87583-89-9

Basic information

• Product Name: (1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine
• Synonyms: TRANS-(1S,2S)-N,N'-BISMETHYL-1,2-CYCLOHEXANE-DIAMINE;(1S,2S)-N,N'-BISMETHYL-1,2-CYCLOHEXANE-DIAMINE;(1S,2S)-(+)-1,2-BIS(METHYLAMINO)CYCLOHEXANE;Dimethylcyclohexanediamine;(1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine;(S,S)-N,N'-Dimethyl-1,2-diaminocyclohexane;(1S)-trans-1,2-Bis(methylamino)cyclohexane, (S,S)-N,Nμ-Dimethyl-1,2-diaminocyclohexane;(S,S)-(+)-N,Nμ-Dimethyl-1,2-cyclohexanediamine
• CAS NO: 87583-89-9
• Molecular Formula: C₈H₁₈N₂
• Molecular Weight: 142.24
• EINECS: 1592732-453-0
• Product Categories: API intermediates;Amines (Chiral);Analytical Chemistry;Chiral Building Blocks;e.e. / Absolute Configuration Determination (NMR);Enantiomer Excess & Absolute Configuration Determination;Synthetic Organic Chemistry;Isoquinolines ,Quinolines ,Quinaldines;Chiral Nitrogen;DACH&Trost Series
• Mol File: 87583-89-9.mol
• Article Data: 12

Chemical Properties

• Melting Point: 39-44 °C
• Boiling Point: 186.8 °C at 760 mmHg
• Flash Point: 74 °C
• Appearance: Pale brown/Solid
• Density: 0.902
• Refractive Index: 145 ° (C=4, CHCl3)
• Storage Temp.: Refrigerator
• PKA: 11.04±0.40(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 4304824
• CAS DataBase Reference: (1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine(87583-89-9)
• EPA Substance Registry System: (1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine(87583-89-9)

Safety Data

• Hazard Codes: C
• Statements: 36/37/38-34-22
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3259
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: Ⅱ
• Hazardous Substances Data: 87583-89-9(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 87583-89-9 differently. You can refer to the following data:
1. It is employed in the synthesis of 6-substituted 1-oxoindanoyl isoleucine conjugates and modeling studies with the coi1-jaz co-receptor complex of lima bean.
2. (S,S)-(+)-N,N′-Dimethyl-1,2-cyclohexanediamine can be used:To synthesize derivatives of α-diazophosphonic acid, which are employed in O-H and N-H insertion reactions.As a starting material for the synthesis of α-chloro-α-alkylphosphonic acids.To prepare C2 symmetrical diamine enantiomers of C60 with chirospectrosopic properties.

Upstream product

• 51066-08-1 7-methyl-7-azabicyclo[4.1.0]heptane 
• 74-89-5 methylamine 
• 20431-81-6 rac-trans-2-methylamino-cyclohexanol 
• 286-20-4 cyclohexane-1,2-epoxide 
• 1121-22-8 trans-1,2-Diaminocyclohexane 
• 61798-24-1 trans-N,N'-dimethylcyclohexane-1,2-diamine 
• 21436-03-3 (S,S)-1,2-diaminocyclohexane 
• 122743-11-7 N-((1S,2S)-2-Formylamino-cyclohexyl)-formamide 
• 942606-10-2 (S,S)-1,2-diaminocyclohexane-N,N'-diethyl carbamate 

Downstream Products

• 883-39-6 1-phenyl-1H-benzotriazole 
• 40619-61-2 2-(1-N-phenyl-1H-indol-3-yl)ethan-1-amine 
• 68737-65-5 (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane 
• 61798-24-1 (1S,2S)-N,N'-dimethyl-1,2-diaminocyclohexane 
• 1613400-69-3 tert-butyl 7-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-3,4-dihydrobenzofuro[2,3-c]pyridine-2(1H)-carboxylate 
• 1613398-19-8 (S)-4-(Benzyloxy)-1-(3-methyl-1,2,3,4-tetrahydrobenzofuro[3,2-c]pyridin-7-yl)pyridin-2(1H)-one hydrochloride 
• 1613401-11-8 tert-butyl 8-(2-oxo-4-(4-(trifluoromethyl)phenyl)pyridin-1(2H)-yl)-4,5-dihydro-1H-benzofuro[3,2-c]azepine-2(3H)-carboxylate 
• 1613401-57-2 tert-butyl 8-(4-(4-chlorophenethyl)-2-oxopiperazin-1-yl)-4,5-dihydro-1H-benzofuro[3,2-c]azepine-2(3H)-carboxylate 
• 1613401-03-8 tert-butyl 8-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-4,5-dihydro-1H-benzofuro[3,2-c]azepine-2(3H)-carboxylate 
• 1613401-04-9 tert-butyl 8-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-4,5-dihydro-1H-benzofuro[2,3-d]azepine-3(2H)-carboxylate 
• 1613400-73-9 tert-butyl 7-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate 
• 16096-33-6 1-phenyl-1H-indole 
• 3419-91-8 N-(2-pyridyl)indole 

Relevant articles and documents

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.

On the two-ligand catalytic asymmetric deprotonation of N-Boc pyrrolidine: Probing the effect of the stoichiometric ligand

(Chemical Equation Presented) To map out the stoichiometric ligand requirements in the two-ligand catalytic asymmetric deprotonation of N-Boc pyrrolidine, 24 different ligands have been evaluated; the highest enantioselectivity (90:10 er) was obtained by using s-BuLi in the presence of 0.3 equiv of (-)-sparteine and 1.3 equiv of a cyclohexanediamine-derived ligand.

The copper-catalyzed N-arylation of indoles

A general method for the N-arylation of indoles using catalysts derived from Cul and trans-1,2-cyclohexanediamine (1a), trans-N,N′-dimethyl-1,2-cyclohexanediamine (2a), or N,N′-dimethyl-ethylenediamine (3) is reported. N-Arylindoles can be produced in high yield from the coupling of an aryl iodide or aryl bromide with a variety of indoles.