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533262

Sigma-Aldrich

2-Fluoro-6-methylpyridine

97%

Synonym(s):

6-Fluoro-2-picoline

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About This Item

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

Assay

97%

refractive index

n20/D 1.47 (lit.)

bp

140-141 °C (lit.)

density

1.077 g/mL at 25 °C (lit.)

SMILES string

Cc1cccc(F)n1

InChI

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

InChI key

UDMNVTJFUISBFD-UHFFFAOYSA-N

General description

2-Fluoro-6-methylpyridine, also known as 2-fluoro-6-picoline, can be prepared via diazotization of 2-amino-6-methylpyridine in hydrogen fluoride containing 40% pyridine solution. The effect of substituents on spectral properties of 2-fluoro-6-methylpyridine has been investigated based on 13C NMR, UV and IR spectral data.

Application

2-Fluoro-6-methylpyridine may be used in the preparation of:
  • 2-fluoro-6-pyridinecarboxylic acid
  • 2,2′-[1-(6-methylpyridin-2-yl)ethane-1,1-diyl]dipyridine
  • 2-fluoropyridine-6-aldoxime
  • 2-fluoro-6-(dibromomethyl)pyridine

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

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

152.1 °F - closed cup

Flash Point(C)

66.7 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Efficient synthesis of pentakis-and tris (pyridine) ligands.
Unal EA, et al.
Tetrahedron Letters, 53(1), 54-55 (2012)
Separation of Geometric Isomers of a Dicopper Complex by Using a 19F-Labeled Ligand: Dynamics, Structures, and DFT Calculations.
Durot S, et al.
Inorganic Chemistry, 49(17), 7832-7840 (2010)
Synthesis of some fluorine-containing pyridinealdoximes of potential use for the treatment of organophosphorus nerve-agent poisoning.
Timperley CM, et al.
Journal of Fluorine Chemistry, 132(8), 541-547 (2011)
A facile preparation of fluoropyridines from aminopyridines via diazotization and fluorodediazoniation in HF or HF-pyridine solutions.
Fukuhara T, et al.
Journal of Fluorine Chemistry, 38(3), 435-438 (1988)
The synthesis of 2-fluoro-4-and 2-fluoro-6-pyridinecarboxylic acid and derivatives.
Roe A, et al.
Journal of the American Chemical Society, 71(12), 4152-4153 (1949)

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