Diallylcyclohexylamine

Base Information

• Chemical Name: Diallylcyclohexylamine
• CAS No.: 54391-01-4
• Molecular Formula: C12H21N
• Molecular Weight: 179.305
• European Community (EC) Number: 259-140-8
• DSSTox Substance ID: DTXSID9068950
• Nikkaji Number: J266.877G
• Wikidata: Q81995723
• Mol file: 54391-01-4.mol

Synonyms:Diallylcyclohexylamine;N,N-Diallylcyclohexylamine;Cyclohexanamine, N,N-di-2-propenyl-;54391-01-4;N,N-di(prop-2-en-1-yl)cyclohexanamine;EINECS 259-140-8;Cyclohexanamine, N,N-di-2-propen-1-yl-;SCHEMBL30750;DTXSID9068950;ADAL1244168;STK090187;AKOS005394203;N,N-BIS(PROP-2-EN-1-YL)CYCLOHEXANAMINE

Chemical Property of Diallylcyclohexylamine

Chemical Property:

• Vapor Pressure: 0.0334mmHg at 25°C
• Boiling Point: 242.8°C at 760 mmHg
• Flash Point: 91.8°C
• Density: 0.87g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 179.167399674
• Heavy Atom Count: 13
• Complexity: 147

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CCN(CC=C)C1CCCCC1

Technology Process of Diallylcyclohexylamine

There total 9 articles about Diallylcyclohexylamine 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: 100.0%

Allyl acetate (591-87-7) + cyclohexylamine (108-91-8,157973-60-9) → N,N-di-2-propenylcyclohexylamine (54391-01-4)

Guidance literature:

With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane; In water; at 25 ℃; for 20h;

DOI:10.1055/s-2001-18430

Reference yield: 92.0%

cyclohexylamine (108-91-8,157973-60-9) + allyl alcohol (107-18-6) → N,N-di-2-propenylcyclohexylamine (54391-01-4)

Guidance literature:

With triethyl borane; tributylphosphine; palladium diacetate; In tetrahydrofuran; at 66 ℃; for 19h; Inert atmosphere;

DOI:10.1039/c0ob00383b

Reference yield: 86.0%

cyclohexylamine (108-91-8,157973-60-9) + allyl bromide (106-95-6) → N,N-di-2-propenylcyclohexylamine (54391-01-4)

Guidance literature:

With potassium carbonate; In ethanol; water; Reflux;

DOI:10.1021/om400046r

upstream raw materials:

N-Allylcyclohexylamin

allyl bromide

Allyl ether

cyclohexyl azide

Downstream raw materials:

N-Allylcyclohexylamin

cyclohexylamine

1-cyclohexyl-2,5-dihydro-1H-pyrrole

cyclohexyl-(2-methyl-pent-2-enyliden)-amine

Refernces

• 1、 Chen, Weiqiang,Wang, Jianhui. "Synthesis of pyrrole derivatives from diallylamines by one-pot tandem ring-closing metathesis and metal-catalyzed oxidative dehydrogenation". supporting information. p. 1958 - 1963. Retrieved 2013/05/08.
• 2、 Adak, Laksmikanta,Chattopadhyay, Kalicharan,Ranu, Brindaban C.. "Palladium nanoparticle-catalyzed C-N bond formation. A highly regio- and stereoselective allylic amination by allyl acetates". scheme or table. p. 3982 - 3985. Retrieved 2009/10/17.