2-(4-Chlorophenyl)-6-methylpyridine

Base Information

• Chemical Name: 2-(4-Chlorophenyl)-6-methylpyridine
• CAS No.: 61704-26-5
• Molecular Formula: C12H10ClN
• Molecular Weight: 203.671
• DSSTox Substance ID: DTXSID80494569
• Wikidata: Q82342022

Synonyms:2-(4-Chlorophenyl)-6-methylpyridine;61704-26-5;MFCD13152438;SCHEMBL2615266;DTXSID80494569;FDAGFEWXNZJOHU-UHFFFAOYSA-N;AKOS016017185;BS-51342;CS-0369122;E82725

Chemical Property of 2-(4-Chlorophenyl)-6-methylpyridine

Chemical Property:

• Melting Point: 62.5-63.5 °C
• Boiling Point: 142-152 °C(Press: 8 Torr)
• PSA: 12.89000
• Density: 1.156±0.06 g/cm3(Predicted)
• LogP: 3.71040
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 203.0501770
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

99%, ^*data from raw suppliers

2-(4-Chlorophenyl)-6-methylpyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CC=C1)C2=CC=C(C=C2)Cl

Technology Process of 2-(4-Chlorophenyl)-6-methylpyridine

There total 10 articles about 2-(4-Chlorophenyl)-6-methylpyridine 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%

2-bromo-6-methylpyridine (5315-25-3) + 4-Chlorophenylboronic acid (1679-18-1) → 6-methyl-2-(4-chlorophenyl)pyridine (61704-26-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 70 - 90 ℃; for 18h; Inert atmosphere;

Reference yield: 92.0%

6-chloro-2-picoline (18368-63-3) + 4-Chlorophenylboronic acid (1679-18-1) → 6-methyl-2-(4-chlorophenyl)pyridine (61704-26-5)

Guidance literature:

With [Pd(3-[(2,6-diisopropylphenyl)-1-imidazolio]-2-quinoxalinide)(PPh₃)Cl₂]; potassium carbonate; triphenylphosphine; In water; at 100 ℃; for 18h;

DOI:10.1002/ejoc.201701241

Reference yield: 74.0%

(6-methylpyridin-2-yl)magnesium bromide (621685-64-1) + 1-Chloro-4-iodobenzene (637-87-6) → 6-methyl-2-(4-chlorophenyl)pyridine (61704-26-5)

Guidance literature:

1-Chloro-4-iodobenzene; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(1-adamantyl)phosphine oxide; In tetrahydrofuran; for 0.0833333h; Inert atmosphere;

(6-methylpyridin-2-yl)magnesium bromide; In tetrahydrofuran; at 60 ℃; for 20h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201000032

upstream raw materials:

ethyl 2-methyl-6-(4-chlorophenyl)pyridine-3-carboxylate

trans-1-(4-chlorophenyl)-3-chloroprop-2-en-1-one

bromochlorobenzene

(6-methylpyridin-2-yl)magnesium bromide

Downstream raw materials:

2-methyl-6-(p-tolyl)pyridine

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