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

Name: (1S,2S)-N1,N2-Dimethylcyclohexane-1,2-diamine
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CAS No. 87583-89-9
Cat. No. CS-W013321
Purity≥98%
MDL No.MFCD00671528

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(1S,2S)-N1,N2-Dimethylcyclohexane-1,2-diamine|CS-W013321

Structure of 87583-89-9

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Description

This chiral diamine features a rigid cyclohexane backbone with stereospecific methyl groups at the 1 and 2 positions, enabling precise spatial control in asymmetric synthesis. The N1,N2-dimethyl substitution enhances solubility and reduces basicity while maintaining strong coordination to transition metals. Ideal for catalyzing enantioselective transformations under standard bench conditions.

Application

(1S,2S)-N1,N2-Dimethylcyclohexane-1,2-diamine serves as a chiral diamine scaffold for asymmetric catalysis and ligand design. Its rigid cyclohexane backbone provides defined stereochemistry, enabling precise control in transition-metal-catalyzed reactions. The N-methyl groups enhance solubility and reduce basicity, improving functional group tolerance. This compound functions effectively in enantioselective hydrogenation and C–C bond formation protocols, offering bench-stable, easily handled reactivity in synthetic workflows.

General Information

CAS No. 87583-89-9
Cat. No. CS-W013321
Purity ≥98%
MDL No. MFCD00671528
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₈N₂
Molecular Weight 142.24
Synonym(s) Trans-(1S,2S)N,N'-Dimethyl-cyclohexane-1,2-diamine
SMILES CN[C@@H]1[C@@H](NC)CCCC1

Computational Chemistry Data

TPSA 24.06
LogP 0.7364
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 2

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 3259
Class : 8	Packing Group : Ⅱ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P330-P363-P405-P501

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

CAS No. 87583-89-9

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