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CS-W001157 4
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(1R,2R)-N1,N2-Dimethyl-1,2-bis(4-(trifluoromethyl)phenyl)ethane-1,2-diamine

  • CAS No. 220665-47-4

  • Cat. No. CS-0182513
  • Purity≥98%
  • MDL No.None

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

(1R,2R)-N1,N2-Dimethyl-1,2-bis(4-(trifluoromethyl)phenyl)ethane-1,2-diamine|CS-0182513

Structure of 220665-47-4

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General Information

  • CAS No. 220665-47-4
  • Cat. No. CS-0182513
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₈F₆N₂
  • Molecular Weight 376.34
  • Synonym(s) 1,2-Ethanediamine, N,N'-dimethyl-1,2-bis[4-(trifluoromethyl)phenyl]-, (1R,2R)- (9CI)
  • SMILES CN[C@@H]([C@H](NC)C1=CC=C(C(F)(F)F)C=C1)C2=CC=C(C(F)(F)F)C=C2

Description

This chiral diamine features two trifluoromethylphenyl groups flanking a rigid ethane backbone, enabling precise stereocontrol in asymmetric catalysis. The (1R,2R) configuration and N-methyl substitution enhance solubility and stability while maintaining high enantioselectivity in transition metal complexes.

Application

(1R,2R)-N1,N2-Dimethyl-1,2-bis(4-(trifluoromethyl)phenyl)ethane-1,2-diamine serves as a chiral diamine ligand in transition-metal-catalyzed asymmetric transformations. Its rigid, sterically defined framework enables high enantioselectivity in palladium- and nickel-catalyzed cross-coupling reactions. The trifluoromethyl aryl groups enhance electronic modulation and improve bench stability, while the N-methyl substituents reduce basicity and facilitate purification. This compound functions effectively in standard synthetic workflows requiring robust chiral control.

Safety Information

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GHS Pictogram :
GHS No : GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H410
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   24.06
  • LogP   4.9454
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   5

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