109496-89-1

Usage

Uses

Used in Pharmaceutical Industry:
(+/-)-bis-(3-methyl-cyclohexyl)-amine is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to form complex molecular structures due to its steric hindrance and reactivity with other molecules.
Used in Organic Synthesis:
(+/-)-bis-(3-methyl-cyclohexyl)-amine is used as a building block in organic synthesis for creating a wide range of organic molecules, leveraging its unique structural features and reactivity.
Used in Research and Development:
(+/-)-bis-(3-methyl-cyclohexyl)-amine is utilized in research and development for studying the effects of steric hindrance on chemical reactions and exploring new applications in various fields, including materials science and medicinal chemistry.

Upstream product

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

Relevant academic research and scientific papers

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.