2-Bromo-3-cyanopyridine
- Product Name
- 2-Bromo-3-cyanopyridine
- CAS No.
- 20577-26-8
- Chemical Name
- 2-Bromo-3-cyanopyridine
- Synonyms
- 2-Bromo-3-cyanopyridine;2-BROMOPYRIDINE-3-CARBONITRILE;IFLAB-BB F1957-0002;2-BroMo-nicotionitrile;2-broMo-3-cyanopyridin;2-BROMO-NICOTINONITRILE;2-Bromonicotinonitrile 98%;2-Bromo-3-cyanopyridine,98%;2-Bromo-3-pyridinecarbonitrile;3-Pyridinecarbonitrile,2-broMo-
- CBNumber
- CB6137362
- Molecular Formula
- C6H3BrN2
- Formula Weight
- 183.01
- MOL File
- 20577-26-8.mol
2-Bromo-3-cyanopyridine Property
- Melting point:
- 105 °C
- Boiling point:
- 296.9±25.0 °C(Predicted)
- Density
- 1.72±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- Solid
- pka
- -2.66±0.10(Predicted)
- Appearance
- White to light yellow Solid
Safety
- HazardClass
- 6.1
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H312Harmful in contact with skin
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- B682828
- Product name
- 2-Bromo-3-cyanopyridine
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 3H37-9-Z8
- Product name
- 2-Bromonicotinonitrile
- Packaging
- 1g
- Price
- $90
- Updated
- 2021/12/16
- Product number
- 072104
- Product name
- 2-Bromo-3-cyanopyridine
- Purity
- 95+%
- Packaging
- 5g
- Price
- $99
- Updated
- 2021/12/16
- Product number
- FB12363
- Product name
- 2-Bromo-3-cyanopyridine
- Packaging
- 2g
- Price
- $630
- Updated
- 2021/12/16
- Product number
- 072104
- Product name
- 2-Bromo-3-cyanopyridine
- Purity
- 95+%
- Packaging
- 25g
- Price
- $358
- Updated
- 2021/12/16
2-Bromo-3-cyanopyridine Chemical Properties,Usage,Production
Synthesis
20577-27-9
20577-26-8
General procedure for the synthesis of 2-bromo-3-cyanopyridine from 2-oxo-1,2-dihydropyridine-3-carbonitrile: First, 2-chloro-3-cyanopyridine (3.68 mg, 26 mmol) was refluxed in acetic acid (100 mL) for 12 hours. After completion of the reaction, the evaporated residue was dissolved in a solvent mixture of tetrahydrofuran (80 mL) and water (20 mL) and refluxed for 4 hours. Evaporation of the solvent gave 3-cyanopyridin-2-one (3.12 g, quantitative yield) as white crystals with a melting point of 110-114 °C (literature value 13174-175 °C). Its nuclear magnetic resonance hydrogen spectrum (1H NMR) showed δ 6.47 (1H, t, J = 6.6 Hz, 5-H), 7.91 (1H, dd, J = 6.5, 2.1 Hz, 4-H), 8.14 (1H, dd, J = 7.0, 2.1 Hz, 6-H), and 11.48 (1H, s, 1-H); and nuclear magnetic resonance carbon spectrum (13C NMR) showed δ 105.80 (3-C), 124.05 (5-C), 141.87 (CN), 144.50 (6-H), 150.02 (4-C), 154.20 (2-C); mass spectrum (MS) m/z 143.0214 (M + Na)+ (calculated value C6H4N2NaO 143.0222). Next, tetrabutylammonium bromide (Bu4NBr, 8.55 g, 26 mmol) and phosphorus pentoxide (P2O5, 3.67 g, 26 mmol) were heated in toluene (250 mL) at 80 °C for 30 min. Then 3-cyanopyridin-2-one (1.59 g, 13 mmol) prepared above was added and the mixture was refluxed for 12 hours. After completion of the reaction, the mixture was cooled, poured into cold water and extracted twice with ethyl acetate. The organic layers were combined, dried and the solvent was evaporated to give 2-bromo-3-cyanopyridine (2.24 g, 94% yield) as white crystals with a melting point of 114-118 °C (literature values 14 °C, 105 °C). Infrared spectra (IR) showed νmax 2236, 1574, 1550, 1472 cm-1 ; nuclear magnetic resonance hydrogen spectra (1H NMR, CDCl3) showed δ 7.42 (1H, dd, J = 7.7, 4.8 Hz, 5-H), 8.01 (1H, dd, J = 7.8, 2.0 Hz, 4-H), 8.57 (1H, dd, J = 4.9, 2.0 Hz, 6-H); nuclear magnetic resonance carbon spectrum (13C NMR) showed δ 114.27 (3-C), 115.63 (CN), 122.37 (5-C), 142.53 (4-C), 143.84 (2-C), 152.92 (6-C).
References
[1] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 13, p. 3013 - 3032
2-Bromo-3-cyanopyridine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Bromo-3-cyanopyridine manufacturers
- Product
- 2-BROMO-NICOTINONITRILE 20577-26-8
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.0% min
- Supply Ability
- 100 tons min
- Release date
- 2021-05-25
- Product
- 2-BROMO-NICOTINONITRILE 20577-26-8
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2019-07-04