2-Chloro-5-phenylpyridine

Base Information

• Chemical Name: 2-Chloro-5-phenylpyridine
• CAS No.: 66600-05-3
• Molecular Formula: C11H8 Cl N
• Molecular Weight: 189.644
• Hs Code.: 2933399090
• European Community (EC) Number: 851-472-7
• DSSTox Substance ID: DTXSID50376525
• Nikkaji Number: J344.282I
• Wikidata: Q72457457
• ChEMBL ID: CHEMBL1318887
• Mol file: 66600-05-3.mol

Synonyms:2-Chloro-5-phenylpyridine;66600-05-3;Pyridine, 2-chloro-5-phenyl-;6-chloro-3-phenylpyridine;MLS002206280;SCHEMBL2248951;CHEMBL1318887;DTXSID50376525;GPTCNPDHDYHZER-UHFFFAOYSA-N;HMS2200G11;HMS3352F16;MFCD04114187;AKOS005145587;SB54591;SMR001295100;CS-0194467;FT-0645393;EN300-77198;E89741;A835501;J-508884

Chemical Property of 2-Chloro-5-phenylpyridine

Chemical Property:

• Vapor Pressure: 0.000958mmHg at 25°C
• Melting Point: 65-66 °C
• Boiling Point: 312.7°C at 760 mmHg
• PKA: -0.37±0.10(Predicted)
• Flash Point: 172°C
• PSA: 12.89000
• Density: 1.186g/cm³
• LogP: 3.40200
• Storage Temp.: 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:

99% ^*data from raw suppliers

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

Technology Process of 2-Chloro-5-phenylpyridine

There total 22 articles about 2-Chloro-5-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: 99.0%

5-bromo-2-chloropyridine (53939-30-3) + phenylboronic acid (98-80-6) → 2-chloro-5-phenylpyridine (66600-05-3)

Guidance literature:

With potassium phosphate; naphthidine di(radical cation)s-stabilized Pd nanoparticles; In 1,4-dioxane; at 80 ℃; for 5h;

DOI:10.1016/j.tet.2007.10.091

Reference yield: 96.0%

6-chloropyridin-3-yl fluorosulfate + phenylboronic acid (98-80-6) → 2-chloro-5-phenylpyridine (66600-05-3)

Guidance literature:

6-chloropyridin-3-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 5h; chemoselective reaction;

DOI:10.1002/chem.201600167

Reference yield: 92.0%

2-choro-5-iodopyridine (69045-79-0) + phenylboronic acid (98-80-6) → 2-chloro-5-phenylpyridine (66600-05-3)

Guidance literature:

With sodium hydroxide; aluminum oxide; ruthenium; In 1,2-dimethoxyethane; water; at 90 ℃; for 36h;

DOI:10.1021/ja038742q

upstream raw materials:

6-Chloro-pyridin-3-ylamine

N-(6-chloro-[3]pyridyl)-N-nitroso-acetamide

benzene

3-phenylpyridine N-oxide

Downstream raw materials:

N-methyl-5-phenylpyridin-2-amine

C₁₁H₈⁽¹⁸⁾FN

2-(2-methoxyphenyl)-5-phenylpyridine

C₄₅H₃₄IrN₄O

Refernces

• 1、 Mendel, Marvin,Kalvet, Indrek,Hupperich, Daniel,Magnin, Guillaume,Schoenebeck, Franziska. "Site-Selective, Modular Diversification of Polyhalogenated Aryl Fluorosulfates (ArOSO2F) Enabled by an Air-Stable PdI Dimer". . p. 2115 - 2119. Retrieved 2020/01/02.
• 2、 -. "Collagen". Paragraph 0067. . Retrieved 2018/07/04.