(1S,2S)-N1,N1,N2,N2-Tetramethyl-1,2-diphenylethane-1,2-diamine

Name: (1S,2S)-N1,N1,N2,N2-Tetramethyl-1,2-diphenylethane-1,2-diamine
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CAS No. 91361-07-8
Cat. No. CS-0160009
Purity≥96%
MDL No.MFCD06797770

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(1S,2S)-N1,N1,N2,N2-Tetramethyl-1,2-diphenylethane-1,2-diamine|CS-0160009

Structure of 91361-07-8

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Description

This chiral diamine features a rigid biphenyl backbone with sterically shielded N-methyl groups, delivering high enantioselectivity in asymmetric catalysis. The (1S,2S) configuration ensures predictable stereochemical control, while the electron-rich aromatic system enhances ligand-metal interactions. Bench-stable and readily handled under standard conditions, it integrates seamlessly into transition metal complexes for synthetic applications requiring precise stereocontrol.

Application

(1S,2S)-N1,N1,N2,N2-Tetramethyl-1,2-diphenylethane-1,2-diamine serves as a chiral diamine ligand in asymmetric catalysis, enabling high enantioselectivity in transition metal-catalyzed reactions. Its rigid biphenyl backbone and sterically encumbered N-methyl groups provide excellent stereocontrol and bench stability. The compound facilitates efficient coordination to metals such as Cu(II) and Ni(II), making it valuable for C–C and C–heteroatom bond-forming processes in synthetic organic chemistry.

General Information

CAS No. 91361-07-8
Cat. No. CS-0160009
Purity ≥96%
MDL No. MFCD06797770
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₄N₂
Molecular Weight None
Synonym(s) (1S,2S)-N,N,N',N'-Tetramethyl-1,2-diphenylethane-1,2-diamine
SMILES CN(C)[C@@H](C1=CC=CC=C1)[C@H](C2=CC=CC=C2)N(C)C

Computational Chemistry Data

TPSA 6.48
LogP 3.5922
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 5

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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(1S,2S)-N1,N1,N2,N2-Tetramethyl-1,2-diphenylethane-1,2-diamine

CAS No. 91361-07-8

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