2-Cyclohexylpyridine

Base Information

• Chemical Name: 2-Cyclohexylpyridine
• CAS No.: 15787-49-2
• Molecular Formula: C11H15 N
• Molecular Weight: 161.247
• Hs Code.: 2933399090
• European Community (EC) Number: 239-886-0
• DSSTox Substance ID: DTXSID70166324
• Nikkaji Number: J248.767E
• Wikidata: Q83035525
• Mol file: 15787-49-2.mol

Synonyms:2-Cyclohexylpyridine;15787-49-2;EINECS 239-886-0;Pyridine, 2-cyclohexyl-;cyclohexylpyridine;SCHEMBL60671;DTXSID70166324

Chemical Property of 2-Cyclohexylpyridine

Chemical Property:

• Vapor Pressure: 0.0168mmHg at 25°C
• Boiling Point: 263.5°Cat760mmHg
• PKA: 5.82±0.12(Predicted)
• Flash Point: 137.1°C
• PSA: 12.89000
• Density: 0.983g/cm³
• LogP: 3.12930
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 161.120449483
• Heavy Atom Count: 12
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C2=CC=CC=N2

Technology Process of 2-Cyclohexylpyridine

There total 47 articles about 2-Cyclohexylpyridine 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: 80.0%

(2-pyridyl)diethylphosphate (34039-95-7) + cyclohexylmagnesiumchloride (931-51-1) → 2-pyridylcyclohexane (15787-49-2)

Guidance literature:

With [1,3-bis(2,6-diisopropylphenyl)imidazolium][Fe(PCy₃)Br₃]; In tetrahydrofuran; at 0 - 25 ℃; for 10h; Inert atmosphere;

Reference yield: 58.0%

2-bromo-pyridine (109-04-6) + 1-bromocyclohexane (108-85-0) → 2-pyridylcyclohexane (15787-49-2)

Guidance literature:

With iron(III) chloride; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.200804434

Reference yield: 48.0%

2-chloropyridine (109-09-1) + 1-bromocyclohexane (108-85-0) → 2-pyridylcyclohexane (15787-49-2) + cyclohexylcyclohexane (92-51-3)

Guidance literature:

1-bromocyclohexane; With nickel(II) bromide trihydrate; bathophenanthroline; In N,N-dimethyl-formamide; at 40 ℃; for 0.333333h;

2-chloropyridine; With manganese; In N,N-dimethyl-formamide; at 40 ℃; Sealed tube;

DOI:10.1055/s-0033-1340151

upstream raw materials:

2-cyclohex-1-enyl-pyridine

2-(3-cyclohexenyl)pyridine

pyridine

cyclohexane

Downstream raw materials:

1-(6-Cyclohexyl-pyridin-2-yl)-ethanone

Refernces

• 1、 Chen, Xue,Li, Wen-Jing,Li, Shun,Tang, Juan,Du, Xi,Zheng, Xue-Li,Yuan, Mao-Lin,Fu, Hai-Yan,Li, Rui-Xiang,Chen, Hua. "Palladium-Catalyzed Direct Arylation of Alkylpyridine via Activated N-Methylpyridinium Salts". . p. 622 - 632. Retrieved 2019/12/30.
• 2、 Watanabe, Eiichi,Chen, Yiding,May, Oliver,Ley, Steven V.. "A Practical Method for Continuous Production of sp3-Rich Compounds from (Hetero)Aryl Halides and Redox-Active Esters". supporting information. p. 186 - 191. Retrieved 2019/12/24.