3-(2-Pyridinyl)cyclohexanone

Base Information

• Chemical Name: 3-(2-Pyridinyl)cyclohexanone
• CAS No.: 110225-73-5
• Molecular Formula: C11H13NO
• Molecular Weight: 175.22700
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90443003
• Nikkaji Number: J752.100F
• Mol file: 110225-73-5.mol

Synonyms:3-(2-PYRIDINYL)CYCLOHEXANONE;110225-73-5;3-(pyridin-2-yl)cyclohexanone;3-pyridin-2-ylcyclohexan-1-one;MFCD03841027;3-(PYRIDIN-2-YL)CYCLOHEXAN-1-ONE;3-(2-Pyridyl)cyclohexanone;SCHEMBL3261840;DTXSID90443003;BOUYKDHSCXCQCS-UHFFFAOYSA-N;AKOS006277584;SB54391;CS-0440869;FT-0707512;A21938

Chemical Property of 3-(2-Pyridinyl)cyclohexanone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 319.008oC at 760 mmHg
• PKA: 5.08±0.19(Predicted)
• Flash Point: 154.738oC
• PSA: 29.96000
• Density: 1.093g/cm3
• LogP: 2.30830
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

97% ^*data from raw suppliers

3-(2-Pyridinyl)cyclohexanone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC(=O)C1)C2=CC=CC=N2

Technology Process of 3-(2-Pyridinyl)cyclohexanone

There total 6 articles about 3-(2-Pyridinyl)cyclohexanone 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: 85.0%

2-iodopyridine (5029-67-4) + cyclohexenone (930-68-7) → 3-(2-Pyridyl)cyclohexanone (110225-73-5)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; In water; dimethyl sulfoxide; at 23 ℃; for 18h; Irradiation;

DOI:10.1039/c7sc00243b

Reference yield: 41.0%

cyclohexenone (930-68-7) + n-butyl 2-pyridyl telluride (181647-39-2) → 3-(2-Pyridyl)cyclohexanone (110225-73-5)

Guidance literature:

n-butyl 2-pyridyl telluride; With (lithium)2(CN)(methyl)2cuprate; In tetrahydrofuran; diethyl ether; at -20 ℃; for 1.5h;

cyclohexenone; In tetrahydrofuran; diethyl ether; at 20 ℃; for 20h;

DOI:10.1002/jhet.5570380228

Reference yield: 38.0%

cyclohexenone (930-68-7) + C9H7CuNS(1-)*Li(1+) → 3-(2-Pyridyl)cyclohexanone (110225-73-5)

Guidance literature:

In diethyl ether; at 0 ℃;

upstream raw materials:

cyclohexenone

n-butyl 2-pyridyl telluride

2-chloropyridine

2-bromo-pyridine

Refernces

• 1、 Aycock,Wang,Jui. "A mild catalytic system for radical conjugate addition of nitrogen heterocycles". . p. 3121 - 3125. Retrieved 2017/04/04.
• 2、 Lindstedt, Eva-Lotte,Nilsson, Martin. "2-Thienyl as Auxiliary Group in Mixed Lithium Diorganocuprate". . p. 466 - 469. Retrieved 2007/10/02.