trans-N,N'-Bismethyl-1,2-cyclohexanediamine, CAS No. 67579-81-1

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67579-81-1

Catalog No. EBD2217100

CAS 67579-81-1

Name trans-N,N'-Bismethyl-1,2-cyclohexanediamine

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Basic Information

Synonyms: Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine (1R,2R)-N,N'-Dimethylcyclohexane-1,2-diamine 1,2-Cyclohexanediamine,N~1~,N~2~-dimethyl-,(1R,2R)- trans-N,N'-Dimethyl-1,2-cyclohexanediamine (1S,2S)-N,N'-dimethylcyclohexane-1,2-diamine (1S,2S)-N1,N2-dimethylcyclohexane-1,2-diamine trans-(1R,2R)-N,N'-Bismethyl-1,2-cyclohexanediamine (1R)-N1,N2-dimethylcyclohexane-1,2-diamine 1,2-Cyclohexanediamine,N1,N2-dimethyl-,(1R,2R)-rel- (1R,2R)-N,N'-Bismethyl-1,2-cyclohexanediamine

Molecular Formula: C8H18N2

Molecular Weight: 142.24

MDL Number: MFCD00671527

Categories: Synthetic Chemistry > Catalysts and Ligands > Nitrogen Ligands

Product Description:

Trans-N,N'-Bismethyl-1,2-cyclohexanediamine is a chiral diamine compound featuring a trans-configured cyclohexane backbone with two N-methylated amine groups. This structure provides a rigid, stereochemically defined scaffold that is widely utilized as a bidentate nitrogen ligand in asymmetric catalysis, particularly in metal-catalyzed reactions such as hydrogenation, cross-coupling, and C_H activation. Its trans configuration ensures distinct spatial orientation of the amine donors, enhancing enantioselectivity in chiral ligand design. Additionally, it serves as a versatile synthetic building block for constructing more complex chiral amines, pharmaceutical intermediates, and organocatalysts. The compound is typically handled under inert atmosphere due to its amine functionality and is commercially available as a key reagent in organic synthesis and coordination chemistry.

Physical Properties

Melting Point: 4°C

Boiling Point: 78-80 °C/18 mmHg(lit.)

Flash Point: 74 °C

Density: 0.902 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.472(lit.)

Storage: Refrigerator

Safety Information

Packing Level: II

Hazard Category: 8

Transport Codes: 2735PSN1