5,5'-Bis(bromomethyl)-2,2'-bipyridine

Base Information

• Chemical Name: 5,5'-Bis(bromomethyl)-2,2'-bipyridine
• CAS No.: 92642-09-6
• Molecular Formula: C12H10Br2N2
• Molecular Weight: 342.033
• DSSTox Substance ID: DTXSID10453629
• Nikkaji Number: J1.139.651H
• Wikidata: Q82274818
• Mol file: 92642-09-6.mol

Synonyms:5,5'-bis(bromomethyl)-2,2'-bipyridine;92642-09-6;5-(bromomethyl)-2-[5-(bromomethyl)pyridin-2-yl]pyridine;2,2'-Bipyridine, 5,5'-bis(bromomethyl)-;SCHEMBL2891450;YSCK0017;DTXSID10453629;2,2'-Bi[5-(bromomethyl)pyridine];MFCD12031102;AKOS030524954;AS-63105;F52618;InChI=1/C12H10Br2N2/c13-5-9-1-3-11(15-7-9)12-4-2-10(6-14)8-16-12/h1-4,7-8H,5-6H

Chemical Property of 5,5'-Bis(bromomethyl)-2,2'-bipyridine

Chemical Property:

• Melting Point: 192.7-193.0 °C(Solv: tetrahydrofuran (109-99-9))
• Boiling Point: 432.0±45.0 °C(Predicted)
• PKA: 3.29±0.32(Predicted)
• PSA: 25.78000
• Density: 1.708±0.06 g/cm3(Predicted)
• LogP: 3.93340
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 341.91902
• Heavy Atom Count: 16
• Complexity: 191

Purity/Quality:

97% ^*data from raw suppliers

5,5'-Bis(bromomethyl)-2,2'-bipyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1CBr)C2=NC=C(C=C2)CBr

Technology Process of 5,5'-Bis(bromomethyl)-2,2'-bipyridine

There total 7 articles about 5,5'-Bis(bromomethyl)-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%

5,5'-dimethyl-2,2'-bipyridine (1762-34-1) → 5,5'-bis(bromomethyl)-2,2'-bipyridine (92642-09-6)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 18h; Reflux;

DOI:10.1039/c0cc01159b

Reference yield: 85.0%

5,5’-bis(hydroxymethyl)-2,2’-bipyridine (63361-65-9) → 5,5'-bis(bromomethyl)-2,2'-bipyridine (92642-09-6)

Guidance literature:

With sulfuric acid; hydrogen bromide; In water; at 135 ℃; for 6h; Reflux;

DOI:10.1021/jacs.5b12157

Reference yield: 53.0%

5,5'-dimethyl-2,2'-bipyridine (1762-34-1) → 5-bromomethyl-5'-methyl-2,2'-bipyridine (117585-58-7) + 5,5'-bis(bromomethyl)-2,2'-bipyridine (92642-09-6)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 77 ℃; for 17h; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/ic301810y

upstream raw materials:

5,5'-dimethyl-2,2'-bipyridine

(5-methyl-pyridin-2-yl)amine

2-Bromo-5-methylpyridine

3-Methylpyridine

Downstream raw materials:

3,14,22,33,41,52-Hexabenzyl-3,7,10,14,22,26,29,33,41,45,48,52-dodecaazadecacyclo<33.3.1.14^18,37.2^5,8.2^9,12.2^24,27.2^28,31.2^43,46.2^47,50.1^16,2>-hexahexaconta-5,7,9,11,16,18,24,26,28,30,35,37,39,43,45,47,49,54,56,58,60,62,64,66-tetracosaen

5'-bromomethyl-5-{4-[tris-(4-tert-butyl-phenyl)-methyl]-phenoxymethyl}-[2,2']bipyridinyl

2-[5'-(2-aminomethyl-4-tert-butyl-phenoxymethyl)-[2,2']bipyridinyl-5-ylmethoxy]-5-tert-butyl-benzylamine

5,5'-bis(2-carbophenoxyethyl)-2,2'-bipyridine