Trifluoromethylsulfur Pentafluoride

Silvey, G.; Cady, George H.

doi:10.1021/ja01164a084

Cited by 78 publications

(45 citation statements)

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“…The first efforts directed at the synthesis of simple fluoroalkyl-SF 5 compounds dates back to the 1950s when CF 3 SF 5 was obtained from both CH 3 SH and CS 2 by reaction with CoF 3 in yields up to 40% [20]. In the following years, several electrochemical fluorination versions of the same process were also published [21][22][23].…”

Section: Synthesis Of Alkyl and Fluoroalkyl Sf 5 -Compoundsmentioning

confidence: 99%

Synthetic chemistry and biological activity of pentafluorosulphanyl (SF5) organic molecules

Zanda

Altomonte

2012

Journal of Fluorine Chemistry

198

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The pentafluorosulfanyl group (SF5) is a highly stable chemical function which has been attracting a great deal of interest owing to its peculiar chemical, structural, physicochemical and biological properties. Progress in the area of SF5-compounds has been somewhat hindered by the lack of straightforward lab-scale synthetic methods for introducing the SF5-group into organic molecules. However, recent synthetic progress, the availability of some SF5-building blocks from commercial suppliers and the discovery of interesting properties of SF5-substituted molecules in materials science, biology and drug discovery are giving new momentum to research in this fascinating area of fluorine chemistry. Synthesis, reactivity and biological properties of SF5-substituted organic molecules are herein reviewed with an emphasis on the work published after year 2000. Object *Cover Letter or Page containing Author DetailsAll of the referees' suggestions have been accepted, with the only exception of Referee's 2 point 5 "Reactions of ArylSF5 systems should be divided into sections …electrophilc substitutions, nucleophilic substitutions, reactions of diazo systems,…" because in that section the chemistry is inherently heterogeneous and we feel that such a subclassification would be very challenging to achieve and would make less homogeneous the discussion of the topic. Molecolare, via Mancinelli 7, 20131 Milano, Italy Synthesis, reactivity and biological properties of SF 5 -substituted organic molecules are reviewed in this article, with an emphasis on the work published in the last decade. *Graphical Abstract -Synopsis Highlights We review the synthesis of SF 5 -compounds, with an emphasis on work published after year 2000.  We review the reactivity of SF 5 -substituted organic molecules.  We review the biological properties of SF 5 -substituted drug candidates. Aberdeen, Foresterhill, Aberdeen AB25 2ZD, Scotland, UK; e-mail: m.zanda@abdn.ac.uk b C.N.R.-Istituto di Chimica del Riconoscimento Molecolare, via Mancinelli 7, 20131 Milano, Italy AbstractThe pentafluorosulfanyl group (SF 5 ) is a highly stable chemical function which has been attracting a great deal of interest owing to its peculiar chemical, structural, physicochemical and biological properties. Progress in the area of SF 5 -compounds has been somewhat hindered by the lack of straightforward lab-scale synthetic methods for introducing the SF 5 -group into organic molecules. However, recent synthetic progress, the availability of some SF 5 -building blocks from commercial suppliers and the discovery of interesting properties of SF 5 -substituted molecules in materials science, biology and drug discovery are giving new momentum to research in this fascinating area of fluorine chemistry. Synthesis, reactivity and biological properties of SF 5 -substituted organic molecules are herein reviewed with an emphasis on the work published after year 2000.

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Section: Synthesis Of Alkyl and Fluoroalkyl Sf 5 -Compoundsmentioning

confidence: 99%

Synthetic chemistry and biological activity of pentafluorosulphanyl (SF5) organic molecules

Zanda

Altomonte

2012

Journal of Fluorine Chemistry

198

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“…In 1999, Sturges et al [22] first detected a highly radiative-forcing compound, SF 5 CF 3 , in the atmosphere. The potential sources of the potent greenhouse gas probably originate as a breakdown product of SF 6 in high-voltage equipment [22,45], as a by-product of fluorochemical manufacturing [46,47], and might be the recombination of SF 5 and CF 3 radicals on aerosol particles in the terrestrial environment [48]. Such systems likely provide a source of trifluoromethyl groups (CF 3 À ) from hydrofluorocarbons (e.g.…”

Section: Health Risk Of Fluoride Exposurementioning

confidence: 99%

“…According to the results by Silvey and Cady [46], SF 5 CF 3 could be prepared by the electrochemical process from the reaction of sulfide (e.g. carbon disulfide and methyl mercaptan) with fluoride (e.g.…”

Section: Chemical and Physical Information On Sf 5 Cfmentioning

confidence: 99%

“…Table 1 also listed the data on the boiling point (À20.4 8C) and melting point of SF 5 CF 3 (À86.9 8C). Additional information on this gaseous substance were further addressed as follows [46]: chemically stable because there is no hydrolysis observed in the reaction of the gas with 6N sodium hydroxide for 2.5 months at room temperature, only reactive with alkali metals at dull red heat, and readily decomposed by spark-over discharge into CF 4 and SF 4 . Other physical properties were given as follows [46]:…”

Section: Chemical and Physical Information On Sf 5 Cfmentioning

confidence: 99%

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The decomposition products of sulfur hexafluoride (SF6): Reviews of environmental and health risk analysis

Tsai

2007

Journal of Fluorine Chemistry

159

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“…When triuoromethylsulphur pentauoride (SF 5 -CF 3 ) was synthesized for the rst time in 1949 [1], it immediately attracted interest as a potentially good electrical insulator due to its high number of uorine atoms, its low boiling point ( 20 C [2]) and its similarity to SF 6 . Sulphur hexauoride (SF 6 ) is indeed widely used in its gaseous form as an electrical insulator for high voltage equipment, such as gas insulated lines, gas insulated substations and switchgear.…”

Section: Introductionmentioning

confidence: 99%

Measurement of the electron attachment properties of SF₅CF₃and comparison to SF₆

Chachereau

Franck

2017

J. Phys. D: Appl. Phys.

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The electron attachment properties of are experimentally investigated using a pulsed Townsend setup. Different / and / mixtures, with mole fractions ranging from to 1, are characterized. The effective ionization rate coefficient, electron drift velocity and reduced longitudinal electron diffusion coefficient in these mixtures are obtained. For low mole fractions of , the effective ionization rate coefficient is compared to calculations from available electron scattering cross sections, and is also used for estimating the electron attachment cross section of . For pure , the present data is compared to early data from a steady-state Townsend experiment. The presentation of the measurement results is followed by a discussion on the properties of and and their significance for gaseous electrical insulation.

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Trifluoromethylsulfur Pentafluoride

Cited by 78 publications

References 0 publications

Synthetic chemistry and biological activity of pentafluorosulphanyl (SF5) organic molecules

Synthetic chemistry and biological activity of pentafluorosulphanyl (SF5) organic molecules

The decomposition products of sulfur hexafluoride (SF6): Reviews of environmental and health risk analysis

Measurement of the electron attachment properties of SF₅CF₃and comparison to SF₆

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Trifluoromethylsulfur Pentafluoride

Cited by 78 publications

References 0 publications

Synthetic chemistry and biological activity of pentafluorosulphanyl (SF5) organic molecules

Synthetic chemistry and biological activity of pentafluorosulphanyl (SF5) organic molecules

The decomposition products of sulfur hexafluoride (SF6): Reviews of environmental and health risk analysis

Measurement of the electron attachment properties of SF5CF3and comparison to SF6

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Measurement of the electron attachment properties of SF₅CF₃and comparison to SF₆