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6-HYDROXYMETHYL-PYRIDINE-2-CARBOXYLIC ACID

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6-HYDROXYMETHYL-PYRIDINE-2-CARBOXYLIC ACID Basic information

Product Name:
6-HYDROXYMETHYL-PYRIDINE-2-CARBOXYLIC ACID
Synonyms:
  • 6-HYDROXYMETHYL-PYRIDINE-2-CARBOXYLIC ACID
  • 2-Carboxy-6-(hydroxymethyl)pyridine, 6-(Hydroxymethyl)picolinic acid
  • 6-(hydroxymethyl)picolinic acid
  • 6-(Hydroxymethyl)pyridine-2-carboxylic acid 95+%
  • 2-Pyridinecarboxylic acid, 6-(hydroxymethyl)-
  • 6-(Hydroxymethyl)picolinicaci
CAS:
1197-10-0
MF:
C7H7NO3
MW:
153.14
EINECS:
200-258-5
Product Categories:
  • Heterocycle-Pyridine series
  • Carboxylic Acids
  • Pyridines
  • Carboxylic Acids
Mol File:
1197-10-0.mol
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6-HYDROXYMETHYL-PYRIDINE-2-CARBOXYLIC ACID Chemical Properties

Melting point:
137 °C
Boiling point:
381.2±32.0 °C(Predicted)
Density 
1.404±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
0.96±0.50(Predicted)
Appearance
White to off-white Solid
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Safety Information

HazardClass 
IRRITANT
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6-HYDROXYMETHYL-PYRIDINE-2-CARBOXYLIC ACID Usage And Synthesis

Synthesis

41337-81-9

1197-10-0

General procedure for the synthesis of 6-carboxypyridine-2-methanol from ethyl 6-hydroxymethylpyridine-2-carboxylate: ethyl 6-hydroxymethylpyridine-2-carboxylate (200 mg, 1.1 mmol) was dissolved in methanol (1 mL). Subsequently, 2 N NaOH aqueous solution (1 mL) was added slowly and the reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, the reaction mixture was acidified to pH=3 with 2 N HCl. The solvent was removed by concentration under reduced pressure, and the residue was dissolved in methanol and filtered. The filtrate was concentrated under reduced pressure to give 6-carboxypyridine-2-methanol (150 mg, 89% yield, white solid).1H NMR (400 MHz, CD3OD) δ: 5.05 (s, 2H), 8.34 (d, J=8.0 Hz, 1H), 8.47 (d, J=8.0 Hz, 1H), 8.73 (d, J=8.0 Hz, 1H).

References

[1] Zeitschrift fuer Naturforschung, B: Chemical Sciences, 1994, vol. 49, # 8, p. 1127 - 1136
[2] Patent: WO2004/113281, 2004, A1. Location in patent: Page 57
[3] Journal of the American Chemical Society, 1982, vol. 104, # 8, p. 2251 - 2257

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