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

Base Information

• Chemical Name: 1-Cyclohexyl-2,5-dihydro-1H-pyrrole
• CAS No.: 68109-75-1
• Molecular Formula: C10H17N
• Molecular Weight: 151.252
• European Community (EC) Number: 268-489-5
• DSSTox Substance ID: DTXSID0071091
• Nikkaji Number: J317.319D
• Wikidata: Q81998601
• Mol file: 68109-75-1.mol

Synonyms:1-Cyclohexyl-2,5-dihydro-1H-pyrrole;68109-75-1;N-Cyclohexyl 2,5-dihydropyrrole;1-cyclohexyl-2,5-dihydropyrrole;1H-Pyrrole, 1-cyclohexyl-2,5-dihydro-;EINECS 268-489-5;N-Cyclohexyl-3-Pyrroline;1-Cyclohexyl- 3 -pyrroline;SCHEMBL6620592;DTXSID0071091;A917381

Chemical Property of 1-Cyclohexyl-2,5-dihydro-1H-pyrrole

Chemical Property:

• Vapor Pressure: 0.139mmHg at 25°C
• Boiling Point: 216.5°Cat760mmHg
• Flash Point: 76.8°C
• PSA: 3.24000
• Density: 0.987g/cm³
• LogP: 2.12880
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 151.136099547
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

99.90% ^*data from raw suppliers

1-Cyclohexyl-2,5-dihydro-1H-pyrrole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)N2CC=CC2

Technology Process of 1-Cyclohexyl-2,5-dihydro-1H-pyrrole

There total 4 articles about 1-Cyclohexyl-2,5-dihydro-1H-pyrrole 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: 73.0%

(Z)-but-2-ene-1,4-diyl dimethanesulfonate (1953-56-6,70886-56-5,2303-47-1) + cyclohexylamine (108-91-8,157973-60-9) → 1-cyclohexyl-2,5-dihydro-1H-pyrrole (68109-75-1)

Guidance literature:

In dichloromethane; Ambient temperature;

Reference yield: 20.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + N-(prop-2-yn-1-yl)cyclohexanamine (18292-76-7) → 1-cyclohexyl-2,5-dihydro-1H-pyrrole (68109-75-1)

Guidance literature:

With copper(l) iodide; diisopropylamine; In 1,4-dioxane; for 3h; Heating;

DOI:10.1016/S0040-4039(99)01334-9

Reference yield:

N,N-di-2-propenylcyclohexylamine (54391-01-4) → 1-cyclohexyl-2,5-dihydro-1H-pyrrole (68109-75-1)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 50 ℃; for 1h; Inert atmosphere; Microwave irradiation;

DOI:10.1039/c0ob00383b

upstream raw materials:

(Z)-but-2-ene-1,4-diyl dimethanesulfonate

cyclohexylamine

formaldehyd

N-(prop-2-yn-1-yl)cyclohexanamine

Downstream raw materials:

1-cyclohexyl-1H-pyrrole

Refernces

• 1、 Jayaprakash, Karamil,Venkatachalam, Chittoor S.,Balasubramanian, Kalpattu K.. "A convenient one-pot synthesis of N-aryl-3-pyrrolines". . p. 6493 - 6496. Retrieved 2007/10/03.