METHYL 6-FORMYLNICOTINATE Chemical Properties

Melting point:

115-116.7 °C

Boiling point:

273℃

Density 

1.249

Flash point:

119℃

storage temp. 

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

form 

solid

pka

1.68±0.10(Predicted)

color 

Yellow to brown

InChI

InChI=1S/C8H7NO3/c1-12-8(11)6-2-3-7(5-10)9-4-6/h2-5H,1H3

InChIKey

BZOWIADSJYMJJJ-UHFFFAOYSA-N

SMILES

C1=NC(C=O)=CC=C1C(OC)=O

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41

Safety Statements 

26-39-36

HazardClass 

IRRITANT

HS Code 

29333990

METHYL 6-FORMYLNICOTINATE Usage And Synthesis

Synthesis Reference(s)

Tetrahedron, 64, p. 688, 2008 DOI: 10.1016/j.tet.2007.11.030

Synthesis

General procedure for the synthesis of methyl 6-formylnicotinate from methyl 6-hydroxymethylnicotinate: a mixture of methyl 6-hydroxymethylnicotinate (7 g, 37 mmol) and manganese dioxide (32.3 g, 372 mmol) in dichloromethane (200 mL) was stirred and reacted for 4 hours at 20°C. After completion of the reaction, the mixture was filtered and the filtrate was concentrated. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 5/1) to afford methyl 6-formylnicotinate (6 g, 97% yield). Mass spectral data: MS-ESI (m/z): 166.2 ([M + H]+) (LC-MS method C; retention time: 0.36 min).

References

[1] Patent: WO2014/114185, 2014, A1. Location in patent: Page/Page column 126
[2] Patent: US2014/206681, 2014, A1. Location in patent: Paragraph 0782
[3] Molecules, 2014, vol. 19, # 1, p. 102 - 121
[4] Patent: CN104418811, 2017, B. Location in patent: Paragraph 0234-0236
[5] Tetrahedron Letters, 2006, vol. 47, # 39, p. 7025 - 7029

METHYL 6-FORMYLNICOTINATE(10165-86-3)Related Product Information

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