(1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine

Base Information

• Chemical Name: (1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine
• CAS No.: 87583-89-9
• Molecular Formula: C₈H₁₈N₂
• Molecular Weight: 142.244
• Hs Code.: 29213000
• European Community (EC) Number: 625-342-3
• DSSTox Substance ID: DTXSID40550514
• Nikkaji Number: J804.672G
• Mol file: 87583-89-9.mol

Synonyms:87583-89-9;(1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine;(1s,2s)-n1,n2-dimethylcyclohexane-1,2-diamine;(1S,2S)-N,N'-dimethylcyclohexane-1,2-diamine;trans-(1S,2S)-N,N'-Dimethylcyclohexane-1,2-diamine;(1S,2S)-1-N,2-N-dimethylcyclohexane-1,2-diamine;(1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine;MFCD00671528;(1S,2S)-(+)-1,2-Bis(methylamino)cyclohexane;(1s,2s)-n,n'-bismethyl-1,2-cyclohexane-diamine;(s,s)-(+)-n,n'-dimethyl-1,2-cyclohexanediamine;trans-N,N'-Dimethylcyclohexane-1,2-diamine;1,2-Cyclohexanediamine, N,N'-dimethyl-, (1S,2S)-;(1S,2S)- N,N'-Dimethyl-1,2-cyclohexanediamine;N,N'-Dimethyl-(1S,2S)-1,2-Cyclohexanediamine;SCHEMBL145249;DTXSID40550514;JRHPOFJADXHYBR-YUMQZZPRSA-N;AKOS006237679;AKOS015850677;AC-9570;CS-W013321;DS-11772;SY005044;AM20070518;D2460;(1s,2s)-n,n'-dimethyl-cyclohexane-1,2-diamine;(1S,2S)N,N'-bismethyl-1,2-cyclohexane-diamine;EN300-6994739;(1S,2 S)-N,N'-dimethylcyclohexane-1,2-diamine;(1S,2S) N,N'-bismethyl-1,2-cyclohexane-diamine;(1S,2S)-N,N'-dimethyl cyclohexane-1,2-diamine;(1S,2S)-N.N'-dimethyl cyclohexane-1,2-diamine;(1 S,25)-N1,N2-dimethylcyclohexane-1,2-diamine;(1S,2S)-N,N'-Bis-methyl-1,2-cyclohexane-diamine;trans-(1S,2S)-N,N'-Dimethyl-1,2-Cyclohexanediamine;(1S,2S)-N~1~,N~2~-Dimethylcyclohexane-1,2-diamine;trans-(1s,2s)-n,n'-bismethyl-1,2-cyclohexane-diamine;(S,S)-(+)-N,N'-Dimethyl-1,2-cyclohexanediamine, >=97.0% (GC);(1S,2S)- N,N inverted exclamation mark -Dimethyl-1,2-cyclohexanediamine

Chemical Property of (1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine

Chemical Property:

• Melting Point: 39-44 °C
• Refractive Index: 145 ° (C=4, CHCl3)
• Boiling Point: 186.8 °C at 760 mmHg
• PKA: 11.04±0.40(Predicted)
• Flash Point: 60.2 °C
• PSA: 24.06000
• Density: 0.89 g/cm³
• LogP: 1.51820
• Storage Temp.: Refrigerator
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 142.146998583
• Heavy Atom Count: 10
• Complexity: 81.3

Purity/Quality:

99% ^*data from raw suppliers

(1S,2S)-(+)-N,N''-Dimethylcyclohexane-1,2-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 36/37/38-34-22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1CCCCC1NC
• Isomeric SMILES: CN[C@H]1CCCC[C@@H]1NC
• Uses: 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. (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.

Technology Process of (1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine

There total 16 articles about (1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

N,N’-[(±)-trans-cyclohexane-1,2-diyl]diformamide → trans-N,N'-dimethylcyclohexane-1,2-diamine (61798-24-1,67579-81-1,68737-65-5,75599-23-4,87583-89-9,99295-66-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 65 ℃; for 16h;

DOI:10.1021/ja027433h

Reference yield: 42.0%

trans-N,N'-dimethylcyclohexane-1,2-diamine (61798-24-1,67579-81-1,68737-65-5,75599-23-4,87583-89-9,99295-66-6) → (1S,2S)-N,N'-dimethyl-1,2-diaminocyclohexane (61798-24-1,67579-81-1,68737-65-5,75599-23-4,99295-66-6,87583-89-9)

Guidance literature:

trans-N,N'-dimethylcyclohexane-1,2-diamine; With L-Tartaric acid; In ethanol; at 20 ℃; for 1h; Reflux; Resolution of racemate;

With potassium hydroxide; In dichloromethane; at 20 ℃; pH=9-10; Reflux; Resolution of racemate;

DOI:10.3184/174751913X13626731204890

Reference yield: 39.0%

→ (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane (68737-65-5) + (1S,2S)-N,N'-dimethyl-1,2-diaminocyclohexane (61798-24-1,67579-81-1,68737-65-5,75599-23-4,99295-66-6,87583-89-9)

Guidance literature:

upstream raw materials:

(S,S)-1,2-diaminocyclohexane-N,N'-diethyl carbamate

N-((1S,2S)-2-Formylamino-cyclohexyl)-formamide

(S,S)-1,2-diaminocyclohexane

7-methyl-7-azabicyclo[4.1.0]heptane

Downstream raw materials:

N-(2-pyridyl)indole

1-phenyl-1H-indole

1-(4-ethoxycarbonylphenyl)indole

N-(2-aminophenyl)indole

Refernces

• 1、 Shen, Yan-Hong,Ye, Qing,Hou, Shao-Gang,Wang, Qun. "An efficient synthesis of enantiomerically pure trans-N1,N 2-dimethylcyclohexane-1,2-diamine". . p. 191 - 192. Retrieved 2013/07/27.
• 2、 Strieter, Eric R.,Blackmond, Donna G.,Buchwald, Stephen L.. "The role of chelating diamine ligands in the Goldberg reaction: A kinetic study on the copper-catalyzed amidation of aryl iodides". . p. 4120 - 4121. Retrieved 2007/10/03.