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158798

Sigma-Aldrich

Pentafluoropyridine

≥99%

Empirical Formula (Hill Notation):
C5F5N
CAS Number:
Molecular Weight:
169.05
Beilstein:
1427064
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99%

refractive index

n20/D 1.386 (lit.)

density

1.54 g/mL at 25 °C (lit.)

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.

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.

Packaging

25 g in ampule

pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK Germany

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

Certificate of Analysis

Certificate of Origin

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...
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...
Barbara Procacci et al.
Organometallics, 33(1), 45-52 (2014-02-25)
Irradiation of CpRh(PMe
N Amend et al.
Archives of toxicology, 94(6), 2239-2247 (2020-04-19)
Suicidal ingestion of organophosphorus (OP) or carbamate (CM) compounds challenges health care systems worldwide, particularly in Southeast Asia. The diagnosis and treatment of OP or CM poisoning is traditionally based on the clinical appearance of the typical cholinergic toxidrome, e.g....

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