Trans-(1S,2S)-N,N-Dimethyl-cyclohexane-1,2-diamine, CAS No. 87583-89-9

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87583-89-9

Catalog No. EBD2217078

CAS 87583-89-9

Name Trans-(1S,2S)-N,N-Dimethyl-cyclohexane-1,2-diamine

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Basic Information

Synonyms: trans-(1s,2s)-n,n'-bismethyl-1,2-cyclohexane-diamine (1s,2s)-n,n'-bismethyl-1,2-cyclohexane-diamine (1s,2s)-(+)-1,2-bis(methylamino)cyclohexane dimethylcyclohexanediamine (1s,2s)-n,n'-dimethyl-1,2-cyclohexanediamine (s,s)-n,n'-dimethyl-1,2-diaminocyclohexane (1s)-trans-1,2-bis(methylamino)cyclohexane,(s,s)-n,nμ-dimethyl-1,2-diaminocyclohexane (s,s)-(+)-n,nμ-dimethyl-1,2-cyclohexanediamine Trans-(1S,2S)N,N'-Dimethyl-cyclohexane-1,2-diamine (1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine Trans-(1S,2S)-N,N-Dimethyl-cyclohexane-1,2-diamine

Molecular Formula: C8H18N2

Molecular Weight: 142.24

MDL Number: MFCD00671528

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

Product Description:

(1S,2S)-(-)-N,N'-Dimethyl-1,2-cyclohexanediamine is a chiral diamine compound. It is a derivative of trans-1,2-diaminocyclohexane (DACH) and exists as a colorless to pale yellow liquid. This compound is a key member of the family of chiral diamines derived from 1,2-diaminocyclohexane. Its primary and most significant application is as a chiral ligand in asymmetric synthesis. It is widely used in the preparation of chiral transition metal catalysts, particularly for asymmetric hydrogenation and transfer hydrogenation reactions. These catalysts are crucial for the enantioselective synthesis of pharmaceutical intermediates, fine chemicals, and natural products. The compound serves as a precursor or direct ligand in complexes with metals like ruthenium, rhodium, and iridium. Due to its well-defined stereochemistry and chelating ability, it is a fundamental building block in organometallic chemistry and catalysis research. It is considered a specialty chemical reagent with high value in academic and industrial R&D for developing enantioselective processes.

Physical Properties

Melting Point: 39-44 °C

Boiling Point: 186.8 °C at 760 mmHg

Flash Point: 74 °C

Density: 0.89 g/cm3

Refractivity: 145 ° (C=4, CHCl3)

Storage: 2-8°C

Safety Information

Packing Level: II

Hazard Category: 8

Transport Codes: 3259PSN2