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158798

Sigma-Aldrich

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
Beilstein:
1427064
EC Number:
211-839-9
MDL number:
MFCD00006225
UNSPSC Code:
12352100
PubChem Substance ID:
24849774
NACRES:
NA.22

Assay

≥99%

form

liquid

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.

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.

accessory

Product No.
Description
Pricing

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H302 + H312 + H332

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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