5-Chloro-2-phenylpyridine

Base Information

• Chemical Name: 5-Chloro-2-phenylpyridine
• CAS No.: 58254-76-5
• Molecular Formula: C11H8ClN
• Molecular Weight: 189.644
• DSSTox Substance ID: DTXSID30376523
• Nikkaji Number: J1.544.286G
• Wikidata: Q82165423
• Mol file: 58254-76-5.mol

Synonyms:5-chloro-2-phenylpyridine;58254-76-5;3-Chloro-6-phenylpyridine;2-phenyl-5-chloropyridine;5-chloro-2-phenyl-pyridine;SCHEMBL1903499;DTXSID30376523;UCMPFHHXFOSHSE-UHFFFAOYSA-N;MFCD04114185;AKOS006292391;SB53950;BS-48426;CS-0194699;FT-0692697;E89740

Chemical Property of 5-Chloro-2-phenylpyridine

Chemical Property:

• Vapor Pressure: 0.00369mmHg at 25°C
• Refractive Index: 1.588
• Boiling Point: 290 °C at 760 mmHg
• Flash Point: 156.8 °C
• PSA: 12.89000
• Density: 1.186 g/cm³
• LogP: 3.40200
• XLogP3: 3.1
• 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

5-Chloro-2-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=C(C=C2)Cl

Technology Process of 5-Chloro-2-phenylpyridine

There total 24 articles about 5-Chloro-2-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: 98.0%

2-Bromo-5-chloro-pyridine (40473-01-6) + triphenylbismuthane (603-33-8) → 5-chloro-2-phenylpyridine (58254-76-5)

Guidance literature:

With potassium acetate; palladium diacetate; triphenylphosphine; In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 2h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201402455

Reference yield: 94.0%

2-Bromo-5-chloro-pyridine (40473-01-6) + phenylboronic acid (98-80-6) → 5-chloro-2-phenylpyridine (58254-76-5)

Guidance literature:

With [Pd(N-(3-chloro-2-quinoxalinyl)-N'-(2,6-diisopropylphenyl)imidazolium)(PPh₃)Cl₂]; potassium carbonate; In water; at 70 ℃; for 3h; Catalytic behavior;

DOI:10.1039/c7dt01433c

Reference yield: 94.0%

2,5 dichloropyridine (16110-09-1) + 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane (5123-13-7) → 5-chloro-2-phenylpyridine (58254-76-5)

Guidance literature:

With 4'-phenyl-2,2':6',2-terpyridine; potassium methanolate; cobalt(II) chloride; In N,N-dimethyl-formamide; at 80 ℃; for 16h; Sealed tube; Inert atmosphere; Glovebox;

DOI:10.1021/acs.organomet.7b00726

upstream raw materials:

2,5 dichloropyridine

phenylboronic acid

2-Bromo-5-chloro-pyridine

bromobenzene

Downstream raw materials:

ethyl 4-(3-chloro-6-phenyl-2-pyridyl)benzoate

(E)-5-chloro-2-(2-(2-methylstyryl)phenyl)pyridine

benzyl 2-(5-chloropyridin-2-yl)phenylcarbamate

5-chloro-2-(2-(phenylthio)phenyl)pyridine

Refernces

• 1、 -. "Compound, light extraction material and organic electroluminescent device". Paragraph 0136-0138; 0142-0144; 0148-0150. . Retrieved 2021/06/13.
• 2、 Wei, Jun,Liang, Huamin,Ni, Chuanfa,Sheng, Rong,Hu, Jinbo. "Transition-Metal-Free Desulfinative Cross-Coupling of Heteroaryl Sulfinates with Grignard Reagents". . . Retrieved 2019/02/05.