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5-Methylpyridine-3-carboxaldehyde

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5-Methylpyridine-3-carboxaldehyde Basic information

Product Name:
5-Methylpyridine-3-carboxaldehyde
Synonyms:
  • 5-METHYLNICOTINALDEHYDE
  • 5-Methylpyridine-3-carboxaldehyde
  • 3-Pyridinecarboxaldehyde,5-methyl-(9CI)
  • 5-Methylpyridin-3-carbaldehyde
  • 5-Methylpyridine-3-carbaldehyde
  • Nicotinaldehyde, 5-methyl-
  • 3-Pyridinecarboxaldehyde,5-methyl-
  • 5-Methylpyridine-3-carboxyaldehyde
CAS:
100910-66-5
MF:
C7H7NO
MW:
121.14
Product Categories:
  • Pyridines
  • PYRIDINE
Mol File:
100910-66-5.mol
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5-Methylpyridine-3-carboxaldehyde Chemical Properties

Melting point:
37 °C
Boiling point:
68 °C(Press: 0.5 Torr)
Density 
1.095±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
solid
pka
3.72±0.20(Predicted)
Appearance
White to yellow Solid
InChI
1S/C7H7NO/c1-6-2-7(5-9)4-8-3-6/h2-5H,1H3
InChIKey
BCSGDXYJDSJMFA-UHFFFAOYSA-N
SMILES
Cc1cncc(C=O)c1
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
WGK 3
HS Code 
2933399990
Storage Class
11 - Combustible Solids
Hazard Classifications
Acute Tox. 4 Oral
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5-Methylpyridine-3-carboxaldehyde Usage And Synthesis

Synthesis

102074-19-1

100910-66-5

Step 2. Synthesis of 5-methyl-3-pyridinecarboxaldehyde. A mixture of 5-methyl-3-pyridinemethanol (106 mg, 0.86 mmol) with activated MnO2 (376 mg) in dichloromethane (10 mL) was reacted at room temperature with stirring overnight. Upon completion of the reaction, the MnO2 black solid was removed by filtration. The filtrate was concentrated under reduced pressure to afford 5-methylpyridine-3-carbaldehyde as a colorless oil (100 mg, 85% yield). The product was characterized by 1H NMR (CDCl3): δ 10.10 (s, 1H), 8.89 (s, 1H), 8.68 (s, 1H), 7.98 (s, 1H), 2.45 (s, 3H).

References

[1] Patent: EP1230232, 2004, B1. Location in patent: Page 40
[2] Journal of Medicinal Chemistry, 2004, vol. 47, # 25, p. 6299 - 6310
[3] Journal of Organic Chemistry, 1988, vol. 53, # 15, p. 3513 - 3521
[4] Patent: WO2016/185423, 2016, A1. Location in patent: Page/Page column 74

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