ChemicalBook > CAS DataBase List > 5-bromo-2-tert-butylpyridine

5-bromo-2-tert-butylpyridine

Product Name
5-bromo-2-tert-butylpyridine
CAS No.
39919-58-9
Chemical Name
5-bromo-2-tert-butylpyridine
Synonyms
5-Bromo-2-(tert-butyl);5-bromo-2-tert-butylpyridine;3-Bromo-6-(tert-butyl)pyridine;5-BroMo-2-(1,1-diMethylethyl)pyridine;Pyridine, 5-bromo-2-(1,1-dimethylethyl)-
CBNumber
CB42484389
Molecular Formula
C9H12BrN
Formula Weight
214.1
MOL File
39919-58-9.mol
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5-bromo-2-tert-butylpyridine Property

storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
Appearance
Light yellow to yellow Liquid
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Safety

HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
B258198
Product name
5-bromo-2-tert-butylpyridine
Packaging
10mg
Price
$45
Updated
2021/12/16
TRC
Product number
B258198
Product name
5-bromo-2-tert-butylpyridine
Packaging
50mg
Price
$130
Updated
2021/12/16
TRC
Product number
B258198
Product name
5-bromo-2-tert-butylpyridine
Packaging
100mg
Price
$200
Updated
2021/12/16
AK Scientific
Product number
X6374
Product name
3-Bromo-6-(tert-butyl)pyridine
Packaging
250mg
Price
$276
Updated
2021/12/16
AK Scientific
Product number
X6374
Product name
3-Bromo-6-(tert-butyl)pyridine
Packaging
1g
Price
$591
Updated
2021/12/16
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5-bromo-2-tert-butylpyridine Chemical Properties,Usage,Production

Synthesis

223463-13-6

39919-58-9

Synthesis of 5-bromo-2-tert-butylpyridine: To a suspension of copper cyanide (1.79 g, 20 mmol) in THF (40 mL), which had been dried under reduced pressure for 4 h, a tert-butylmagnesium chloride solution (40 mL, 40 mmol) in 1.0 M THF was added dropwise slowly over a period of 30 min at -78 °C. The reaction mixture was then stirred for 1 h. After the reaction was completed, the reaction was continued with stirring for 1 h. The reaction mixture was then stirred for 1 h at -78 °C. After the dropwise addition, the reaction mixture was continued to be stirred at -78 °C for 1 hour. Subsequently, 5-bromo-2-iodopyridine (2.83 g, 10 mmol) was added at the same temperature and stirred at -78 °C for 1 h. After that, the reaction mixture was warmed up to room temperature and stirred for 16 h. The reaction was completed with the addition of 25% M THF. Upon completion of the reaction, the reaction was quenched with 25% ammonia solution (40 mL), the resulting precipitate was removed by filtration and the precipitate was washed with EtOAc. The filtrate and washings were combined and concentrated under vacuum. The concentrated product was purified by silica gel column chromatography using hexane/EtOAc (20:1) as eluent to afford the target compound 5-bromo-2-tert-butylpyridine (1.07 g, 50% yield) as a colorless oil.1H NMR (300 MHz, CDCl3) δ 1.35 (9H, s), 7.24 (1H, d, J = 8.1 Hz), 7.72 (1H, d, J = 8.1 Hz) 7.72 (1H, dd, J = 2.2, 8.1 Hz), 8.61-8.62 (1H, m).

References

[1] Patent: US2006/211741, 2006, A1. Location in patent: Page/Page column 61

5-bromo-2-tert-butylpyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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39919-58-9, 5-bromo-2-tert-butylpyridineRelated Search:


  • 5-bromo-2-tert-butylpyridine
  • 5-BroMo-2-(1,1-diMethylethyl)pyridine
  • 5-Bromo-2-(tert-butyl)
  • 3-Bromo-6-(tert-butyl)pyridine
  • Pyridine, 5-bromo-2-(1,1-dimethylethyl)-
  • 39919-58-9