6,6'-Bis(chloromethyl)-2,2'-bipyridine

Base Information

• Chemical Name: 6,6'-Bis(chloromethyl)-2,2'-bipyridine
• CAS No.: 74065-64-8
• Molecular Formula: C12H10 Cl2 N2
• Molecular Weight: 253.131
• Hs Code.: 2933399090
• European Community (EC) Number: 807-983-2
• DSSTox Substance ID: DTXSID10363597
• Nikkaji Number: J1.110.378B
• Wikidata: Q72444661
• Mol file: 74065-64-8.mol

Synonyms:74065-64-8;6,6'-BIS(CHLOROMETHYL)-2,2'-BIPYRIDINE;6,6'-Bis(chloromethyl)-2,2'-bipyridyl;2-(chloromethyl)-6-[6-(chloromethyl)pyridin-2-yl]pyridine;YSWG794;SCHEMBL9356103;DTXSID10363597;MFCD02181082;BS-44143;B4645;T71288;A922409

Chemical Property of 6,6'-Bis(chloromethyl)-2,2'-bipyridine

Chemical Property:

• Melting Point: 157-158℃
• Boiling Point: 369℃
• Flash Point: 209℃
• PSA: 25.78000
• Density: 1.287
• LogP: 3.62120
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 252.0221037
• Heavy Atom Count: 16
• Complexity: 191

Purity/Quality:

98%,99%, ^*data from raw suppliers

6,6''-Bis(chloromethyl)-2,2''-bipyridyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC(=C1)C2=CC=CC(=N2)CCl)CCl

Technology Process of 6,6'-Bis(chloromethyl)-2,2'-bipyridine

There total 18 articles about 6,6'-Bis(chloromethyl)-2,2'-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: 90.0%

6,6′-bis(hydroxymethyl)-2,2′-bipyridine (74065-63-7) → 6,6'-di(chloromethyl)-2,2'-bipyridine (74065-64-8)

Guidance literature:

With thionyl chloride; In dichloromethane; at 0 - 45 ℃; for 3.25h; Inert atmosphere; Schlenk technique;

Reference yield: 37.0%

6,6'-dimethyl-2,2'-bipyridine (4411-80-7) → 6-Dichloromethyl-6'-methyl-[2,2']bipyridinyl (94127-00-1) + 6'-Chloromethyl-6-dichloromethyl-[2,2']bipyridinyl (94127-01-2) + 6-(chloromethyl)-6'-methyl-2,2'-bipyridine (82740-64-5) + 6,6'-di(chloromethyl)-2,2'-bipyridine (74065-64-8)

Guidance literature:

With N-chloro-succinimide; Perbenzoic acid; In tetrachloromethane; for 24h; Further byproducts given;

DOI:10.1055/s-1984-30930

Reference yield: 25.0%

6,6'-dimethyl-2,2'-bipyridine (4411-80-7) → 6,6'-di(chloromethyl)-2,2'-bipyridine (74065-64-8)

Guidance literature:

With N-chloro-succinimide; dibenzoyl peroxide; In tetrachloromethane; for 24h; Reflux;

DOI:10.1016/j.bmcl.2011.05.001

upstream raw materials:

6,6'-dimethyl-2,2'-bipyridine

6,6′-bis(hydroxymethyl)-2,2′-bipyridine

2,2'-bipyridine-6,6'-dicarbaldehyde

2-bromo-6-methylpyridine

Downstream raw materials:

2,2'-Bipyridin-6,6'-bis(methylamin-N,N-diessigsaeure-dimethylester)

6,6’-bis(4-formylphenoxymethyl)-2,2’-bipyridine

N,N'-Ditosyl-6,6'-bis(aminomethyl)-2,2'-bipyridin

C₅₆H₅₆N₈O₈S₄

Refernces

• 1、 -. "Bipyridine ligand ruthenium complex is carried and its preparation method and application (by machine translation)". Paragraph 0062; 0064. . Retrieved 2017/04/28.
• 2、 Oelkers, Benjamin. "Na2(smbipy) - A bipyridine-derived ligand with chelating sulfonate tags and its 3d metal complexes". . p. 5838 - 5848. Retrieved 2015/02/02.