Cycloaddition of HFB and dithionitronium (NS2+) gives the 1,2,5-dithiazolium cation. This derivative can be reduced to the 7 electron neutral radical. This particular 1,3,5-dithiazole is also rare example of a radical that can be obtained as solid, liquid, and gaseous states. As a gas, it is blue.[4]
^Essers, Michael; Haufe, Günter (2006). "Hexafluoro-2-butyne". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rn00669. ISBN0471936235.
^E S Turbanova, A A Petrov (1991). "Perfluoroalkyl(aryl)acetylenes". Russian Chemical Reviews. 60 (5): 501–523. Bibcode:1991RuCRv..60..501T. doi:10.1070/RC1991v060n05ABEH001092.
^Brownridge, Scott; Du, Hongbin; Fairhurst, Shirley A.; Haddon, Robert C.; Oberhammer, Heinz; Parsons, Simon; Passmore, Jack; Schriver, Melbourne J.; Sutcliffe, Leslie H.; Westwood, Nicholas P. C. (2000). "The Isolation, Characterisation, Gas Phase Electron Diffraction and Crystal Structure of the Thermally Stable Radical CF3CSNSCCF3". Journal of the Chemical Society, Dalton Transactions (19): 3365–3382. doi:10.1039/B001489N.
December 20, 2023
hexafluoro, butyne, fluorocarbon, with, chemical, structure, cf3c, ccf3, particularly, electrophilic, acetylene, derivative, hence, potent, dienophile, diels, alder, reactions, namespreferred, iupac, name, hexafluorobut, yneother, names, hfbidentifierscas, num. Hexafluoro 2 butyne HFB is a fluorocarbon with the chemical structure CF3C CCF3 HFB is a particularly electrophilic acetylene derivative and hence a potent dienophile for Diels Alder reactions 2 3 Hexafluoro 2 butyne NamesPreferred IUPAC name 1 1 1 4 4 4 Hexafluorobut 2 yneOther names HFBIdentifiersCAS Number 692 50 2 Y3D model JSmol Interactive imageChemSpider 62855 YECHA InfoCard 100 010 667EC Number 211 732 7PubChem CID 69654RTECS number ES0702500CompTox Dashboard EPA DTXSID3061003InChI InChI 1S C4F6 c5 3 6 7 1 2 4 8 9 10 YKey WBCLXFIDEDJGCC UHFFFAOYSA N YInChI 1 C4F6 c5 3 6 7 1 2 4 8 9 10Key WBCLXFIDEDJGCC UHFFFAOYAYSMILES FC F F C CC F F FPropertiesChemical formula C 4F 6Molar mass 162 034 g mol 1Appearance Colorless gasDensity 1 602 g cm3Melting point 117 C 179 F 156 K Boiling point 25 C 13 F 248 K Solubility in water InsolubleStructureDipole moment 0 DHazards 1 Occupational safety and health OHS OSH Main hazards Toxic gasGHS labelling PictogramsSignal word DangerHazard statements H280 H331Precautionary statements P261 P311 P410 P403Related compoundsRelated compounds Dimethyl acetylenedicarboxylateHexachlorobutadieneAcetyleneExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox referencesSynthesis and reactions editHFB is prepared by the action of sulfur tetrafluoride on acetylenedicarboxylic acid or by the reaction of potassium fluoride KF with hexachlorobutadiene It reacts with sulfur to give 3 4 bis trifluoromethyl 1 2 dithiete Cycloaddition of HFB and dithionitronium NS2 gives the 1 2 5 dithiazolium cation This derivative can be reduced to the 7 electron neutral radical This particular 1 3 5 dithiazole is also rare example of a radical that can be obtained as solid liquid and gaseous states As a gas it is blue 4 References edit Hexafluoro 2 butyne 99 Sigma Aldrich Essers Michael Haufe Gunter 2006 Hexafluoro 2 butyne Encyclopedia of Reagents for Organic Synthesis doi 10 1002 047084289X rn00669 ISBN 0471936235 E S Turbanova A A Petrov 1991 Perfluoroalkyl aryl acetylenes Russian Chemical Reviews 60 5 501 523 Bibcode 1991RuCRv 60 501T doi 10 1070 RC1991v060n05ABEH001092 Brownridge Scott Du Hongbin Fairhurst Shirley A Haddon Robert C Oberhammer Heinz Parsons Simon Passmore Jack Schriver Melbourne J Sutcliffe Leslie H Westwood Nicholas P C 2000 The Isolation Characterisation Gas Phase Electron Diffraction and Crystal Structure of the Thermally Stable Radical CF3CSNSCCF3 Journal of the Chemical Society Dalton Transactions 19 3365 3382 doi 10 1039 B001489N Retrieved from https en wikipedia org w index php title Hexafluoro 2 butyne amp oldid 1180649477, wikipedia, wiki, book, books, library,
