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533068

Sigma-Aldrich

6-Methoxy-3-pyridinecarboxaldehyde

98%

Synonym(s):

6-Methoxy-3-nicotinaldehyde

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About This Item

Empirical Formula (Hill Notation):
C7H7NO2
CAS Number:
Molecular Weight:
137.14
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
EC Index Number:
627-354-4
NACRES:
NA.22

Quality Level

Assay

98%

mp

51-54 °C (lit.)

functional group

aldehyde

SMILES string

COc1ccc(C=O)cn1

InChI

1S/C7H7NO2/c1-10-7-3-2-6(5-9)4-8-7/h2-5H,1H3

InChI key

CTAIEPPAOULMFY-UHFFFAOYSA-N

General description

6-Methoxy-3-pyridinecarboxaldehyde, also known as 6-methoxy-3-nicotinaldehyde, can be prepared from 5-bromo-2-methoxypyridine.

Application

6-Methoxy-3-pyridinecarboxaldehyde may be used to prepare 6-methoxy-4-methyl-3-pyridinecarboxaldehyde and 6-methoxy-5-methyl-3-pyridinecarboxaldehyde.
An intermediate for the synthesis of the somatostatic sst3 receptor.
Substrate used in a synthesis of flavanones via an L-proline-catalyzed condensation with o-hydroxyarylketones.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Lithiation of methoxypyridines directed by ?-amino alkoxides.
Comins DL and Killpack MO.
The Journal of Organic Chemistry, 55(1), 69-73 (1990)
Tetrahedron Letters, 46, 6991-6991 (2005)
Tetrahedron Asymmetry, 14, 3469-3477 (2003)

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