(1S,2S)-(+)-N,N-Dimethylcyclohexane-1,2-diamine, CAS No. 894493-95-9

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894493-95-9

Catalog No. EBD456

CAS 894493-95-9

Name (1S,2S)-(+)-N,N-Dimethylcyclohexane-1,2-diamine

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Basic Information

Synonyms: (1S,2S)-N,N-Dimethyl-1,2-cyclohexanediamine (1S,2S)-(+)-N,N-Dimethylcyclohexane-1,2-diamine (1s,2s)-(+)-n,n-dimethyldiaminocyclohexane (1s,2s)-n1,n1-dimethylcyclohexane-1,2-diamine 1r,2r-(-)-or1s,2s-(+)-n,n-diaminocyclohexane n,n'-dimethyl-1s,2s-diaminocyclohexane (1s,2s)-1-n,1-n-dimethylcyclohexane-1,2-diamine 1s,2s-(+)-n,n-diaminocyclohexane

Molecular Formula: C8H18N2

Molecular Weight: 142.24

MDL Number: MFCD09952017

Categories: Synthetic Chemistry > Catalysts and Ligands > Chiral Ligands Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

(1S,2S)-(+)-N,N-Dimethylcyclohexane-1,2-diamine is a chiral diamine compound characterized by its (1S,2S) absolute configuration. It serves as a versatile chiral ligand and organocatalyst in asymmetric synthesis. Its structure features a rigid cyclohexane backbone with two vicinal dimethylamino groups, which can coordinate to various metal centers or act as a Brønsted base. This compound is primarily employed in the development of chiral metal complexes for catalytic asymmetric reactions, such as hydrogenation, transfer hydrogenation, and conjugate addition. It is a key component in the synthesis of chiral catalysts, including those based on ruthenium and iridium, which are crucial for producing enantiomerically pure pharmaceuticals and fine chemicals. Its role as a chiral auxiliary or base in organocatalysis is also noted in academic and industrial research. As a building block, it is used to construct more complex chiral amine frameworks. Handling requires standard precautions for amines, including use in a well-ventilated area and avoidance of contact with skin and eyes.

Physical Properties

Boiling Point: 180.3 °C at 760 mmHg

Flash Point: 62.2 °C

Density: 0.92 g/cm3