(1R,2R)-1,2-Bis(2-chlorophenyl)-N1,N2-dimethylethane-1,2-diamine

Name: (1R,2R)-1,2-Bis(2-chlorophenyl)-N1,N2-dimethylethane-1,2-diamine
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CAS No. 2444430-73-1
Cat. No. CS-0182489
Molecule weight309.23
Purity≥98%
MDL No.None

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(1R,2R)-1,2-Bis(2-chlorophenyl)-N1,N2-dimethylethane-1,2-diamine|CS-0182489

Structure of 2444430-73-1

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General Information

CAS No. 2444430-73-1
Cat. No. CS-0182489
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₁₈Cl₂N₂
Molecular Weight 309.23
Synonym(s) None
SMILES ClC(C=CC=C1)=C1[C@@H](NC)[C@H](NC)C2=C(Cl)C=CC=C2

Description

This chiral diamine features two 2-chlorophenyl groups positioned on a rigid ethylene backbone, enabling precise stereocontrol in asymmetric synthesis. The dimethyl substitution enhances solubility and stability, while the ortho-chloro substituents provide strong electronic modulation and steric influence. Ideal for coordinating transition metals in catalytic systems requiring defined chiral environments.

Application

(1R,2R)-1,2-Bis(2-chlorophenyl)-N1,N2-dimethylethane-1,2-diamine serves as a chiral diamine scaffold for asymmetric catalysis, enabling enantioselective transformations in transition-metal-mediated reactions. Its rigid, sterically defined structure facilitates high diastereocontrol in C–C and C–heteroatom bond formations. The ortho-chlorophenyl groups enhance π-stacking interactions and improve catalyst stability, while the N-methyl substituents reduce basicity and minimize side coordination, improving functional group tolerance and simplifying purification in synthetic workflows.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 24.06
LogP 4.2146
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 5

Key Words

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(1R,2R)-1,2-Bis(2-chlorophenyl)-N1,N2-dimethylethane-1,2-diamine

CAS No. 2444430-73-1

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