158798
Pentafluoropyridine
≥99%
Synonym(s):
2,3,4,5,6-Pentafluoropyridine, Perfluoropyridine
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About This Item
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Assay
≥99%
form
liquid
refractive index
n20/D 1.386 (lit.)
density
1.54 g/mL at 25 °C (lit.)
functional group
fluoro
SMILES string
Fc1nc(F)c(F)c(F)c1F
InChI
1S/C5F5N/c6-1-2(7)4(9)11-5(10)3(1)8
InChI key
XTGOWLIKIQLYRG-UHFFFAOYSA-N
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General description
The reactions of pentafluoropyridine with cobalt(0) complex, Co(PMe3)4 was investigated.
Pentafluoropyridine is a fluorinated building block for the synthesis of polysubstituted pyridine derivatives.
Pentafluoropyridine is a fluorinated building block for the synthesis of polysubstituted pyridine derivatives.
Application
Pentafluoropyridine was used in the preparation of η2-C,C coordinated pentafluoropyridine complex. It was also used in the preparation of polyfluorinated coupling products via Pd(0)-catalyzed cross-coupling reaction with diarylzinc compounds. It was also used as derivatizing reagent in the sensitive GC-MS method for determination of the four endocrine disrupting chemicals.
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Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 3
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
77.0 °F - closed cup
Flash Point(C)
25 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Chemistry (Weinheim an der Bergstrasse, Germany), 20(7), 2040-2048 (2014-01-17)
This report describes the first Pd(0)-catalyzed cross-coupling of hexafluorobenzene (C6F6) with diarylzinc compounds to give a variety of pentafluorophenyl arenes. This reaction could be applied to other perfluoroarenes, such as octafluorotoluene, pentafluoropyridine, and perfluoronaphthalene, to give the corresponding polyfluorinated coupling
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The structures of the three para-substituted halotetrafluoropyridines with chlorine, bromine, and iodine have been determined in the solid state (X-ray diffraction). The structures of these compounds and that of pentafluoropyridine were also determined in the gas phase (electron diffraction). Structures
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The reactions of pentafluoropyridine C5NF5, hexafluorobenzene C6F6, and perfluoronaphthalene C10F8 with cobalt(0) complex, Co(PMe3)4, were investigated. The Co(I) complexes (4-C5NF4)Co(PMe3)3 (1), (C6F5)Co(PMe3)3 (2), (C10F7)Co(PMe3)3 (3), (4-C5NF4)Co(PMe3)4 (4) and (C10F7)Co(PMe3)4 (6) were obtained by selective activation of the C–F bonds. The
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