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522910

Sigma-Aldrich

4-(Trifluoromethyl)pyridine

97%

Synonym(s):

4-(Trifluoromethyl)pyridine

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About This Item

Empirical Formula (Hill Notation):
C6H4F3N
CAS Number:
3796-24-5
Molecular Weight:
147.10
MDL number:
MFCD00153289
UNSPSC Code:
12352100
PubChem Substance ID:
24874283
NACRES:
NA.22

Quality Level

200

Assay

97%

refractive index

n20/D 1.417 (lit.)

bp

110 °C (lit.)

density

1.27 g/mL at 25 °C (lit.)

SMILES string

FC(F)(F)c1ccncc1

InChI

1S/C6H4F3N/c7-6(8,9)5-1-3-10-4-2-5/h1-4H

InChI key

IIYVNMXPYWIJBL-UHFFFAOYSA-N

Related Categories

General description

4-(Trifluoromethyl)pyridine is a pyridine derivative. It can be prepared by trifluoromethylation of 4-iodobenzene.

Application

4-(Trifluoromethyl)pyridine may be used in the following:
  • Preparation of (trifluoromethyl)pyridyllithiums, via metalation reaction.
  • Synthesis of metal-organic frameworks (MOFs).
  • Synthesis of methiodide salts.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225 - H315 - H319 - H335

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)

68.0 °F - closed cup

Flash Point(C)

20 °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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2-Fluoro-4-(trifluoromethyl)pyridine ≥94%

Sigma-Aldrich

716294

2-Fluoro-4-(trifluoromethyl)pyridine

Manfred Schlosser et al.
Chemical Society reviews, 36(7), 1161-1172 (2007-06-20)
Pyridines carrying heterosubstituents (such as carboxy, amido, amino, alkoxy or trifluoromethyl groups or solely individual halogen atoms) can be readily and site selectively metalated. Subsequent reaction with a suitable electrophile opens rational access to a wealth of new building blocks
Fluorinated pyridine derivatives: Part 1. The synthesis of some mono-and bis-quaternary pyridine salts of potential use in the treatment of nerve agent poisoning.
Timperley CM, et al.
Journal of Fluorine Chemistry, 126(8), 1160-1165 (2005)
Enhancement of CO2/N2 selectivity in a metal-organic framework by cavity modification.
Bae YS, et al.
Journal of Materials Chemistry, 19(15), 2131-2134 (2009)
Copper-mediated trifluoromethylation of heteroaromatic compounds by trifluoromethyl sulfonium salts.
Cheng-Pan Zhang et al.
Angewandte Chemie (International ed. in English), 50(8), 1896-1900 (2011-02-18)
Malcolm E Tessensohn et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 18(16), 2250-2257 (2017-06-14)
The voltammetric behavior of 2,3,5,6-tetramethyl-1,4-phenylenediamine was found to be able to differentiate the hydrogen acceptor abilities of electroinactive pyridine compounds in acetonitrile. Weak and strong hydrogen acceptors were distinguished through the onset of a third oxidation process that came about

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