(1R,2R)-N1,N2-Dimethyl-1,2-bis(3-(trifluoromethyl)phenyl)ethane-1,2-diamine

Name: (1R,2R)-N1,N2-Dimethyl-1,2-bis(3-(trifluoromethyl)phenyl)ethane-1,2-diamine
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CAS No. 137944-39-9
Cat. No. CS-0182501
Purity≥98%
MDL No.None

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(1R,2R)-N1,N2-Dimethyl-1,2-bis(3-(trifluoromethyl)phenyl)ethane-1,2-diamine|CS-0182501

Structure of 137944-39-9

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Description

This chiral diamine features two trifluoromethyl-substituted phenyl rings flanking a rigid ethane backbone, delivering enhanced electron-withdrawing character and steric bulk. The (1R,2R) stereochemistry ensures high enantioselectivity in asymmetric catalysis, while the dimethylated nitrogen atoms improve solubility and stability under standard reaction conditions.

Application

(1R,2R)-N1,N2-Dimethyl-1,2-bis(3-(trifluoromethyl)phenyl)ethane-1,2-diamine serves as a chiral diamine ligand in transition-metal-catalyzed asymmetric transformations. Its rigid, sterically defined structure—derived from 3-(trifluoromethyl)phenyl groups—enables precise stereocontrol in palladium- and copper-catalyzed reactions. The dimethyl substitution enhances solubility and bench stability, while the trifluoromethyl moieties contribute to electronic modulation and improved functional group tolerance in synthesis workflows.

General Information

CAS No. 137944-39-9
Cat. No. CS-0182501
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) (1R,2R)-(+)-N,N'-Dimethyl-1,2-bis[3-(trifluoromethyl)phenyl]ethylenediamine
SMILES CN[C@@H]([C@H](NC)C1=CC(C(F)(F)F)=CC=C1)C2=CC(C(F)(F)F)=CC=C2

Computational Chemistry Data

TPSA 24.06
LogP 4.9454
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 5

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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(1R,2R)-N1,N2-Dimethyl-1,2-bis(3-(trifluoromethyl)phenyl)ethane-1,2-diamine

CAS No. 137944-39-9

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