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

Name: (1S,2S)-N1,N2-Dimethyl-1,2-bis(3-(trifluoromethyl)phenyl)ethane-1,2-diamine
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CAS No. 205873-26-3
Cat. No. CS-0182502
Purity≥98%
MDL No.None

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(1S,2S)-N1,N2-Dimethyl-1,2-bis(3-(trifluoromethyl)phenyl)ethane-1,2-diamine|CS-0182502

Structure of 205873-26-3

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Description

This chiral diamine features two trifluoromethylphenyl groups flanking a dimethyl-substituted ethane backbone, delivering enhanced electron-withdrawing character and steric bulk. The (1S,2S) stereochemistry ensures high enantioselectivity in asymmetric catalysis, enabling precise control in transition metal complexation. Bench-stable and moisture-tolerant, it integrates seamlessly into synthetic workflows requiring robust chiral ligands.

Application

(1S,2S)-N1,N2-Dimethyl-1,2-bis(3-(trifluoromethyl)phenyl)ethane-1,2-diamine serves as a chiral diamine ligand in transition metal catalysis, enabling asymmetric transformations through well-defined coordination geometry. Its sterically congested bis(aryl) backbone and trifluoromethyl groups enhance electronic modulation and stability under reaction conditions. The molecule exhibits bench stability, facilitates efficient metal complexation, and supports high enantioselectivity in established coupling and reduction processes.

General Information

CAS No. 205873-26-3
Cat. No. CS-0182502
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) (1S,2S)-(-)-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#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H410
Precautionary Statements : P273-P391-P501

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

CAS No. 205873-26-3

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