials. N-(cyclohexyl)succinimide is known for its ability to improve the mechanical strength, thermal stability, and chemical resistance of these materials, making it a valuable additive in various industrial applications. Additionally, it is also used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. The compound is a white crystalline solid with a melting point of around 81-83°C and is considered to be relatively stable under normal conditions.

InChI:InChI=1/C10H15NO2/c12-9-6-7-10(13)11(9)8-4-2-1-3-5-8/h8H,1-7H2

Upstream product

• 543-20-4 succinoyl dichloride 
• 21451-32-1 4-(cyclohexylamine)-4-oxobutanoic acid 
• 1631-25-0 N-cyclohexylmaleimide 
• 108-91-8 cyclohexylamine 
• 110-63-4 Butane-1,4-diol 
• 123-56-8 Succinimide 
• 108-30-5 succinic acid anhydride 

Downstream Products

• 58804-51-6 1-cyclohexyl-5-hydroxy-pyrrolidin-2-one 
• 58804-60-7 1-cyclohexyl-5-phenacyl-2-pyrrolidinone 
• 58804-57-2 1-cyclohexyl-5-acetonyl-2-pyrrolidinone 
• 41846-03-1 N¹,N⁴-dicyclohexylsuccinamide 

Relevant articles and documents

Synthesis of Cyclic Imides by Acceptorless Dehydrogenative Coupling of Diols and Amines Catalyzed by a Manganese Pincer Complex

The first example of base-metal-catalyzed dehydrogenative coupling of diols and amines to form cyclic imides is reported. The reaction is catalyzed by a pincer complex of the earth abundant manganese and forms hydrogen gas as the sole byproduct, making the overall process atom economical and environmentally benign.

Direct Synthesis of Cyclic Imides from Carboxylic Anhydrides and Amines by Nb2O5 as a Water-Tolerant Lewis Acid Catalyst

In the 20 types of heterogeneous and homogenous catalysts screened, Nb2O5 showed the highest activity for the synthesis of N-phenylsuccinimide by dehydrative condensation of succinic anhydride and aniline. Nb2O5 was used in the direct imidation of a wide range of carboxylic anhydrides with NH3 or amines with various functional groups and could be reused. Kinetic studies showed that the Lewis acid Nb2O5 catalyst was more water tolerant than both the Lewis acidic oxide TiO2 and the homogeneous Lewis acid ZrCl4, which resulted in higher yields of imides through the use of Nb2O5. Int-imidation tactics: A general method for the direct synthesis of cyclic imides from cyclic anhydrides with amines (or ammonia) under solvent-free conditions is reported. Kinetic studies indicate that the Lewis acid sites of Nb2O5 are highly water tolerant, which results in high catalytic activity for imidation even in the presence of water formed during the reaction. The catalyst can be recovered and reused four times without a marked decrease in yield.

PROCESS OF FORMING A CYCLIC IMIDE

A process is provided for the synthesis of a cyclic imide. A primary amine and a diol compound are contacted in the presence of a Ruthenium (II) complex. The Ruthenium (II) catalyst includes at least one of an alicyclic ligand, an aromatic ligand, an arylalicyclic ligand, an arylaliphatic ligand and a phosphine ligand.