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Key Documents

196665

Sigma-Aldrich

3-Fluoropyridine

99%

Synonym(s):

3-Fluoropyridine

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About This Item

Linear Formula:
FC5H4N
CAS Number:
Molecular Weight:
97.09
Beilstein:
1363666
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

liquid

refractive index

n20/D 1.472 (lit.)

bp

107-108 °C (lit.)

density

1.13 g/mL at 25 °C (lit.)

SMILES string

Fc1cccnc1

InChI

1S/C5H4FN/c6-5-2-1-3-7-4-5/h1-4H

InChI key

CELKOWQJPVJKIL-UHFFFAOYSA-N

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General description

3-Fluoropyridine is oxidized to corresponding N-oxides, which on treatment with hot acetic anhydride and hydrolysis yields 3-halo-2-pyridones. Microwave spectrum of 3-fluoropyridine has been investigated in the frequency range of 8-18GHz at dry ice temperature. Deprotonation of 3-fluoropyridine with Bu3MgLi in THF at -10°C has been studied.

Application

3-Fluoropyridine was used in the synthesis of 3-halopyridin-4-yl-boronic acids and esters.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

55.4 °F - closed cup

Flash Point(C)

13 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of novel halopyridinylboronic acids and esters. Part 3: 2, or 3-Halopyridin-4-yl-boronic acids and esters.
Bouillon A, et al.
Tetrahedron, 58(22), 4369-4373 (2002)
Microwave spectrum, dipole moment, quadrupole coupling constants, and centrifugal distortion constants of 3-fluoropyridine.
Sharma SD and Doraiswamy S.
Journal of Molecular Spectroscopy, 59(2), 216-225 (1976)
Pyridine Derivatives. III. The Rearrangement of Some Simple 3-Halopyridine-N-oxides1.
Cava MP and WEINSTEIN B.
The Journal of Organic Chemistry, 23(11), 1616-1617 (1958)
Deprotonation of fluoro aromatics using lithium magnesates.
Awad H, et al.
Tetrahedron Letters, 45(36), 6697-6701 (2004)

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