(1R,2R)-N1,N2-Dimethylcyclohexane-1,2-diamine dihydrochloride

Name: (1R,2R)-N1,N2-Dimethylcyclohexane-1,2-diamine dihydrochloride
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CAS No. 70708-33-7
Cat. No. CS-0028239
Purity≥97%
MDL No.MFCD09749879

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(1R,2R)-N1,N2-Dimethylcyclohexane-1,2-diamine dihydrochloride|CS-0028239

Structure of 70708-33-7

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General Information

CAS No. 70708-33-7
Cat. No. CS-0028239
Purity ≥97%
MDL No. MFCD09749879
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₂₀Cl₂N₂
Molecular Weight 215.16
Synonym(s) Trans-(1R,2R)-N,N'-Dimethyl-cyclohexane-1,2-diamine dihydrochloride
SMILES CN[C@H]1[C@H](NC)CCCC1.[H]Cl.[H]Cl

Description

This chiral diamine dihydrochloride features a rigid cyclohexane backbone with defined (1R,2R) stereochemistry, enabling precise asymmetric induction. The dimethyl substitution enhances solubility and steric control, while the paired ammonium chloride salts ensure stability and ease of handling in catalytic and synthetic applications.

Application

(1R,2R)-N1,N2-Dimethylcyclohexane-1,2-diamine dihydrochloride serves as a chiral diamine scaffold enabling asymmetric synthesis in transition metal catalysis. Its rigid, enantiopure cyclohexane backbone provides predictable stereocontrol in ligand design, while the N-methyl groups enhance solubility and reduce basicity for improved handling. Functions effectively in Pd- and Cu-catalyzed cross-couplings and C–H functionalizations, offering bench-stable, easily purified intermediates with high reproducibility in multigram-scale applications.

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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Computational Chemistry Data

TPSA 24.06
LogP 1.58
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 2

Key Words

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(1R,2R)-N1,N2-Dimethylcyclohexane-1,2-diamine dihydrochloride

CAS No. 70708-33-7

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