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Merck
CN

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:
700-16-3
Molecular Weight:
169.05
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24849774
EC Number:
211-839-9
Beilstein/REAXYS Number:
1427064
MDL number:
MFCD00006225

Key Documents

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Product Name

Pentafluoropyridine, ≥99%

InChI key

XTGOWLIKIQLYRG-UHFFFAOYSA-N

InChI

1S/C5F5N/c6-1-2(7)4(9)11-5(10)3(1)8

SMILES string

Fc1nc(F)c(F)c(F)c1F

assay

≥99%

form

liquid

refractive index

n20/D 1.386 (lit.)

density

1.54 g/mL at 25 °C (lit.)

functional group

fluoro

Quality Level

100

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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.

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.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

77.0 °F - closed cup

flash_point_c

25 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ1278
MKCV9894
MKCR9691
MKCQ6567
MKCP8916

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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
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)
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
Barbara Procacci et al.
Organometallics, 33(1), 45-52 (2014-02-25)
Irradiation of CpRh(PMe
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