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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
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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
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Safety

HazardClass 
6.1
HS Code 
2933399990
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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.

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N-Bromosuccinimide Price

TRC
Product number
B682828
Product name
2-Bromo-3-cyanopyridine
Packaging
1g
Price
$75
Updated
2021/12/16
SynQuest Laboratories
Product number
3H37-9-Z8
Product name
2-Bromonicotinonitrile
Packaging
1g
Price
$90
Updated
2021/12/16
Matrix Scientific
Product number
072104
Product name
2-Bromo-3-cyanopyridine
Purity
95+%
Packaging
5g
Price
$99
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB12363
Product name
2-Bromo-3-cyanopyridine
Packaging
2g
Price
$630
Updated
2021/12/16
Matrix Scientific
Product number
072104
Product name
2-Bromo-3-cyanopyridine
Purity
95+%
Packaging
25g
Price
$358
Updated
2021/12/16
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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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2-Bromo-3-cyanopyridine Suppliers

Pure Chemistry Scientific Inc.
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View Lastest Price from 2-Bromo-3-cyanopyridine manufacturers

Shaanxi Dideu Medichem Co. Ltd
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
Career Henan Chemical Co
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

20577-26-8, 2-Bromo-3-cyanopyridineRelated Search:


  • 2-BROMOPYRIDINE-3-CARBONITRILE
  • 2-BROMO-NICOTINONITRILE
  • IFLAB-BB F1957-0002
  • 2-bromonicotinonitrile(SALTDATA: FREE)
  • 2-broMo-3-cyanopyridin
  • 3-Pyridinecarbonitrile,2-broMo-
  • 2-BroMo-nicotionitrile
  • 2-Bromo-3-pyridinecarbonitrile
  • 2-Bromopyridine-3-carbonitrile, 2-Bromo-3-cyanopyridine
  • 2-Bromonicotinonitrile 98%
  • 2-Bromo-3-cyanopyridine,98%
  • 2-BROMO-NICOTINONITRILE ISO 9001:2015 REACH
  • 2-Bromo-3-cyanopyridine
  • 20577-26-8
  • Heterocycle-Pyridine series
  • cyanide| alkyl bromide
  • pyridine