68737-65-5

Basic information

• Product Name: (1R,2R)-N,N'-Dimethyl-1,2-cyclohexanediamine
• Synonyms: (R,R)-(-)-N,N'-Dimethyl-1,2-cyclohexanediamine;(1S,2S)-N1,N2-dimethylcyclohexane-1,2-diamine;trans-1,2-Bis(methylamino)cyclohexane, (R,R)-(-)-N,Nμ-Dimethyl-1,2-diaminocyclohexane;(1R,2R)-N,N'-Dimethyl-1,2-cyclohexanediamine,95%;(1R,2R)-(-)-N,N'-Dimethylcyclohexane-1,2-diamine,94%;1,2-Cyclohexanediamine, N1,N2-dimethyl-, (1R,2R)-;(1R,2R)-(-)-N,N'-Dimethylcyclohexane-1,2-diamine ,97%;2R)-N
• CAS NO: 68737-65-5
• Molecular Formula: C₈H₁₈N₂
• Molecular Weight: 142.24
• Product Categories: Chiral Building Blocks;e.e. / Absolute Configuration Determination (NMR);Enantiomer Excess & Absolute Configuration Determination;Synthetic Organic Chemistry;Chiral Nitrogen;DACH&Trost Series;Amines and Anilines;chiral;Amines (Chiral);Analytical Chemistry
• Mol File: 68737-65-5.mol
• Article Data: 30

Chemical Properties

• Melting Point: 39-44 °C
• Boiling Point: 249.85°C (rough estimate)
• Flash Point: 74 °C
• Appearance: White to light yellow/Low Melting Solid
• Density: 0.902
• Refractive Index: -140 ° (C=4, CHCl3)
• Storage Temp.: 0-6°C
• PKA: 11.04±0.40(Predicted)
• CAS DataBase Reference: (1R,2R)-N,N'-Dimethyl-1,2-cyclohexanediamine(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-N,N'-Dimethyl-1,2-cyclohexanediamine(68737-65-5)
• EPA Substance Registry System: (1R,2R)-N,N'-Dimethyl-1,2-cyclohexanediamine(68737-65-5)

Safety Data

• Hazard Codes: C
• Statements: 34-22
• Safety Statements: 45-36/37/39-25-26
• RIDADR: 3259
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: Ⅱ
• Hazardous Substances Data: 68737-65-5(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

(R,R)-(?)-N,N′-Dimethyl-1,2-cyclohexanediamine can be used:As a ligand in the preparation of 4H-benzo[f]imidazo[1,4]diazepin-6-one through multi-component Ullmann coupling reaction.In one of the key synthetic steps for the preparation of tricyclic γ-secretase modulators.To prepare chiral fluorous diamino-diol proligand, which is used in the synthesis of zirconium metal complexes applicable as catalysts in 1-hexene polymerization.

General Description

(R,R)-(-)-N,N′-Dimethyl-1,2-cyclohexanediamine is a N,N′-dimethylated derivative of enantiopure 1,2-diaminocyclohexane. It can be formed during the hydrolysis of (R3a,R7a)-1,3-(dimethyl)-2-phenyl-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3,2-benzodiazaphosphole 2-oxide using HCl-methanol.

Upstream product

• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 109-94-4 formic acid ethyl ester 
• 77096-99-2 N-((1R,2R)-2-Formylamino-cyclohexyl)-formamide 
• 75730-13-1 (R,R)-(2-ethoxycarbonylaminocyclohexyl)carbamic acid ethyl ester 
• 20431-81-6 rac-trans-2-methylamino-cyclohexanol 
• 286-20-4 cyclohexane-1,2-epoxide 
• 61798-24-1 trans-N,N'-dimethylcyclohexane-1,2-diamine 
• 122743-11-7 N-((1S,2S)-2-Formylamino-cyclohexyl)-formamide 
• 942606-10-2 (S,S)-1,2-diaminocyclohexane-N,N'-diethyl carbamate 
• 145615-25-4 (1R,2R)-1,2-bis(N-methylbenzamido)cyclohexane 
• 541-41-3 chloroformic acid ethyl ester 
• 32044-22-7 (1R,2R)-1,2-diaminocyclohexane tartrate 
• 1016669-67-2 ((1R,2R)-2-Methoxycarbonylamino-cyclohexyl)-carbamic acid methyl ester 
• 74-88-4 methyl iodide 

Downstream Products

• 131035-24-0 2-((3aR,7aR)-1,3-Dimethyl-octahydro-benzoimidazol-2-yl)-benzaldehyde 
• 184535-50-0 (R_3a,R_7a)-(1,3-dimethyl)-2-phenyl-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3,2-benzodiazaphosphole 2-oxide 
• 192824-20-7 (3aR,7aR)-1,3-dimethyl-2-o-methoxyphenyl-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3,2-benzodiazaphosphole 
• 174621-50-2 1-(4-ethoxycarbonylphenyl)indole 
• 473918-48-8 N-(2-aminophenyl)indole 
• 883-39-6 1-phenyl-1H-benzotriazole 

Relevant articles and documents

Synthesis of chiral salan ligands with bulky substituents and their application in Cu-catalyzed asymmetric Henry reaction

Several new chiral N,N’-dimethylated salan ligands with bulky substituents were synthesized and their in-situ generated Cu(II) complexes were evaluated in the asymmetric Henry reaction. Substituents on the aryloxide moieties of these ligands were found to

Method for synthesizing trans-cyclohexanedimethanamine

The invention discloses a method for synthesizing trans-cyclohexanedimethanamine, comprising steps of reacting cyclohexene oxide and methylamine aqueous solution under the catalysis of boric acid, and then adding sulfuric acid, dewatering to form an ester, ring-closing under alkaline conditions, adding methylamine aqueous solution and boric acid for hermetic reaction, and distilling to obtain trans-cyclohexanedimethanamine. The synthetic process is simple to perform, provides facilitated isolation and purification and high yield and product purity, and is suitable for batch production.

Novel chiral bisformamide-promoted asymmetric allylation of benzaldehyde with allyltrichlorosilane

Novel chiral bisformamides have been prepared from (R,R)-1,2- cyclohexanediamine and utilized as Lewis bases in the asymmetric allylation of benzaldehyde with allyltrichlorosilane. The reaction in the presence of Lewis base 1i gave an 83:17 enantiomeric r