2-Chloro-4-phenylpyridine

Base Information

• Chemical Name: 2-Chloro-4-phenylpyridine
• CAS No.: 42260-39-9
• Molecular Formula: C11H8ClN
• Molecular Weight: 189.644
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30376503
• Nikkaji Number: J3.392.687A
• Wikidata: Q72457472
• Mol file: 42260-39-9.mol

Synonyms:2-chloro-4-phenylpyridine;42260-39-9;MFCD04114163;2-chloro-4-phenyl-pyridine;Pyridine,2-chloro-4-phenyl-;AR3614;SCHEMBL2329610;DTXSID30376503;MROTUXXYBNRZSG-UHFFFAOYSA-N;AKOS006291854;AS-19808;SY065580;BB 0261903;CS-0019184;FT-0738664;EN300-7372513;A872921;J-508777

Chemical Property of 2-Chloro-4-phenylpyridine

Chemical Property:

• Vapor Pressure: 0.00169mmHg at 25°C
• Refractive Index: 1.588
• Boiling Point: 303.2 °C at 760 mmHg
• Flash Point: 165.7 °C
• PSA: 12.89000
• Density: 1.186 g/cm³
• LogP: 3.40200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.4
• 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-4-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=CC(=NC=C2)Cl

Technology Process of 2-Chloro-4-phenylpyridine

There total 22 articles about 2-Chloro-4-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-chloro-4-iodopyridine (153034-86-7) + phenylboronic acid (98-80-6) → 2-chloro-4-(phenyl)pyridine (42260-39-9)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In tetrahydrofuran; water; for 5h; Inert atmosphere; Reflux;

DOI:10.1021/acs.inorgchem.7b00961

Reference yield: 96.0%

2-chloro-4-iodopyridine (153034-86-7) + triphenylbismuthane (603-33-8) → 2-chloro-4-(phenyl)pyridine (42260-39-9)

Guidance literature:

With potassium phosphate; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 1h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2014.11.036

Reference yield: 93.0%

2-chloropyridin-4-yl fluorosulfate + phenylboronic acid (98-80-6) → 2-chloro-4-(phenyl)pyridine (42260-39-9)

Guidance literature:

2-chloropyridin-4-yl fluorosulfate; phenylboronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; for 0.166667h;

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃; for 3h; chemoselective reaction;

DOI:10.1002/chem.201600167

upstream raw materials:

2-chloro-4-iodopyridine

phenylboronic acid

2-chloro-4-bromopyridine

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

Downstream raw materials:

2-chloro-4-phenylpyridine 1-oxide

4-fenil-piperidin-2-one

Refernces

• 1、 -. "METAL COMPLEXES CONTAINING SUBSTITUTED PYRIDINE LIGANDS". Paragraph 0132; 0133. . Retrieved 2019/08/02.
• 2、 -. "A new aromatic amine compound and its preparation and use (by machine translation)". Paragraph 0085; 0086-0088. . Retrieved 2017/08/14.