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CS-W001157 4
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(1R,2R)-N1,N1-Dimethylcyclohexane-1,2-diamine

  • CAS No. 320778-92-5

  • Cat. No. CS-0090931
  • Purity≥95%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

(1R,2R)-N1,N1-Dimethylcyclohexane-1,2-diamine|CS-0090931

Structure of 320778-92-5

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General Information

  • CAS No. 320778-92-5
  • Cat. No. CS-0090931
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₈N₂
  • Molecular Weight 142.24
  • Synonym(s) 1,2-Cyclohexanediamine,N,N-dimethyl-,(1R,2R)-(9CI)
  • SMILES N[C@H]1[C@H](N(C)C)CCCC1

Description

This chiral diamine features a rigid 1,2-diamino scaffold with defined stereochemistry at both ring carbons. The N1,N1-dimethyl substitution enhances solubility and steric shielding, while the cyclohexane backbone provides conformational stability. It serves as a modular ligand in asymmetric catalysis and functional building block for bioactive molecule synthesis.

Application

(1R,2R)-N1,N1-Dimethylcyclohexane-1,2-diamine serves as a chiral diamine scaffold enabling asymmetric catalysis and ligand design. Its rigid cyclohexane backbone provides defined stereochemistry for enantioselective transformations, while the N1,N1-dimethyl substitution enhances solubility and reduces basicity, facilitating handling and purification. Functions effectively in transition metal-catalyzed reactions and as a building block for bioactive heterocycles.

Synthesis

  • Route1
    • null|null
      34218-57-0
    • ~69%
    • In-stock
      (1R,2R)-N1,N1-Dimethylcyclohexane-1,2-diamine|CS-0090931
      320778-92-5

    References

    • Mitchell; Finney Tetrahedron Letters, 2000 , vol. 41, # 44 p. 8431 - 8434
  • Route2
    • null|null
      877677-96-8
    • ~%
    • In-stock
      (1R,2R)-N1,N1-Dimethylcyclohexane-1,2-diamine|CS-0090931
      320778-92-5

    References

    • European Journal of Organic Chemistry, , # 11 p. 2118 - 2122
  • Route3
    • 7-Azabicyclo[4.1.0]Heptane|CS-0450615
      286-18-0
    • ~%
    • In-stock
      (1R,2R)-N1,N1-Dimethylcyclohexane-1,2-diamine|CS-0090931
      320778-92-5

    References

    • Bulletin de la Societe Chimique de France, , p. 382,387,1827

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.26
  • LogP   0.8179
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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