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CS-W001157 4
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N,N'-Dimethylcyclohexane-1,2-diamine

  • CAS No. 61798-24-1

  • Cat. No. CS-W003243
  • Purity≥98%
  • MDL No.MFCD05664382

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

N,N'-Dimethylcyclohexane-1,2-diamine|CS-W003243

Structure of 61798-24-1

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General Information

  • CAS No. 61798-24-1
  • Cat. No. CS-W003243
  • Purity ≥98%
  • MDL No. MFCD05664382
  • Storage RT, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₈N₂
  • Molecular Weight 142.25
  • Synonym(s) N,N'-Dimethyl-cyclohexane-1,2-diamine; N,N'-Dimethylcyclohexane-1,2-diamine
  • SMILES CNC1CCCCC1NC

Description

N,N'-Dimethylcyclohexane-1,2-diamine features two methylated primary amine groups on a cyclohexane backbone, delivering enhanced solubility and reduced basicity compared to the parent diamine. This sterically hindered structure improves handling stability and facilitates use in catalytic systems, particularly in asymmetric synthesis where controlled nucleophilicity is essential.

Application

N,N'-Dimethylcyclohexane-1,2-diamine serves as a versatile bifunctional ligand in transition metal catalysis, enabling efficient cross-coupling and hydrogenation reactions. Its rigid cyclohexane backbone provides defined stereochemistry, while the N-methyl groups enhance solubility and reduce basicity, improving compatibility with sensitive substrates. The diamine functions effectively in Pd- and Ni-catalyzed couplings, offering robust performance in standard synthetic workflows.

Synthesis

  • Route1
    • null|null
      942606-10-2
    • ~%
    • In-stock
      N,N'-Dimethylcyclohexane-1,2-diamine|CS-W003243
      61798-24-1

    References

    • Journal of the American Chemical Society, , vol. 106, # 19 p. 5754 - 5756
  • Route2
    • null|null
      21436-03-3
    • ~%
    • In-stock
      N,N'-Dimethylcyclohexane-1,2-diamine|CS-W003243
      61798-24-1

    References

    • Tetrahedron, , vol. 52, # 44 p. 13837 - 13866
  • Route3
    • 7-Methyl-7-azabicyclo[4.1.0]heptane|CS-0256419
      51066-08-1
    • ~38%
    • In-stock
      N,N'-Dimethylcyclohexane-1,2-diamine|CS-W003243
      61798-24-1

    References

    • Warner-Lambert Company Patent: US4663343 A1, 1987 ; US 4663343 A

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3259
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P310-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   24.06
  • LogP   0.7364
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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