2-Bromo-4-bromomethyl-pyridine

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2-Bromo-4-bromomethyl-pyridine Basic information
Product Name:2-Bromo-4-bromomethyl-pyridine
Synonyms:2-Bromo-4-bromomethyl-pyridine;2-Bromo-4-(bromomethyl);Pyridine, 2-bromo-4-(bromomethyl)-
CAS:83004-14-2
MF:C6H5Br2N
MW:250.92
EINECS:
Product Categories:
Mol File:83004-14-2.mol
2-Bromo-4-bromomethyl-pyridine Structure
2-Bromo-4-bromomethyl-pyridine Chemical Properties
Boiling point 298.8±25.0 °C(Predicted)
density 1.955
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka0.38±0.10(Predicted)
Safety Information
MSDS Information
2-Bromo-4-bromomethyl-pyridine Usage And Synthesis
Synthesis
2-Bromopyridine-4-methanol

118289-16-0

2-Bromo-4-bromomethyl-pyridine

83004-14-2

General procedure for the synthesis of 2-bromo-4-(bromomethyl)pyridine from 2-bromo-4-pyridinemethanol: Phosphorus tribromide (13.4 mL, 143.62 mmol) was added slowly and dropwise to a solution of 2-bromo-4-pyridinemethanol (18 g, 95.74 mmol) in toluene (180 mL) under the protection of 0 °C and an inert atmosphere. The reaction mixture was warmed to 100 °C and maintained for 30 min. Upon completion of the reaction, the system was cooled to 0 °C and the reaction was quenched by the addition of saturated NaHCO3 solution, followed by extraction with ethyl acetate (2 x 500 mL). The organic phases were combined, dried with anhydrous Na2SO4 and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography using 15% ethyl acetate/hexane mixed solvent as eluent to afford the target product 2-bromo-4-(bromomethyl)pyridine (12.0 g, 50% yield). The product was characterized by 1H NMR (CDCl3, 400 MHz): δ 8.35 (d, J = 4.8 Hz, 1H), 7.51 (s, 1H), 7.26 (d, J = 6.0 Hz, 1H), 4.34 (s, 2H). Mass spectrometry (MS) analysis showed a molecular ion peak [M + H]+ of 251.80.

References[1] Patent: US2013/252938, 2013, A1. Location in patent: Paragraph 0507
2-Bromo-4-bromomethyl-pyridine Preparation Products And Raw materials
Raw materials2-Bromopyridine-4-methanol-->Toluene-->Phosphorus tribromide
Preparation Products2-Bromo-4-methylpyridine
Tag:2-Bromo-4-bromomethyl-pyridine(83004-14-2) Related Product Information
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