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533246

Sigma-Aldrich

2-Fluoro-3-methylpyridine

97%

Synonym(s):

2-Fluoro-3-picoline

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About This Item

Empirical Formula (Hill Notation):
C6H6FN
CAS Number:
Molecular Weight:
111.12
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.476 (lit.)

bp

154-155 °C (lit.)

density

1.098 g/mL at 25 °C (lit.)

SMILES string

Cc1cccnc1F

InChI

1S/C6H6FN/c1-5-3-2-4-8-6(5)7/h2-4H,1H3

InChI key

PHGXUFPYCAWEHK-UHFFFAOYSA-N

General description

2-Fluoro-3-methylpyridine, also known as 2-fluoro-3-picoline, can be prepared by reacting 2-amino-3-methylpyridine and 40% fluoroboric acid.2 The signs of the long range coupling constants of 2-fluoro-3-methylpyridine have been obtained by double and triple resonance techniques.

Application

2-Fluoro-3-methylpyridine may be used in the preparation of:
  • 2-phenyl-3-methylpyridine
  • 2-(4-chlorophenyl)-3-methylpyridine
  • 2-(4-fluorophenyl)-3-methylpyridine
  • 2-fluoronicotinic acid

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

118.9 °F - closed cup

Flash Point(C)

48.3 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Signs of proton-proton and proton-fluorine spin-spin coupling constants in 2-fluoro-3-methylpyridine. Sigma and pi contributions to coupling in a nitrogen heterocycle.
Schaefer T, et al.
Canadian Journal of Chemistry, 47(9), 1507-1514 (1969)
Proton Magnetic Resonance of the Methyl Derivatives of 2-Fluoropyridine. Sigma and Pi Electron Contributions to Spin-Spin Coupling Constants.
Rowbotham JB, et al.
Canadian Journal of Chemistry, 49(11), 1799-1803 (1971)
Synthesis of 2-and 6-fluoronicotinamides.
Minor JT, et al.
Journal of the American Chemical Society, 71(3), 1125-1126 (1949)
A facile synthesis of 7-halo-5H-indeno [1, 2-b] pyridines and-pyridin-5-ones.
DuPriest MT, et al.
The Journal of Organic Chemistry, 51(11), 2021-2023 (1986)

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