(1S,2S)-N1,N2-dibenzylcyclohexane-1,2-diamine

Name: (1S,2S)-N1,N2-dibenzylcyclohexane-1,2-diamine
Brand: ChemScene
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CAS No. 191480-61-2
Cat. No. CS-0090826
Molecule weightNone
Purity≥96%
MDL No.MFCD29067259

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(1S,2S)-N1,N2-dibenzylcyclohexane-1,2-diamine|CS-0090826

Structure of 191480-61-2

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General Information

CAS No. 191480-61-2
Cat. No. CS-0090826
Purity ≥96%
MDL No. MFCD29067259
Storage RT, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₆N₂
Molecular Weight None
Synonym(s) 1S,2S-N,N'-bis(phenylMethyl)-1,2-CyclohexanediaMine
SMILES [C@@H]1(NCC2=CC=CC=C2)[C@@H](NCC3=CC=CC=C3)CCCC1

Description

This chiral diamine features a rigid cyclohexane backbone with stereodefined (1S,2S) configuration and two benzyl-protected amine groups. It serves as a versatile ligand scaffold in asymmetric catalysis, offering well-defined spatial orientation for transition metal coordination. The dibenzyl protection enhances stability and solubility, enabling straightforward incorporation into catalyst systems under standard conditions.

Application

(1S,2S)-N1,N2-dibenzylcyclohexane-1,2-diamine serves as a chiral bis-amino ligand in asymmetric catalysis, enabling enantioselective transformations such as hydrogenation and C–C bond formation. Its rigid cyclohexane backbone imparts excellent stereocontrol, while the benzyl groups enhance solubility and facilitate purification. The diamine functions reliably in transition metal complexes, offering high stability and reproducible enantioselectivity across diverse reaction conditions.

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-H312-H315-H319-H332-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 3.8772
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 6

Key Words

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(1S,2S)-N1,N2-dibenzylcyclohexane-1,2-diamine

CAS No. 191480-61-2

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