2-(Aminomethyl)cyclohexan-1-amine

Base Information

• Chemical Name: 2-(Aminomethyl)cyclohexan-1-amine
• CAS No.: 40015-92-7
• Molecular Formula: C₇H₁₆N₂
• Molecular Weight: 128.217
• European Community (EC) Number: 845-471-0
• DSSTox Substance ID: DTXSID30960486
• Mol file: 40015-92-7.mol

Synonyms:2-(aminomethyl)cyclohexylamine;2-(aminomethyl)cyclohexylamine, (1R-cis)-isomer;2-(aminomethyl)cyclohexylamine, (1S-cis)-isomer;2-(aminomethyl)cyclohexylamine, (1S-trans)-isomer;2-(aminomethyl)cyclohexylamine, (trans-(+-))-isomer

Chemical Property of 2-(Aminomethyl)cyclohexan-1-amine

Chemical Property:

• Vapor Pressure: 0.326mmHg at 25°C
• Refractive Index: 1.48
• Boiling Point: 200.3 °C at 760 mmHg
• Flash Point: 86.3 °C
• PSA: 52.04000
• Density: 0.923g/cm³
• LogP: 1.86320
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 128.131348519
• Heavy Atom Count: 9
• Complexity: 83

Purity/Quality:

97% ^*data from raw suppliers

2-(Aminomethyl)cyclohexanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)CN)N

Technology Process of 2-(Aminomethyl)cyclohexan-1-amine

There total 4 articles about 2-(Aminomethyl)cyclohexan-1-amine 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: 38.0%

cis-2-aminocyclohexanecarbohydrazide (24717-02-0,26685-86-9,26685-92-7,26693-39-0,26853-47-4,75197-08-9) → cis-2-amino-1-aminomethylcyclohexane (24716-89-0,24716-96-9,24717-04-2,26685-87-0,26853-49-6,26853-51-0,40015-92-7,75197-09-0,75197-10-3)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1016/S0040-4020(01)85926-3

Reference yield:

6-carbamoylcyclohex-3-enecarboxylic acid (1469-49-4,2028-12-8) → cis-2-amino-1-aminomethylcyclohexane (24716-89-0,24716-96-9,24717-04-2,26685-87-0,26853-49-6,26853-51-0,40015-92-7,75197-09-0,75197-10-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / H₂ / 10percent Pt/C / ethanol / 760 Torr / Ambient temperature

2: 1.) bromine, NaOH; 2.) HCl / 1.) water, 75 deg C, 2 min; 2.) reflux, 3 h

3: 66 percent

4: 38 percent / lithium aluminium hydride / diethyl ether

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; hydrogen; bromine; platinum on activated charcoal; In diethyl ether; ethanol;

DOI:10.1016/S0040-4020(01)85926-3

Reference yield:

cis-1-carboxy-2-(aminocarboxyl)-2-cyclohexane (6294-84-4,92116-89-7,92116-90-0) → cis-2-amino-1-aminomethylcyclohexane (24716-89-0,24716-96-9,24717-04-2,26685-87-0,26853-49-6,26853-51-0,40015-92-7,75197-09-0,75197-10-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) bromine, NaOH; 2.) HCl / 1.) water, 75 deg C, 2 min; 2.) reflux, 3 h

2: 66 percent

3: 38 percent / lithium aluminium hydride / diethyl ether

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; bromine; In diethyl ether;

DOI:10.1016/S0040-4020(01)85926-3

upstream raw materials:

cis-2-aminocyclohexanecarbohydrazide

6-carbamoylcyclohex-3-enecarboxylic acid

ethyl cis-2-amino-1-cyclohexanecarboxylate

cis-1-carboxy-2-(aminocarboxyl)-2-cyclohexane

Downstream raw materials:

cis-decahydroquinazoline

<2-(13)C>-cis-decahydroquinazoline

(1S,2S)-1-amino-2-aminomethylcyclohexane

(1R,2R)-1-amino-2-aminomethylcyclohexane