4,4'-Dicyano-2,2'-bipyridine

Base Information

• Chemical Name: 4,4'-Dicyano-2,2'-bipyridine
• CAS No.: 67491-43-4
• Molecular Formula: C12H6N4
• Molecular Weight: 206.206
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00439972
• Nikkaji Number: J3.013.165G
• Wikidata: Q82256096
• Mol file: 67491-43-4.mol

Synonyms:67491-43-4;4,4'-DICYANO-2,2'-BIPYRIDINE;[2,2'-Bipyridine]-4,4'-dicarbonitrile;2-(4-cyanopyridin-2-yl)pyridine-4-carbonitrile;2,2'-Bipyridine-4,4'-dicarbonitrile;SCHEMBL9792784;YSCK0472;4,4'-Dicyano-2,2'-dipyridyl;DTXSID00439972;IUMFOUVCDJGKNS-UHFFFAOYSA-N;MFCD06637688;AKOS015951461;AS-46657;CS-0091246;FT-0600094;E10017;A867256;W-203495

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

Chemical Property:

• Melting Point: 220 °C
• Boiling Point: 391.2 °C at 760 mmHg
• PKA: 0.35±0.30(Predicted)
• Flash Point: 131.5 °C
• PSA: 73.36000
• Density: 1.32 g/cm³
• LogP: 1.88696
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO, Methanol (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 206.059246208
• Heavy Atom Count: 16
• Complexity: 299

Purity/Quality:

98%Min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1C#N)C2=NC=CC(=C2)C#N
• Uses: 4,4''-Dicyano-2,2''-bipyridine is a photosensitizers for solar fuel generation

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

There total 7 articles about 4,4'-Dicyano-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: 88.0%

2,2'-bipyridine-4,4'-bis(carboxamide) (100137-02-8) → 2,2’-bipyridine-4,4’-dicarbonitrile (67491-43-4)

Guidance literature:

With trichlorophosphate; for 61h; ultrasonication;

DOI:10.1016/0022-328X(88)89021-1

Reference yield: 63.0%

sodium cyanide (773837-37-9) + 4,4'-dibromo-2,2'-bipyridine (18511-71-2) → 2,2’-bipyridine-4,4’-dicarbonitrile (67491-43-4)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; 1,5-bis-(diphenylphosphino)pentane; palladium diacetate; In 1,3,5-trimethyl-benzene; for 12h; Inert atmosphere; Reflux;

DOI:10.1021/jo102191n

Reference yield: 20.0%

pyridine-4-carbonitrile (100-48-1) → 2,2’-bipyridine-4,4’-dicarbonitrile (67491-43-4)

Guidance literature:

With palladium 10% on activated carbon; for 24h; Inert atmosphere; Reflux;

DOI:10.1002/ejic.200701304

upstream raw materials:

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

picoline

4,4'-dimethyl-2,2'-bipyridines

2,2'-Bipyridine-4,4'-dicarboxylic acid

Refernces

• 1、 Duong, Adam,Maris, Thierry,Lebel, Olivier,Wuest, James D.. "Syntheses and structures of isomeric diaminotriazinyl-substituted 2,2′-bipyridines and 1,10-phenanthrolines". . p. 1333 - 1341. Retrieved 2011.
• 2、 -. "MANUFACTURING METHOD OF BIPYRIDYL COMPOUND". Paragraph 0083; 0090; 0091. . Retrieved 2017/09/16.