158798
Pentafluoropyridine
≥99%
Synonym(s):
2,3,4,5,6-Pentafluoropyridine, Perfluoropyridine
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About This Item
Empirical Formula (Hill Notation):
C5F5N
CAS Number:
Molecular Weight:
169.05
Beilstein:
1427064
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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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Jan Schwabedissen et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(30), 7339-7350 (2019-03-21)
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
Junye Li et al.
Dalton transactions (Cambridge, England : 2003), 42(16), 5740-5748 (2013-03-02)
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
Pentafluoropyridine
Graham S
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2005)
Masato Ohashi et al.
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
Barbara Procacci et al.
Organometallics, 33(1), 45-52 (2014-02-25)
Irradiation of CpRh(PMe
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