5,5'-Dibromo-2,2'-bipyridine

Base Information

• Chemical Name: 5,5'-Dibromo-2,2'-bipyridine
• CAS No.: 15862-18-7
• Molecular Formula: C10H6 Br2 N2
• Molecular Weight: 313.979
• Hs Code.: 29333990
• European Community (EC) Number: 805-821-5
• DSSTox Substance ID: DTXSID90447824
• Nikkaji Number: J974.446K
• Wikidata: Q72463937
• Mol file: 15862-18-7.mol

Synonyms:5,5'-dibromo-2,2'-bipyridine

Chemical Property of 5,5'-Dibromo-2,2'-bipyridine

Chemical Property:

• Melting Point: 225.0 to 229.0 °C
• Boiling Point: 357.7°Cat760mmHg
• PKA: 1.49±0.32(Predicted)
• Flash Point: 170.1°C
• PSA: 25.78000
• Density: 1.809g/cm³
• LogP: 3.66860
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 313.88772
• Heavy Atom Count: 14
• Complexity: 169

Purity/Quality:

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

5,5'-Dibromo-2,2'-bipyridyl >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1Br)C2=NC=C(C=C2)Br
• Uses: 5,5''-Dibromo-2,2''-bipyridine

Technology Process of 5,5'-Dibromo-2,2'-bipyridine

There total 26 articles about 5,5'-Dibromo-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: 86.0%

[2,2]bipyridinyl (366-18-7) → 5,5'-dibromo-2,2'-dipyridyl (15862-18-7)

Guidance literature:

With bromine; at 150 ℃; for 15h;

DOI:10.1016/j.reactfunctpolym.2016.07.017

Reference yield: 85.0%

2,2'-bipyridine dihydrochloride (65520-13-0) → 5,5'-dibromo-2,2'-dipyridyl (15862-18-7)

Guidance literature:

With bromine; for 72h; Heating; Autoclave;

DOI:10.1002/anie.201809493

Reference yield: 80.0%

2,5-dibromopyridine (624-28-2) → 5,5'-dibromo-2,2'-dipyridyl (15862-18-7)

Guidance literature:

With hexamethyldistannane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; for 65h; Heating;

DOI:10.1039/b202407c

upstream raw materials:

2,5-dibromopyridine

5,5'-(2,2'-bipyridine)diacid chloride

pentan-3-one

2,6-Dibromopyridine

Downstream raw materials:

2,2'bipyrid-4,4'-yldiphosphonic acid diethyl ester

1-(2,2'-bipyridin-5-ylethynyl)-4-(2,2'-bipyridin-5-ylethynyl-5-bromo)-2,5-didodecyloxybenzene

5,5'-bis[3-hexyloxymethyl-5-(trimethylsilanyl)phenyl]-2,2'-bipyridinyl

C₂₆H₂₄N₂

Refernces

• 1、 Pannwitz, Andrea,Wenger, Oliver S.. "Photoinduced Electron Transfer Coupled to Donor Deprotonation and Acceptor Protonation in a Molecular Triad Mimicking Photosystem II". . p. 13308 - 13311. Retrieved 2017.
• 2、 Broicher, Cornelia,Foit, Severin R.,Rose, Marcus,Hausoul, Peter J.C.,Palkovits, Regina. "A Bipyridine-Based Conjugated Microporous Polymer for the Ir-Catalyzed Dehydrogenation of Formic Acid". . p. 8413 - 8419. Retrieved 2017.
• 3、 Zdravkov,Khimich. "Bromination of 2,2'-bipyridile". . p. 1200 - 1202. Retrieved 2006.
• 4、 Xu, Chaojie,Guenet, Aurélie,Kyritsakas, Nathalie,Planeix, Jean-Marc,Hosseini, Mir Wais. "Molecular Tectonics: Design of Enantiopure Luminescent Heterometallic Ir(III)-Cd(II) Coordination Network". . p. 10429 - 10439. Retrieved 2015.
• 5、 Debruyne, Maarten,Everaert, Jonas,Heugebaert, Thomas S. A.,Stevens, Christian V.,Van Der Voort, Pascal,Van Hecke, Kristof,Van Speybroeck, Veronique,Vanden Bussche, Flore. "Synthesis of Nitrile-Functionalized Polydentate N-Heterocycles as Building Blocks for Covalent Triazine Frameworks". . . Retrieved 2021/10/21.
• 6、 Neumann, Svenja,Wenger, Oliver S.. "Fundamentally Different Distance Dependences of Electron-Transfer Rates for Low and High Driving Forces". supporting information. p. 855 - 860. Retrieved 2019/01/11.