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CS-W001157 4
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(1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine

  • CAS No. 53152-69-5

  • Cat. No. CS-0030785
  • Purity≥95%
  • MDL No.MFCD03411208

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

(1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine|CS-0030785

Structure of 53152-69-5

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General Information

  • CAS No. 53152-69-5
  • Cat. No. CS-0030785
  • Purity ≥95%
  • MDL No. MFCD03411208
  • 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) (1R,2R)-N,N,N''N''-TETRAMETHYL-1,2-CYCLOHEXANEDIAMINE
  • SMILES CN([C@H]1[C@@H](CCCC1)N(C)C)C

Description

This chiral diamine features a rigid cyclohexane backbone with stereospecific methyl groups at the 1 and 2 positions, enabling precise stereocontrol in asymmetric synthesis. The N-methyl substitution enhances solubility and stability while minimizing unwanted coordination sites. Ideal for ligand design in transition metal catalysis and as a building block in enantioselective transformations.

Application

(1R,2R)-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 bench-stable, crystalline nature facilitates handling and purification. Functions effectively in copper- and palladium-mediated transformations, particularly in conjugate additions and C–C bond formations.

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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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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