(R,R)-1,2-Diphenyl-1,2-bis(N-methylamino)ethane

Name: (R,R)-1,2-Diphenyl-1,2-bis(N-methylamino)ethane
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CAS No. 118628-68-5
Cat. No. CS-0097904
Purity≥96%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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(R,R)-1,2-Diphenyl-1,2-bis(N-methylamino)ethane|CS-0097904

Structure of 118628-68-5

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General Information

CAS No. 118628-68-5
Cat. No. CS-0097904
Purity ≥96%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₀N₂
Molecular Weight 240.34
Synonym(s) (R,R,)-N,N,-Dimethyl-1,2-Diphenylethylene-1,2-Diamine
SMILES CN[C@@H]([C@H](NC)C1=CC=CC=C1)C2=CC=CC=C2

Description

(R,R)-1,2-Diphenyl-1,2-bis(N-methylamino)ethane features a rigid chiral backbone with two phenyl groups and two N-methylamino substituents positioned at the 1,2-positions. This configuration imparts high stereochemical stability and enhances coordination selectivity in asymmetric catalysis. The molecule’s electron-donating amino moieties facilitate metal binding while maintaining solubility in common organic solvents. Its bench-stable nature supports reliable use in synthetic workflows requiring controlled ligand geometry.

Application

(R,R)-1,2-Diphenyl-1,2-bis(N-methylamino)ethane serves as a chiral bis-amino ligand in transition metal catalysis, enabling asymmetric transformations through well-defined coordination geometry. Its rigid backbone and steric differentiation facilitate enantioselective C–C bond formation, particularly in palladium- and copper-catalyzed cross-couplings. The N-methyl groups enhance solubility and reduce undesired coordination, while the diphenyl substitution provides robustness under standard reaction conditions. This compound functions as a practical building block for catalyst systems requiring high stereocontrol and operational stability in synthetic workflows.

Safety Information

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GHS Pictogram :	GHS No : GHS07,GHS09
Signal Word : Warning	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H302-H410
Precautionary Statements : P264-P270-P273-P330-P391-P501

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Computational Chemistry Data

TPSA 24.06
LogP 2.9078
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 5

Key Words

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(R,R)-1,2-Diphenyl-1,2-bis(N-methylamino)ethane

CAS No. 118628-68-5

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