2-Chloro-6-phenylpyridine

Base Information

• Chemical Name: 2-Chloro-6-phenylpyridine
• CAS No.: 13382-54-2
• Molecular Formula: C11H8ClN
• Molecular Weight: 189.644
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20376537
• Nikkaji Number: J1.306.949B
• Wikidata: Q72457468
• Mol file: 13382-54-2.mol

Synonyms:2-chloro-6-phenylpyridine;13382-54-2;2-chloro-6-phenyl-pyridine;SCHEMBL1662450;DTXSID20376537;YTAGJMFBUAHVDP-UHFFFAOYSA-N;MFCD01646086;AKOS006279552;AB09567;BS-36784;FT-0650815;AC-907/30063032;A1-07860

Chemical Property of 2-Chloro-6-phenylpyridine

Chemical Property:

• Vapor Pressure: 0.00137mmHg at 25°C
• Melting Point: 157-159℃
• Refractive Index: 1.588
• Boiling Point: 306.7 °C at 760 mmHg
• PKA: -0.17±0.10(Predicted)
• Flash Point: 168 °C
• PSA: 12.89000
• Density: 1.186g/cm³
• LogP: 3.40200
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 189.0345270
• Heavy Atom Count: 13
• Complexity: 154

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-6-Phenylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC(=CC=C2)Cl

Technology Process of 2-Chloro-6-phenylpyridine

There total 16 articles about 2-Chloro-6-phenylpyridine 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%

2-phenylpyridine (1008-89-5) → 2-chloro-6-phenyl-pyridine (13382-54-2)

Guidance literature:

2-phenylpyridine; With n-butyllithium; 2-(N,N-dimethylamino)ethanol; In hexane; at 0 ℃; for 1h;

With hexachloroethane; In hexane; at -78 - 20 ℃;

DOI:10.1002/ejoc.200701200

Reference yield: 98.0%

2-chloro-6-phenylpyridine N-oxide (119492-88-5) → 2-chloro-6-phenyl-pyridine (13382-54-2)

Guidance literature:

With titanium tetrachloride; tin(ll) chloride; In diethyl ether; for 0.5h; Ambient temperature;

Reference yield: 87.0%

bromobenzene (108-86-1,52753-63-6) + 2-chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (652148-92-0) → 2-chloro-6-phenyl-pyridine (13382-54-2)

Guidance literature:

With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); triethylamine; In tetrahydrofuran; water; at 20 ℃; for 0.5h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.8b00257

upstream raw materials:

2-phenylpyridin N-oxide

2-chloro-6-(methylsulfonyl)pyridine

2-chloro-6-phenylpyridine N-oxide

2-hydroxy-6-phenylpyridine

Downstream raw materials:

2-chloro-6-[2-(diphenylphosphanyl)phenyl]pyridine

2-decyl-6-phenylpyridine

2-hexadecyl-6-phenylpyridine

(1S,2R)-3-(6-chloro-pyridin-2-yl)cyclohexane-3,5-diene-1,2-diol

Refernces

• 1、 Shih, Wei-Chun,Ozerov, Oleg V.. "Selective ortho C-H Activation of Pyridines Directed by Lewis Acidic Boron of PBP Pincer Iridium Complexes". . p. 17297 - 17300. Retrieved 2017.
• 2、 -. "A new aromatic amine compound and its preparation and use (by machine translation)". Paragraph 0083-0085. . Retrieved 2017/08/14.