6-(Hydroxymethyl)pyridine-2-carboxaldehyde Chemical Properties

Melting point:

73-74 °C

Boiling point:

113-115 °C(Press: 0.5 Torr)

Density 

1.268±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

solid

pka

13.05±0.10(Predicted)

color 

Pale yellow

Safety Information

Hazard Codes 

Xi

HS Code 

2933399990

6-(Hydroxymethyl)pyridine-2-carboxaldehyde Usage And Synthesis

Synthesis

GENERAL STEPS: The reaction was carried out in the presence of a base using complex 1 as a catalyst. This was done as follows: in a round-bottomed flask, 1 mmol of 2,6-pyridinedimethanol, 0.005 mmol of catalyst (3.6 mg) and 0.010 mmol of tBuOK (1.1 mg) were dissolved in 10 mL of toluene. The reaction mixture was placed in an aerobic environment and stirred continuously at 50 °C for 6 hours. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure using a rotary evaporator. The resulting crude product was purified by preparative silica gel GF-254 thin layer chromatography (TLC) with the eluent being a solvent mixture of ethyl acetate: hexane (1:10). The structure of the final product, 6-(hydroxymethyl)pyridinecarboxaldehyde, was confirmed by NMR spectroscopy (for the relevant spectra, see Figures S4-S32).

References

[1] Advanced Synthesis and Catalysis, 2011, vol. 353, # 16, p. 3023 - 3030
[2] Organic Letters, 2004, vol. 6, # 17, p. 2865 - 2868
[3] Synthesis, 2005, # 2, p. 223 - 232
[4] Organic and Biomolecular Chemistry, 2007, vol. 5, # 15, p. 2441 - 2447
[5] New Journal of Chemistry, 2009, vol. 33, # 2, p. 271 - 292

6-(Hydroxymethyl)pyridine-2-carboxaldehyde(39621-11-9)Related Product Information

• THIOSTREPTON
• Diethyl 2,6-pyridinedicarboxylate
• Pirenoxine
• Dimethyl 2,6-Pyridinedicarboxylate
• 2,6-Pyridinedicarboxylic acid monomethyl ester
• Chelidamic acid
• Pyridine-2,6-dicarboxylic acid
• Pyrroloquinoline quinone
• Ethyl2,6-PyridinedicarboxylateMono
• thiopeptin B
• 5,8-DIHYDRO-4,6-DIHYDROXY-5,8-DIOXO-2-QUINOLINECARBOXYLIC ACID
• Pyridine-2,4,6-tricarboxylic acid
• Dimethyl 4-methoxy-2,6-Pyridinedicarboxylate
• Pyrroloquinoline quinone disodium salt
• DIETHYL 4-CHLORO-2,6-PYRIDINEDICARBOXYLATE
• SALOR-INT L160334-1EA
• DIBUTYL 2,6-PYRIDINEDICARBOXYLATE, 99
• AKOS 220-61