2-Methyl-4,4'-bipyridine

Base Information

• Chemical Name: 2-Methyl-4,4'-bipyridine
• CAS No.: 57432-26-5
• Molecular Formula: C11H10N2
• Molecular Weight: 170.214
• DSSTox Substance ID: DTXSID80574032
• Nikkaji Number: J2.406.070E
• Wikidata: Q82462911
• Mol file: 57432-26-5.mol

Synonyms:57432-26-5;2-methyl-4,4'-bipyridine;2-Methyl-4,4-bipyridine;SCHEMBL8964255;DTXSID80574032

Chemical Property of 2-Methyl-4,4'-bipyridine

Chemical Property:

• PSA: 25.78000
• LogP: 2.45200
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.084398327
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

2-Methyl-4-(pyridin-4-yl)pyridine ^*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=NC=C2

Technology Process of 2-Methyl-4,4'-bipyridine

There total 5 articles about 2-Methyl-4,4'-bipyridine 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: 91.0%

4-bromo-2-methylpyridine (22282-99-1) + 4-pyridylboronic acid (1692-15-5) → 2-methyl-4,4’-bipyridine (57432-26-5)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; tricyclohexylphosphine; In 1,4-dioxane; water; at 110 ℃; Inert atmosphere;

DOI:10.1021/jacs.5b00546

Reference yield:

4,4'-bipyridine (553-26-4) + acetic acid (64-19-7,77671-22-8) → 2,2'-dimethyl-4,4'-bipyridine (712-61-8) + 2,2',6-trimethyl-4,4'-bipyridine (91165-00-3) + 2-methyl-4,4’-bipyridine (57432-26-5)

Guidance literature:

With ammonium persulfate; silver nitrate; Yield given. Multistep reaction. Yields of byproduct given; 1.) 98percent sulphuric acid, water, 80 deg C, 30 min, 2.) reflux, 30 min;

DOI:10.1039/P29840000367

Reference yield:

4,4'-bipyridine (553-26-4) + acetic acid (64-19-7,77671-22-8) → 2-methyl-4,4’-bipyridine (57432-26-5)

Guidance literature:

4,4'-bipyridine; acetic acid; With sulfuric acid; silver nitrate; In water; at 110 ℃; for 0.5h;

With ammonium persulfate; In water; for 0.5h; Heating;

DOI:10.1039/b606280f

upstream raw materials:

4,4'-bipyridine

acetic acid

4-bromo-2-methylpyridine

4-pyridylboronic acid

Downstream raw materials:

1,1'-bis-(2-methylbenzyl)-2-methyl-4,4'-bipyridinium dibromide

4-(pyridin-4-yl)pyridine-2-carboxylic acid

1,1'-dibenzyl-2-methyl-4,4'-bipyridinium dibromide

Refernces

• 1、 Chen, Chun-Long,Ellsworth, Joseph M.,Goforth, Andrea M.,Smith, Mark D.,Su, Cheng-Yong,Zur Loye, Hans-Conrad. "A new 2-carboxylate-substituted 4,4′-bipyridine ligand: Coordination chemistry of 4,4′-bipyridine-2-carboxylic acid and its synthetic intermediate 2-methyl-4,4′-bipyridine". . p. 5278 - 5286. Retrieved 2007/10/03.