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
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
Safety
- HS Code
- 2933399990
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..…
N-Bromosuccinimide Price
- Product number
- D4541
- Product name
- 6,6'-Dicyano-2,2'-bipyridyl
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $260
- Updated
- 2025/07/31
- Product number
- B592013
- Product name
- 2,2''-Bipyridine-6,6''-dicarbonitrile
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- FD60888
- Product name
- 6,6'-Dicyano-2,2'-bipyridyl
- Packaging
- 2g
- Price
- $253
- Updated
- 2021/12/16
- 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
- Product number
- FD60888
- Product name
- 6,6'-Dicyano-2,2'-bipyridyl
- Packaging
- 500mg
- Price
- $86
- Updated
- 2021/12/16
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
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Raw materials
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View Lastest Price from 6,6'-DICYANO-2,2'-BIPYRIDINE manufacturers
- 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
- 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