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CS-W001157 4
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(1S,2S)-N1,N2-Dimethylcyclohexane-1,2-diamine

  • CAS No. 87583-89-9

  • Cat. No. CS-W013321
  • Purity≥98%
  • MDL No.MFCD00671528

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

(1S,2S)-N1,N2-Dimethylcyclohexane-1,2-diamine|CS-W013321

Structure of 87583-89-9

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General Information

  • CAS No. 87583-89-9
  • Cat. No. CS-W013321
  • Purity ≥98%
  • MDL No. MFCD00671528
  • 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) Trans-(1S,2S)N,N'-Dimethyl-cyclohexane-1,2-diamine
  • SMILES CN[C@@H]1[C@@H](NC)CCCC1

Description

This chiral diamine features a rigid cyclohexane backbone with stereospecific methyl groups at the 1 and 2 positions, enabling precise spatial control in asymmetric synthesis. The N1,N2-dimethyl substitution enhances solubility and reduces basicity while maintaining strong coordination to transition metals. Ideal for catalyzing enantioselective transformations under standard bench conditions.

Application

(1S,2S)-N1,N2-Dimethylcyclohexane-1,2-diamine serves as a chiral diamine scaffold for asymmetric catalysis and ligand design. Its rigid cyclohexane backbone provides defined stereochemistry, enabling precise control in transition-metal-catalyzed reactions. The N-methyl groups enhance solubility and reduce basicity, improving functional group tolerance. This compound functions effectively in enantioselective hydrogenation and C–C bond formation protocols, offering bench-stable, easily handled reactivity in synthetic workflows.

Safety Information

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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+P330+P331-P304+P340-P330-P363-P405-P501

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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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