2-Bromopyridine

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2-Bromopyridine
2-Brpyridine.png
Names
Preferred IUPAC name
2-Bromopyridine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
EC Number 203-641-6
UNII
Properties
C5H4NBr
Molar mass 158.00
Appearance colorless liquid
Boiling point 194.8 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

2-Bromopyridine is an organic compound with the formula BrC5H4N. It is a colorless liquid that is used as an intermediate in organic synthesis, it can be prepared from 2-aminopyridine via diazotization followed by bromination.[1] It reacts with butyllithium to give 2-lithiopyridine, a versatile reagent.[2] Pyrithione can be prepared in a two-step synthesis from 2-bromopyridine by oxidation to the N-oxide with a suitable peracid followed by substitution using either sodium dithionite or sodium sulfide with sodium hydroxide to introduce the thiol functional group.[3]

References[edit]

  1. ^ Allen, C. F. H.; Thirtle, John R. "2-Bromopyridine" Organic Syntheses 1946, volume 26, pp. 16-18. doi:10.15227/orgsyn.026.0016
  2. ^ Satinder V. Kessar, Paramjit Singh, Dmitry Zuev, Zhenlei Song, Ya Wu "2-Lithiopyridine" e-EROS Encyclopedia of Reagents for Organic Synthesis, 2015. doi:10.1002/047084289X.rl025.pub3
  3. ^ Knight, David W.; Hartung, Jens (15 September 2006). "1-Hydroxypyridine-2(1H)-thione". Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons. doi:10.1002/047084289X.rh067.pub2.