ChemicalBook--->CAS DataBase List--->16744-81-3

16744-81-3

16744-81-3 Structure

16744-81-3 Structure
IdentificationBack Directory
[Name]

4-METHOXYPICOLINALDEHYDE
[CAS]

16744-81-3
[Synonyms]

4-METHOXYPICOLINALDEHYDE
4-Methoxy-2-forMylpyridine
4-Methoxypyridine-2-carbaldehyde
4-Methoxy-2-pyridinecarbaldehyde
4-Methoxy-2-Pyridinecarboxaldehyde
4-Methoxypyridine-2-carboxaldehyde
2-Pyridinecarboxaldehyde,4-methoxy-
2-Formyl-4-methoxypyridine, 4-Methoxypicolinaldehyde
[EINECS(EC#)]

200-258-5
[Molecular Formula]

C7H7NO2
[MDL Number]

MFCD08234865
[MOL File]

16744-81-3.mol
[Molecular Weight]

137.14
Chemical PropertiesBack Directory
[Melting point ]

28-30℃
[Boiling point ]

125-130℃ (25 Torr)
[density ]

1.159±0.06 g/cm3(Predicted)
[storage temp. ]

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

4.47±0.10(Predicted)
[Appearance]

White to yellow Solid-liquid mixture
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319-H335
[Precautionary statements ]

P280-P271
[RIDADR ]

UN2811
[HS Code ]

2933399990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2-Pyridinemethanol, 4-(acetyloxy)-, 2-acetate-->(4-Chloro-pyridin-2-yl)-methanol-->2-Methyl-4-methoxypyridine-N-oxide-->CHEMPACIFIC 38139-->Acetic acid 4-methoxy-pyridin-2-ylmethyl ester-->(4-Methoxy-pyridin-2-yl)-methanol-->4-Methoxy-pyridine-2-carboxylic acid methyl ester-->2-Picoline-N-oxide-->Methyl 4-chloropicolinate
Spectrum DetailBack Directory
[Spectrum Detail]

4-METHOXYPICOLINALDEHYDE(16744-81-3)1HNMR
4-METHOXYPICOLINALDEHYDE(16744-81-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

(4-METHOXY-PYRIDIN-2-YL)-METHANOL

16665-38-6

4-METHOXYPICOLINALDEHYDE

16744-81-3

The general procedure for the synthesis of 4-methoxypyridin-2-aldehyde from (4-methoxypyridin-2-yl)methanol was as follows: - Manganese(IV) oxide (2.412 mL, 139.42 mmol, 4 eq.) was added batchwise to a solution of (4-methoxypyridin-2-yl)methanol (4.85 g, 34.85 mmol, 1 eq.) in ethyl acetate (150 mL). - The reaction mixture was stirred at 80 °C for 2 hours. - Upon completion of the reaction, the hot reaction mixture was filtered through diatomaceous earth. - The filtrate was evaporated to dryness to afford the target product 4-methoxypyridine-2-aldehyde (3.01 g, 21.93 mmol, 62.9% yield). 1H NMR (400.132 MHz, DMSO) δ 3.93 (3H, s), 7.27 (1H, m), 7.44 (1H, d), 8.63 (1H, d), 9.96 (1H, s).

[References]

[1] Patent: WO2009/56886, 2009, A1. Location in patent: Page/Page column 54
[2] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
[3] Inorganic Chemistry, 2013, vol. 52, # 11, p. 6481 - 6501
[4] Bulletin of the Chemical Society of Japan, 2015, vol. 88, # 6, p. 784 - 791
[5] Yakugaku Zasshi, 1957, vol. 77, p. 11,13
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