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(5-TRIFLUOROMETHYL-PYRIDIN-2-YL) METHANOL

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(5-TRIFLUOROMETHYL-PYRIDIN-2-YL) METHANOL Basic information

Product Name:
(5-TRIFLUOROMETHYL-PYRIDIN-2-YL) METHANOL
Synonyms:
  • (5-TRIFLUOROMETHYL-PYRIDIN-2-YL) METHANOL
  • 2-(Hydroxymethyl)-5-(trifluoromethyl)pyridine
  • 5-(trifluoromethyl)-2-Pyridinemethanol
  • [5-(Trifluoromethyl)-2-pyridinyl]methanol
  • 2-HydroxyMethyl-5-(TrifluorMethyl)-Pyridine
  • 2-Pyridinemethanol, 5-(trifluoromethyl)-
  • (5-TRIFLUOROMETHYL-PYRIDIN-2-YL) METHANOL ISO 9001:2015 REACH
CAS:
31181-84-7
MF:
C7H6F3NO
MW:
177.12
Mol File:
31181-84-7.mol
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(5-TRIFLUOROMETHYL-PYRIDIN-2-YL) METHANOL Chemical Properties

Boiling point:
215.5±35.0 °C(Predicted)
Density 
1.362±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
13.16±0.10(Predicted)
Appearance
Light yellow to yellow Liquid
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Safety Information

HazardClass 
IRRITANT
HS Code 
2933399990
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(5-TRIFLUOROMETHYL-PYRIDIN-2-YL) METHANOL Usage And Synthesis

Synthesis

124236-37-9

31181-84-7

IV. General procedure for the synthesis of 5-trifluoromethylpyridine-2-methanol: To a solution of methyl 5-trifluoromethylpyridine-2-carboxylate (2 g, 9.75 mmol) in methanol (30 mL) was added sodium borohydride (738 mg, 19.5 mmol) in one batch at 0 °C. The reaction mixture was stirred at room temperature for 2 hours and then concentrated. The residue was diluted with water (30 mL), acidified with 1N hydrochloric acid to pH ~5, and extracted with ethyl acetate (3 x 50 mL). The organic phases were combined, dried over anhydrous sodium sulfate and concentrated, and finally purified by silica gel column chromatography to afford 5-trifluoromethylpyridine-2-methanol as a colorless oil (1.6 g, 93% yield).1H NMR (400 MHz, CDCl3) δppm: 8.82 (s, 1H), 7.90-7.92 (m, 1H), 7.40-7.42 (m, 1H ), 4.82-4.83 (m, 2H), 3.44-3.46 (m, 1H); ES-LCMS m/z 178 ([M+H]+).

References

[1] Patent: WO2013/166621, 2013, A1. Location in patent: Page/Page column 48
[2] Patent: CN106831840, 2017, A. Location in patent: Paragraph 0102; 0103; 0104
[3] Patent: US2009/124666, 2009, A1. Location in patent: Page/Page column 25-26

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