109496-89-1

Basic information

• Product Name: (+/-)-bis-(3-methyl-cyclohexyl)-amine
• Synonyms: (+/-)-bis-(3-methyl-cyclohexyl)-amine
• CAS NO: 109496-89-1
• Molecular Weight: 209.375
• Mol File: 109496-89-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (+/-)-bis-(3-methyl-cyclohexyl)-amine(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-bis-(3-methyl-cyclohexyl)-amine(109496-89-1)
• EPA Substance Registry System: (+/-)-bis-(3-methyl-cyclohexyl)-amine(109496-89-1)

Safety Data

• Hazardous Substances Data: 109496-89-1(Hazardous Substances Data)

Usage

General Description

(+/-)-Bis-(3-methyl-cyclohexyl)-amine is a chemical compound that belongs to the class of amines. It is a chiral compound, meaning that it has two enantiomeric forms that are non-superimposable mirror images of each other. (+/-)-bis-(3-methyl-cyclohexyl)-amine is commonly used as a building block in the synthesis of various pharmaceuticals and organic molecules. It has a molecular formula of C12H25N and a molecular weight of 171.33 g/mol. The chemical structure consists of two 3-methyl-cyclohexyl groups attached to an amine functional group, making it a secondary amine. (+/-)-bis-(3-methyl-cyclohexyl)-amine is known for its significant steric hindrance due to the bulky 3-methyl-cyclohexyl groups, which can impact its reactivity and interactions with other molecules.

Upstream product

• 77287-34-4 formamide 
• 591-24-2 3-Methylcyclohexanone 
• 540-69-2 ammonium formate 
• 64-19-7 acetic acid 
• 7647-01-0 hydrogenchloride 
• 108-44-1 1-amino-3-methylbenzene 
• 4701-95-5 3-methyl-cyclohexanone oxime 
• 13368-65-5 (3R)-3-methylcyclohexanone 
• 89-82-7 pulegone 
• 99-08-1 1-methyl-3-nitrobenzene 
• 64-18-6 formic acid 

Relevant articles and documents

Solvent-Driven Selectivity Control to Either Anilines or Dicyclohexylamines in Hydrogenation of Nitroarenes over a Bifunctional Pd/MIL-101 Catalyst

The hydrogenation of nitroarenes is one of the most important strategies to produce the corresponding anilines and dicyclohexylamines, both of which are the fundamental raw materials in the synthesis of various pharmaceuticals and fine chemicals. Nevertheless, it is still a great challenge to develop a highly versatile and flexible catalytic system to selectively generate desired amines. Herein, we report the solvent-driven selectivity control over a bifunctional Pd/MIL-101 catalyst for the hydrogenation of nitrobenzene. An almost full selectivity of 99.9% to aniline or a surprising selectivity of 99.1% to dicyclohexylamine is achieved by using dimethylformamide (DMF, a polar solvent) or n-hexane (an apolar solvent) as the solvents, respectively. It is proposed that the polarity of solvents can effectively regulate the linkage between reactants/intermediates and Pd/MIL-101, affording controllable selectivities of aniline or dicyclohexylamine at will. In addition, the Lewis acid sites in Pd/MIL-101 can also effectively activate the aromatic ring and accelerate the cross-coupling reaction of amine. This solvent-driven catalytic system also exhibits good recyclability and compatibility for a wide substrate scope in both DMF and n-hexane, showing great promise for industrial applications. This study might open an avenue for the hydrogenation of nitroarenes to selectively produce anilines or dicyclohexylamines by simply regulating the solvent polarity over a bifunctional catalyst system.