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469890

Sigma-Aldrich

3-Methoxypyridine

97%

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Empirical Formula (Hill Notation):
C6H7NO
CAS Number:
Molecular Weight:
109.13
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D 1.518 (lit.)

bp

65 °C/15 mmHg (lit.)

density

1.083 g/mL at 25 °C (lit.)

SMILES string

COc1cccnc1

InChI

1S/C6H7NO/c1-8-6-3-2-4-7-5-6/h2-5H,1H3

InChI key

UMJSCPRVCHMLSP-UHFFFAOYSA-N

General description

3-Methoxypyridine is a substituted pyridine. Kinetics of the oxidation of 3-methoxypyridine mediated by sulphate radicals has been investigated by flash photolysis of peroxodisulphate, S2O82-. Ortho lithiation of 3-methoxypyridine has been studied using mesityllithium as the metalating base.

Application

3-Methoxypyridine may be employed as a catalyst for the addition reaction of various 1,2-acyclic diones to activated acetylenic esters.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

159.8 °F

Flash Point(C)

71 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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María L Dell'arciprete et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 8(17), 2498-2505 (2007-10-25)
The kinetics of the oxidation of pyridine, 3-chloropyridine, 3-cyanopyridine, 3-methoxypyridine and 3-methylpyridine mediated by SO4 (<M->) radicals are studied by flash photolysis of peroxodisulphate, S2O8(2-), at pH 2.5 and 9. The absolute rate constants for the reactions of both, the
Abhilash N Pillai et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(19), 5851-5860 (2008-05-10)
A systematic study of the addition of various 1,2-acyclic diones to activated acetylenic esters catalyzed by pyridine under mild conditions is described. This reaction provides a new protocol for the stereoselective synthesis of 1,2-diaroyl maleates. The exclusive formation of the
Ortho lithiation of 2-, 3-, and 4-methoxypyridines.
Comins DL and LaMunyon DH.
Tetrahedron Letters, 29(7), 773-776 (1988)

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