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(1S,2S)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine

  • CAS No. 53152-68-4

  • Cat. No. CS-0103133
  • Molecule weight170.30
  • Purity≥95%
  • MDL No.MFCD03411209

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

(1S,2S)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine|CS-0103133

Structure of 53152-68-4

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General Information

  • CAS No. 53152-68-4
  • Cat. No. CS-0103133
  • Purity ≥95%
  • MDL No. MFCD03411209
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₂₂N₂
  • Molecular Weight 170.30
  • Synonym(s) N,N,N',N'-tetramethyl-(1S,2S)-cyclohexane-1,2-diamine
  • SMILES CN(C)[C@@H]1[C@@H](N(C)C)CCCC1

Description

This chiral diamine features a rigid cyclohexane backbone with stereodefined (1S,2S) configuration, enabling precise asymmetric synthesis. The N,N-dimethyl substitution enhances solubility and steric shielding, while the diamine scaffold provides strong coordination for transition metals in catalytic systems.

Application

(1S,2S)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine serves as a chiral diamine ligand in asymmetric catalysis, enabling high enantioselectivity in transition metal-catalyzed reactions. Its rigid cyclohexane backbone and sterically defined methyl groups enhance stereocontrol, while the tertiary amine centers offer robust coordination to metals like Pd, Ni, and Cu. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for reproducible synthesis of chiral building blocks in pharmaceutical and agrochemical applications.

Safety Information

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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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   6.48
  • LogP   1.4208
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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