1444-94-6

Basic information

• Product Name: 1,2-Cyclohexanedicarboximide
• Synonyms: CIS-HEXAHYDROPHTHALIMIDE;CIS-1 2-CYCLOHEXANEDICARBOXIMIDE;HEXAHYDROPHTHALIMIDE;HEXAHYDROPHTHALIMIDE (HHPI);1,2-Cyclohexanedicarboximide;hexahydrophthalimide,1,2-Cyclohexanedicarboximide;3a,4,5,6,7,7a-Hexahydro-1H-isoindole-1,3(2H)-dione;Hexahydroisoindoline-1,3-dione
• CAS NO: 1444-94-6
• Molecular Formula: C₈H₁₁NO₂
• Molecular Weight: 153.18
• EINECS: 215-889-2
• Product Categories: Diels-Alder Adducts;Acids and Derivatives;Heterocycles;API intermediates;Heterocyclic Building Blocks;Imidazoles ,Homopiperidines
• Mol File: 1444-94-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 135.0 to 139.0 °C
• Boiling Point: 330.8 °C at 760 mmHg
• Flash Point: 159.3 °C
• Appearance: white crystalline powder
• Density: 1.18 g/cm³
• Vapor Pressure: 0.000163mmHg at 25°C
• Refractive Index: 1.506
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 11.97±0.20(Predicted)
• CAS DataBase Reference: 1,2-Cyclohexanedicarboximide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Cyclohexanedicarboximide(1444-94-6)
• EPA Substance Registry System: 1,2-Cyclohexanedicarboximide(1444-94-6)

Safety Data

• Hazardous Substances Data: 1444-94-6(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline powder

InChI:InChI=1/C8H11NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h5-6H,1-4H2,(H,9,10,11)/t5-,6+

Upstream product

• 136918-14-4 phthalimide 
• 64-19-7 acetic acid 
• 1469-48-3 cis-1,2,3,6-Tetrahydrophthalimide 
• 85-42-7 1,2-Cyclohexanedicarboxylic acid-anhydride 

Downstream Products

• 95553-62-1 2-(4r-methyl-5c-phenyl-oxazolidin-3-ylmethyl)-hexahydro-isoindole-1,3-dione 
• 95553-62-1 2-(4r-methyl-5c-phenyl-oxazolidin-3-ylmethyl)-hexahydro-isoindole-1,3-dione 
• 99012-87-0 N-(4-bromobutyl)cyclohexane-1,2-dicarboximide 

Relevant articles and documents

Concomitant monoreduction and hydrogenation of unsaturated cyclic imides to lactams catalyzed by ruthenium compounds

(Chemical Equation Presented) One for two: [Ru4H 6(p-cymene)4]Cl2 and [RuCl2(p- cymene)]2, [Ru], are efficient catalyst precursors for the selective transformation of cyclic imides into saturated lactams (see scheme). The catalytic systems operate with the same reagent (H2) to perform two transformations, namely, monoreduction of the carbonyl groups and hydrogenation of C=C bonds, with the release only of water, which is the solvent of the reaction.

Synthesis of N-unsubstituted cyclic imides from anhydride with urea in deep eutectic solvent (DES) choline chloride/urea

N-Unsubstituted cyclic imides were readily synthesized in deep eutectic solvent (DES) choline chloride (ChCl)/urea from anhydrides with urea. Urea serves as both a DES component and a nitrogen source, which endows the protocol with advantages of smooth reaction, easy separation of products, simple recovery and recycling of ChCl/urea.

Selective hydrogenation of lignin-derived compounds under mild conditions

A key challenge in the production of lignin-derived chemicals is to reduce the energy intensive processes used in their production. Here, we show that well-defined Rh nanoparticles dispersed in sub-micrometer size carbon hollow spheres, are able to hydrogenate lignin derived products under mild conditions (30 °C, 5 bar H2), in water. The optimum catalyst exhibits excellent selectivity and activity in the conversion of phenol to cyclohexanol and other related substrates including aryl ethers.