4-Bromo-2,2''-bipyridine

Base Information

• Chemical Name: 4-Bromo-2,2''-bipyridine
• CAS No.: 14162-95-9
• Molecular Formula: C10H7BrN2
• Molecular Weight: 235.083
• Hs Code.: 2933399090
• European Community (EC) Number: 835-805-3
• DSSTox Substance ID: DTXSID10477320
• Nikkaji Number: J932.831I
• Wikidata: Q72452012
• Mol file: 14162-95-9.mol

Synonyms:4-Bromo-2,2'-bipyridine;4-Bromo-2,2'-bipyridyl;

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

Chemical Property:

• Melting Point: 52 °C
• Boiling Point: 325.163 °C at 760 mmHg
• PKA: 3.70±0.22(Predicted)
• Flash Point: 150.454 °C
• PSA: 25.78000
• Density: 1.494 g/cm³
• LogP: 2.90610
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 233.97926
• Heavy Atom Count: 13
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

4-bromo-2,2''-bipyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=NC=CC(=C2)Br
• Uses: 4-bromo-2,2'-bipyridine is a useful research chemical.

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

There total 11 articles about 4-Bromo-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: 99.0%

4-bromo-2,2’-bipyridine N-oxide (14163-03-2) → 4-bromo-2,2'-bipyridyl (14162-95-9)

Guidance literature:

With phosphorus tribromide; In chloroform; at 0 - 60 ℃; for 2h; Inert atmosphere;

Reference yield: 80.3%

4-nitro-2,2'-bipyridine N-oxide (14163-00-9) → 4-bromo-2,2'-bipyridyl (14162-95-9) + 4-bromo-2,2’-bipyridine N-oxide (14163-03-2)

Guidance literature:

With Acetyl bromide; acetic acid; for 4h; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2013.07.150

Reference yield: 75.0%

4-nitro-2,2'-bipyridine N-oxide (14163-00-9) → 4-bromo-2,2'-bipyridyl (14162-95-9)

Guidance literature:

With Acetyl bromide; phosphorus tribromide; acetic acid; In chloroform;

DOI:10.1021/ic300227j

upstream raw materials:

4-bromo-2,2’-bipyridine N-oxide

4-nitro-2,2'-bipyridine N-oxide

3-(pyridin-2-yl)-1,2,4-triazine

tributylethynyltin

Downstream raw materials:

C₁₀H₇N₂C₂C₆H₄C(C₆H₄CO₂CH₃)3

4-(phenylethynyl)-2,2’-bipyridine

C₁₀H₇N₂C₂C₆H₄(CH₂)6C₄(C₆H₄CO₂CH₃)3

4-(4-aminophenyl)-2,2'-bipyridine

Refernces

• 1、 Zibaseresht, Ramin. "Synthesis and characterization of a new ditopic bipyridine-terpyridine bridging ligand using a Suzuki cross-coupling reaction". . p. 277 - 287. Retrieved 2019.
• 2、 Bair, Joseph S.,Harrison, Roger G.. "Synthesis and optical properties of bifunctional thiophene molecules coordinated to ruthenium". . p. 6653 - 6661. Retrieved 2007.
• 3、 Heintz, Katharina,Imhof, Wolfgang,G?rls, Helmar. "Microwave assisted synthesis of 3-(2,2′-bipyridine-4-yl)-2-propenoic acid ethyl ester". . p. 991 - 998. Retrieved 2017.
• 4、 Mizuno, Toshihisa,Takeuchi, Masayuki,Hamachi, Itaru,Nakashima, Kazuaki,Shinkai, Seiji. "A boronic acid-diol interaction is useful for chiroselective transcription of the sugar structure to the Δ- Versus Λ-[CoIII(bpy)3]3+ ratio". . p. 2281 - 2288. Retrieved 1998.
• 5、 Wang, Lei,Mirmohades, Mohammad,Brown, Allison,Duan, Lele,Li, Fusheng,Daniel, Quentin,Lomoth, Reiner,Sun, Licheng,Hammarstr?m, Leif. "Sensitizer-catalyst assemblies for water oxidation". . p. 2742 - 2751. Retrieved 2015.
• 6、 Han, Ye Ri,Kim, Jae Soon,Park, Woo-Jin,Lee, Chang-Hee,Cheon, Jinwoo,Jun, Chul-Ho. "Recyclable Transition Metal Catalysis using Bipyridine-Functionalized SBA-15 by Co-condensation of Methallylsilane with TEOS". supporting information. p. 197 - 201. Retrieved 2021/01/18.