ChemicalBook > CAS DataBase List > 6,6'-DICYANO-2,2'-BIPYRIDINE

6,6'-DICYANO-2,2'-BIPYRIDINE

Product Name
6,6'-DICYANO-2,2'-BIPYRIDINE
CAS No.
4411-83-0
Chemical Name
6,6'-DICYANO-2,2'-BIPYRIDINE
Synonyms
1-Bromo-5-hexyldecane;6,6'-Dicyano-2,2'-bipyridyl;6,6'-DICYANO-2,2'-BIPYRIDINE;6,6''-Dicyano-2,2''-bipyridyl;6,6'-Dicyano-2,2'-bipyridyl >6,6'-dicyano-2,2'-bipyridine 97%;2,2'-bipyridine-6,6'-dicarbonitrile;2,2'-bipyridine]-6,6'-dicarbonitrile;1,10-phenanthroline-10-carboxylicacid;6-(6-cyanopyridin-2-yl)pyridine-2-carbonitrile
CBNumber
CB92446386
Molecular Formula
C12H6N4
Formula Weight
206.2
MOL File
4411-83-0.mol
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6,6'-DICYANO-2,2'-BIPYRIDINE Property

Melting point:
257.0 to 261.0 °C
Boiling point:
436.0±45.0 °C(Predicted)
Density 
1.32±0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
form 
powder to crystal
pka
-1.80±0.22(Predicted)
color 
White to Almost white
λmax
297nm(EtOH)(lit.)
InChI
InChI=1S/C12H6N4/c13-7-9-3-1-5-11(15-9)12-6-2-4-10(8-14)16-12/h1-6H
InChIKey
KTYGOEZHIBSNMW-UHFFFAOYSA-N
SMILES
C1(C2=NC(C#N)=CC=C2)=NC(C#N)=CC=C1
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Safety

HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
D4541
Product name
6,6'-Dicyano-2,2'-bipyridyl
Purity
>98.0%(GC)
Packaging
1g
Price
$260
Updated
2025/07/31
TRC
Product number
B592013
Product name
2,2''-Bipyridine-6,6''-dicarbonitrile
Packaging
50mg
Price
$60
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD60888
Product name
6,6'-Dicyano-2,2'-bipyridyl
Packaging
2g
Price
$253
Updated
2021/12/16
Chem-Impex
Product number
31827
Product name
6,6'-Dicyano-2,2'-bipyridyl,≥98%(GC)
Purity
≥98%(GC)
Packaging
1G
Price
$259.75
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD60888
Product name
6,6'-Dicyano-2,2'-bipyridyl
Packaging
500mg
Price
$86
Updated
2021/12/16
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6,6'-DICYANO-2,2'-BIPYRIDINE Chemical Properties,Usage,Production

Uses

6,6'-dicyano-2,2'-bipyridine is mainly used in organic synthesis and pharmaceutical research.

Synthesis

122918-25-6

4411-83-0

General procedure for the synthesis of 6,6'-dicyano-2,2'-bipyridine from 2-bromo-6-cyanopyridine: To a solution of DME (42.4 mg, 1.0 mmol, 2.0 eq.) containing NiCl2-complex (0.01 mmol, 0.02 eq.), Zr(cp)2Cl2 (7.3 mg, 0.025 mmol, 0.05 eq.), Mn powder (54.9 mg, 1.0 mmol 2.0 eq.) and LiCl (42.4 mg, 1.0 mmol, 2.0 eq.) were added to a solution of 2-bromo-6-cyanopyridine (0.5 mmol) in DME (1.0 mL). The reaction mixture was stirred at room temperature until the reaction was complete (monitored by TLC). For bipyridine synthesis, after completion of the reaction, the reaction was quenched with water and NH4OH (27% w/w, 0.6 mL), stirred for 10 min, and then extracted with CH2Cl2 (10 mL x 3). The organic phase was washed with brine (15 mL), dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by rapid chromatography on silica gel to afford the target product 6,6'-dicyano-2,2'-bipyridine. For the reaction of the alkenyl halide substrate, the reaction was carried out on a 0.2 mmol scale (0.5 M concentration) with the addition of toluene (42 μL, 0.4 mmol, 2.0 eq.) as an internal standard. Upon completion of the reaction, a small portion of the reaction mixture (50 μL) was taken through a silica gel pad, eluted with CDCl3 (1 mL), and the yield was estimated by 1H NMR (600 MHz, CDCl3).

References

[1] Journal of Organic Chemistry, 2014, vol. 79, # 2, p. 777 - 782
[2] Tetrahedron Letters, 2011, vol. 52, # 17, p. 2172 - 2175

6,6'-DICYANO-2,2'-BIPYRIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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6,6'-DICYANO-2,2'-BIPYRIDINE Suppliers

Americas 1 China 87 Europe 1 India 3 Japan 1 United Kingdom 1 United States 5 Global 99
TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
Email
sales@tciamerica.com
Country
Americas
ProdList
23653
Advantage
75
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View Lastest Price from 6,6'-DICYANO-2,2'-BIPYRIDINE manufacturers

Shanghai UCHEM Inc.
Product
6,6'-Dicyano-2,2'-bipyridine 4411-83-0
Price
US $67.00-963.00/g
Min. Order
1g
Purity
0.98
Supply Ability
10kg
Release date
2023-11-27
Career Henan Chemical Co
Product
6,6'-DICYANO-2,2'-BIPYRIDINE 4411-83-0
Price
US $1.00/KG
Min. Order
1G
Purity
99%
Supply Ability
100kg
Release date
2018-08-12

4411-83-0, 6,6'-DICYANO-2,2'-BIPYRIDINERelated Search:

4-Cyanopyridine 2-Chloro-3-cyanopyridine 6,6'-BIS(CHLOROMETHYL)-2,2'-BIPYRIDINE 2,2'-BIPYRIDINE-6,6'-DIAMINE 5,5'-DIMETHYL-2,2'-DIPYRIDYL 5,5'-Bis(trifluoromethyl)-2,2'-bipyridine 6,6'-DIBROMO-2,2'-DIPYRIDYL 4,4'-Bis(chloromethyl)-2,2'-bipyridyl 6,6'-Dimethyl-2,2'-dipyridyl 6-METHYL-2,2'-BIPYRIDINE AKOS BBS-00002967 6,6'-DICYANO-4,4'-DIMETHYL-2,2'-BIPYRIDINE DIETHYL 6,6'-DICYANO-2,2'-BIPYRIDINE-4,4'-DICARBOXYLATE 6-Methylpyridine-2-carbonitrile 6,6'-DICYANO-2,2'-BIPYRIDINE

  • 6,6'-DICYANO-2,2'-BIPYRIDINE
  • 2,2'-bipyridine-6,6'-dicarbonitrile
  • 6,6'-dicyano-2,2'-bipyridine 97%
  • 6,6'-Dicyano-2,2'-bipyridyl
  • 6,6'-Dicyano-2,2'-bipyridyl &gt
  • 6-(6-cyanopyridin-2-yl)pyridine-2-carbonitrile
  • 1,10-phenanthroline-10-carboxylicacid
  • 1-Bromo-5-hexyldecane
  • 2,2'-bipyridine]-6,6'-dicarbonitrile
  • 6,6''-Dicyano-2,2''-bipyridyl
  • 4411-83-0