155990-90-2

Usage

Uses

Used in Organofluorine Chemistry:
Pentafluoro(3-hydroxy-1-propenyl)sulfur serves as a crucial building block in organofluorine chemistry, contributing to the synthesis of a variety of fluorinated organic compounds. Its presence in these compounds can enhance their properties, such as stability, reactivity, and specific chemical behaviors, which are valuable in various applications across different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Pentafluoro(3-hydroxy-1-propenyl)sulfur is utilized as a key intermediate in the development of novel drug molecules. Its unique fluorinated structure can improve the pharmacokinetic and pharmacodynamic properties of drugs, such as increasing their bioavailability, metabolic stability, and target specificity.
Used in Material Science:
Pentafluoro(3-hydroxy-1-propenyl)sulfur is employed in material science for the creation of advanced materials with enhanced properties. Its incorporation into polymers, for instance, can lead to materials with improved thermal stability, chemical resistance, and specific interactions with other molecules, which are beneficial in applications such as coatings, adhesives, and high-performance plastics.
Used in Agrochemical Industry:
In the agrochemical industry, Pentafluoro(3-hydroxy-1-propenyl)sulfur is used in the synthesis of new pesticides and herbicides. The introduction of fluorine atoms into these compounds can lead to increased effectiveness, selectivity, and reduced environmental impact, making them more sustainable and efficient in agricultural practices.

Relevant academic research and scientific papers

Unusual reactivity of 3-chloro-1-pentafluorosulfanylpropene in nucleophilic substitution reactions

Treatment of 3-chloro-1-pentafluorosulfanylprop-1-ene 1 with KCN yielded the product of prototropic rearrangement ClCHCHCH2SF5, whereas reactions with NaN3 and KSCN gave the SN2 products. Ab initio calculations

Synthesis of new pentafluorosulfanylacrylates (F5SCH{double bond, long}CHCHO, F5SCH{double bond, long}CHCN, F5SCH{double bond, long}CHCOOCH3) and use of them as dienophiles in Diels-Alder reaction

New pentafluoro-λ6-sulfanylacrylates (F5SCH{double bond, long}CHCHO, F5SCH{double bond, long}CHCN, F5SCH{double bond, long}CHCOOCH3) were synthesized by a convenient and efficient method. These compounds are useful as intermediates in the preparation of pentafluoro-λ6-sulfanyl-containing cyclic and heterocyclic Diels-Alder cycloadducts.

New pentafluorothio (SF5) esters

The addition of either SF5Br or SF5Cl to a number of unsaturated esters is discussed.The new SF5 esters, SF5CH2CHBr(OAc), SF5CH2CHBrC(O)OC2H5, SF5CH(C(O)OC2H5)CHBr(OAc) and SF5CH2CHClCH2OAc, were prepared from vinyl acetate, ethyl acrylate, β-acetoxyethyl acrylate and allyl acetate, respectively (OAc=CH3C(O)O).The ester SF5CH2C(O)OCH3 was prepared by peracid oxidation of the acetal SF5CH2CH(OCH3)2.Base treatment of SF5CH2CHClCH2OAc did not give an epoxide but, unexpectedly, produced the novel SF5CH=CHCH2OH.This alcohol is the first example of an SF5-containing ene-ol.

Synthesis of alkene, alcohols, and heterocycles containing the pentafluorosulfanyl (SF5) grouping

Convenient and effective methods for synthesis of heterocyclic derivatives with a pentafluorosulfanyl grouping have been presented. Copyright Taylor and Francis Group, LLC.

PENTAFLUOROSULFANYL CONTAINING AMINO ACIDS

There are provided SF5-containing amino acids of general formulas (I), (II), (III) and processes for preparing same. Other embodiments are also disclosed.