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(6-Chloro-2-pyridinyl)methanol

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(6-Chloro-2-pyridinyl)methanol Basic information
Product Name:(6-Chloro-2-pyridinyl)methanol
Synonyms:CHEMPACIFIC 38159;(6-CHLORO-PYRIDIN-2-YL)-METHANOL;(6-Chloro-2-pyridinyl)methanol;2-Chloro-6-(Hydroxymethyl)Pyridine;6-Chloro-2-pyridinemethanol;2-Chloropyridine-6-Methanol;2-Pyridinemethanol, 6-chloro-;(6-Chloro-2-pyridinyl)methanol ISO 9001:2015 REACH
CAS:33674-97-4
MF:C6H6ClNO
MW:143.57
EINECS:807-010-1
Product Categories:
Mol File:33674-97-4.mol
(6-Chloro-2-pyridinyl)methanol Structure
(6-Chloro-2-pyridinyl)methanol Chemical Properties
Boiling point 251.8±25.0 °C(Predicted)
density 1.324±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka13.12±0.10(Predicted)
form liquid
color Colourless
Safety Information
HazardClass IRRITANT
HS Code 2933399990
MSDS Information
(6-Chloro-2-pyridinyl)methanol Usage And Synthesis
Synthesis
6-CHLORO-2-PICOLINIC ACID METHYL ESTER

6636-55-1

(6-Chloro-2-pyridinyl)methanol

33674-97-4

General procedure for the synthesis of 2-chloro-6-hydroxymethylpyridine from methyl 6-chloropyridine-2-carboxylate: 6.7 g (39.0 mmol) of methyl 6-chloropyridine-2-carboxylate was dissolved in 90 mL of anhydrous tetrahydrofuran, which was subsequently cooled to -45 °C. A 40 mL solution of 1 M lithium aluminum hydride in tetrahydrofuran was added slowly and dropwise over 30 min. The reaction mixture was stirred at -45°C for 30 minutes and then slowly warmed to 0°C and continued stirring for 30 minutes. Subsequently, 15 mL of 1 N aqueous sodium hydroxide solution was slowly added dropwise to quench the reaction. Solid impurities were removed by diatomaceous earth filtration and the filtrate was concentrated to give 5.08 g (35.4 mmol, 91% yield) of 2-chloro-6-hydroxymethylpyridine. The product was characterized by 1H NMR (CDCl3, ppm): δ 7.61 (1H, d), 7.30 (1H, t), 7.04 (1H, d), 3.72 (2H, s).FAB MS (m/z) = 144 [M + 1].

References[1] Patent: WO2007/58482, 2007, A1. Location in patent: Page/Page column 47-48
(6-Chloro-2-pyridinyl)methanol Preparation Products And Raw materials
Raw materials2-Chloro-6-methylpyridine-->6-Chloro-2-picolinic acid methyl ester-->Lithium Aluminum Hydride-->Sodium hydroxide-->Tetrahydrofuran
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