2-(bromomethyl)-6-(trifluoromethyl)pyridine

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CAS:781637-62-5
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2-(bromomethyl)-6-(trifluoromethyl)pyridine Basic information
Product Name:2-(bromomethyl)-6-(trifluoromethyl)pyridine
Synonyms:2-(bromomethyl)-6-(trifluoromethyl)pyridine;Pyridine, 2-(bromomethyl)-6-(trifluoromethyl)-
CAS:781637-62-5
MF:C7H5BrF3N
MW:240.02
EINECS:
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Mol File:781637-62-5.mol
2-(bromomethyl)-6-(trifluoromethyl)pyridine Structure
2-(bromomethyl)-6-(trifluoromethyl)pyridine Chemical Properties
Boiling point 190.1±35.0 °C(Predicted)
density 1.647±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Store in freezer, under -20°C
pka-1.24±0.24(Predicted)
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
2-(bromomethyl)-6-(trifluoromethyl)pyridine Usage And Synthesis
Synthesis
CHEMPACIFIC 38183

1620-72-0

2-(bromomethyl)-6-(trifluoromethyl)pyridine

781637-62-5

General procedure for the synthesis of 2-(bromomethyl)-6-(trifluoromethyl)pyridine using 2-methyl-6-(trifluoromethyl)pyridine as starting material: 2-methyl-6-(trifluoromethyl)pyridine (100 mg, 0.620 mmol) was dissolved in carbon tetrachloride (CCl4, 3 mL), and N-bromosuccinimide (NBS, 110 mg, 0.620 mmol) and 1,1'-azobis(cyclohexanenitrile) (VAZO, 8 mg, 0.031 mmol). The reaction mixture was heated and stirred at 90 °C for 15 hours. After completion of the reaction, the reaction solution was filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by medium pressure liquid chromatography (MPLC, hexane/ethyl acetate = 5:1) to afford 2-(bromomethyl)-6-(trifluoromethyl)pyridine as a white solid (42.5 mg, 28.4% yield).1H NMR (300 MHz, CDCl3) δ 4.60 (2H, s), 7.61 (1H, d), 7.68 (1H, d) , 7.90 (1H, t).

References[1] Patent: WO2013/129879, 2013, A1. Location in patent: Page/Page column 50; 51
[2] Patent: US2015/166558, 2015, A1. Location in patent: Paragraph 0300; 0301; 0302
2-(bromomethyl)-6-(trifluoromethyl)pyridine Preparation Products And Raw materials
Raw materialsCHEMPACIFIC 38183-->N-Bromosuccinimide-->Carbon tetrachloride
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