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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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 1 petroleums
Hazardous rank II
Water insoluble liquid

JAN Code

522910-1G:
522910-BULK:
522910-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH0068
BCCC7395
BCBZ6272
BCBW4396
BCBR7821V

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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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