4,4'-Dibromo-2,2'-bipyridine

Base Information

• Chemical Name: 4,4'-Dibromo-2,2'-bipyridine
• CAS No.: 18511-71-2
• Molecular Formula: C10H6Br2N2
• Molecular Weight: 313.979
• Hs Code.: 29333990
• European Community (EC) Number: 679-872-5
• DSSTox Substance ID: DTXSID30574527
• Nikkaji Number: J974.445B
• Wikidata: Q72463934
• Mol file: 18511-71-2.mol

Synonyms:2,2'-Bipyridine,4,4'-dibromo-;4,4'-Dibromo-2,2'-dipyridine;

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

Chemical Property:

• Melting Point: 138.0 to 142.0 °C
• Boiling Point: 362.916 °C at 760 mmHg
• PKA: 2.59±0.18(Predicted)
• Flash Point: 173.286 °C
• PSA: 25.78000
• Density: 1.809 g/cm³
• LogP: 3.66860
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Toluene
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1Br)C2=NC=CC(=C2)Br
• Uses: 4,4''-Dibromo-2,2''-bipyridine is used as a reagent in the synthesis of benzodifuran based ruthenium dyes which show high efficiency of energy conversion when used in thin film dye sensitized solar cells.

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

There total 7 articles about 4,4'-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: 90.0%

4,4'-dibromo-2,2'-bipyridine N,N'-dioxide (84175-09-7) → 4,4'-dibromo-2,2'-bipyridine (18511-71-2)

Guidance literature:

With phosphorus tribromide; In acetonitrile; for 4h; Reflux;

DOI:10.1021/ic101909e

Reference yield: 70.0%

4,4'-dinitro-2,2'-bipyridyl-N,N'-dioxide (51595-55-2) → 4,4'-dibromo-2,2'-bipyridine (18511-71-2)

Guidance literature:

With Acetyl bromide; In acetic acid; at 130 ℃; for 10h;

DOI:10.3987/COM-07-11170

Reference yield: 22.0%

4,4'-dihydroxy-2,2'-dipyridine (90770-88-0) → 4,4'-dibromo-2,2'-bipyridine (18511-71-2)

Guidance literature:

With phosphorus tribromide; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.saa.2012.03.067

upstream raw materials:

4,4'-dibromo-2,2'-bipyridine N,N'-dioxide

[2,2]bipyridinyl

[2,2']bipyridinyl 1,1'-dioxide

4,4'-dinitro-2,2'-bipyridyl-N,N'-dioxide

Downstream raw materials:

4,4’-diethynyl-2,2’-bipyridine

4,4'-di(p-methylphenyl)-2,2'-bipyridine

tetraethyl 2,2′-bipyridine-4,4′-diyldiphosphonate

4,4'-bis(butoxycarbonyl)-2,2'-bipyridine

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