Identification | Back Directory | [Name]
(6-Chloro-2-pyridinyl)methanol | [CAS]
33674-97-4 | [Synonyms]
CHEMPACIFIC 38159 2-CHLORO-6-PICOLYL ALCOHOL 6-Chloro-2-pyridinemethanol 2-Chloropyridine-6-Methanol 2-Pyridinemethanol, 6-chloro- (6-Chloro-2-pyridinyl)methanol (6-CHLORO-PYRIDIN-2-YL)-METHANOL 2-Hydroxymethyl-6-chloro-pyridine 2-Chloro-6-(Hydroxymethyl)Pyridine (6-Chloro-2-pyridinyl)methanol ISO 9001:2015 REACH | [EINECS(EC#)]
807-010-1 | [Molecular Formula]
C6H6ClNO | [MDL Number]
MFCD07774110 | [MOL File]
33674-97-4.mol | [Molecular Weight]
143.57 |
Chemical Properties | Back Directory | [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 | [form ]
liquid | [pka]
13.12±0.10(Predicted) | [color ]
Colourless |
Hazard Information | Back Directory | [Synthesis]
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 |
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