Trifluoromethanesulfonyl hypofluorite, a hitherto unknown fluoroxy compound
Trifluoromethanesulfonyl hypofluorite (CF[sub 3]SO[sub 2]OF) has been synthesized by the reaction of fluorosulfuryl hypofluorite (FSO[sub 2]OF) with cesium trifluoromethanesulfonate. It is the first compound in which a sulfur atom is bonded both to carbon and to an O-F moiety. The compound has a mel...
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| Veröffentlicht in: | Journal of the American Chemical Society 1993-02, Vol.115 (4), p.1376-1378 |
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| container_title | Journal of the American Chemical Society |
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| creator | Appelman, Evan H Jache, Albert W |
| description | Trifluoromethanesulfonyl hypofluorite (CF[sub 3]SO[sub 2]OF) has been synthesized by the reaction of fluorosulfuryl hypofluorite (FSO[sub 2]OF) with cesium trifluoromethanesulfonate. It is the first compound in which a sulfur atom is bonded both to carbon and to an O-F moiety. The compound has a melting point of -87 [plus minus] 2[degrees]C and an extrapolated boiling point of 0 [plus minus] 1[degrees]C. The [sup 19]F NMR spectrum of the compound in CFCl[sub 3] at -80[degrees]C shows a CF[sub 3] doublet at -71 ppm and a broad OF singlet at +238 ppm. From the latter can be deduced an O-F bond energy of about 145 kJ/mol, comparable to that of FSO[sub 2]OF. The compound hydrolyses in base to give a mixture of O[sub 2] and CF[sub 4], along with (presumably) sulfate and trifluoromethanesulfonate. It decomposes thermally in the presence of CsF to yield principally CF[sub 3]SO[sub 2]F and OF[sub 2] along with (presumably) cesium trifluoromethanesulfonate. 14 refs., 1 tab. |
| doi_str_mv | 10.1021/ja00057a021 |
| format | Article |
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It is the first compound in which a sulfur atom is bonded both to carbon and to an O-F moiety. The compound has a melting point of -87 [plus minus] 2[degrees]C and an extrapolated boiling point of 0 [plus minus] 1[degrees]C. The [sup 19]F NMR spectrum of the compound in CFCl[sub 3] at -80[degrees]C shows a CF[sub 3] doublet at -71 ppm and a broad OF singlet at +238 ppm. From the latter can be deduced an O-F bond energy of about 145 kJ/mol, comparable to that of FSO[sub 2]OF. The compound hydrolyses in base to give a mixture of O[sub 2] and CF[sub 4], along with (presumably) sulfate and trifluoromethanesulfonate. 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Am. Chem. Soc</addtitle><description>Trifluoromethanesulfonyl hypofluorite (CF[sub 3]SO[sub 2]OF) has been synthesized by the reaction of fluorosulfuryl hypofluorite (FSO[sub 2]OF) with cesium trifluoromethanesulfonate. It is the first compound in which a sulfur atom is bonded both to carbon and to an O-F moiety. The compound has a melting point of -87 [plus minus] 2[degrees]C and an extrapolated boiling point of 0 [plus minus] 1[degrees]C. The [sup 19]F NMR spectrum of the compound in CFCl[sub 3] at -80[degrees]C shows a CF[sub 3] doublet at -71 ppm and a broad OF singlet at +238 ppm. From the latter can be deduced an O-F bond energy of about 145 kJ/mol, comparable to that of FSO[sub 2]OF. The compound hydrolyses in base to give a mixture of O[sub 2] and CF[sub 4], along with (presumably) sulfate and trifluoromethanesulfonate. It decomposes thermally in the presence of CsF to yield principally CF[sub 3]SO[sub 2]F and OF[sub 2] along with (presumably) cesium trifluoromethanesulfonate. 14 refs., 1 tab.</description><subject>400102 - Chemical & Spectral Procedures</subject><subject>400201 - Chemical & Physicochemical Properties</subject><subject>Aliphatic compounds</subject><subject>ALKALI METAL COMPOUNDS</subject><subject>CESIUM COMPOUNDS</subject><subject>CHEMICAL REACTIONS</subject><subject>Chemistry</subject><subject>DECOMPOSITION</subject><subject>Exact sciences and technology</subject><subject>FLUORINE COMPOUNDS</subject><subject>HALOGEN COMPOUNDS</subject><subject>HYDROLYSIS</subject><subject>INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY</subject><subject>LYSIS</subject><subject>MAGNETIC RESONANCE</subject><subject>MASS SPECTROSCOPY</subject><subject>NUCLEAR MAGNETIC RESONANCE</subject><subject>Organic chemistry</subject><subject>ORGANIC COMPOUNDS</subject><subject>Preparations and properties</subject><subject>RESONANCE</subject><subject>SOLVOLYSIS</subject><subject>SPECTROSCOPY</subject><subject>SYNTHESIS</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1993</creationdate><recordtype>article</recordtype><recordid>eNptkMtKxDAUhoMoOF5WvkARwYVWk7RJ2qXMeFcUHMVdOM0ktGMnGZIWnbc3WhEXrs7tO_85_AjtEXxCMCWnc8AYMwExX0MjwihOGaF8HY1in6ai4Nkm2gphHsucFmSEbqe-MW3vvFvorgarQ98aZ1dtUq-W7nvSdPo4gaRuulr7ziW9fbPu3SbD2scqUW6xdL2d7aANA23Quz9xGz1fnE_HV-ndw-X1-OwuhYyJLp3hCgyh8T4zkBGVG6rKoiwxN4zrSlczoitBQGRVhcsCChCsYBprkQMrZibbRvuDrgtdI4OKD6paOWu16iSnpeA0i9DRACnvQvDayKVvFuBXkmD5ZZb8Y1akDwZ6CUFBazxY1YTflZxTnpMv0XTAmtDpj98x-DfJRSaYnD4-ycnN-P729fFFTiJ_OPCggpy73tvoy78PfAI6voaf</recordid><startdate>19930201</startdate><enddate>19930201</enddate><creator>Appelman, Evan H</creator><creator>Jache, Albert W</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>OTOTI</scope></search><sort><creationdate>19930201</creationdate><title>Trifluoromethanesulfonyl hypofluorite, a hitherto unknown fluoroxy compound</title><author>Appelman, Evan H ; Jache, Albert W</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a357t-d0baf124285fa31c4f2c989906f56ebebd1eb71a73bb098a8a7585e0e74a58df3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1993</creationdate><topic>400102 - Chemical & Spectral Procedures</topic><topic>400201 - Chemical & Physicochemical Properties</topic><topic>Aliphatic compounds</topic><topic>ALKALI METAL COMPOUNDS</topic><topic>CESIUM COMPOUNDS</topic><topic>CHEMICAL REACTIONS</topic><topic>Chemistry</topic><topic>DECOMPOSITION</topic><topic>Exact sciences and technology</topic><topic>FLUORINE COMPOUNDS</topic><topic>HALOGEN COMPOUNDS</topic><topic>HYDROLYSIS</topic><topic>INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY</topic><topic>LYSIS</topic><topic>MAGNETIC RESONANCE</topic><topic>MASS SPECTROSCOPY</topic><topic>NUCLEAR MAGNETIC RESONANCE</topic><topic>Organic chemistry</topic><topic>ORGANIC COMPOUNDS</topic><topic>Preparations and properties</topic><topic>RESONANCE</topic><topic>SOLVOLYSIS</topic><topic>SPECTROSCOPY</topic><topic>SYNTHESIS</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Appelman, Evan H</creatorcontrib><creatorcontrib>Jache, Albert W</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>OSTI.GOV</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Appelman, Evan H</au><au>Jache, Albert W</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Trifluoromethanesulfonyl hypofluorite, a hitherto unknown fluoroxy compound</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>1993-02-01</date><risdate>1993</risdate><volume>115</volume><issue>4</issue><spage>1376</spage><epage>1378</epage><pages>1376-1378</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><coden>JACSAT</coden><abstract>Trifluoromethanesulfonyl hypofluorite (CF[sub 3]SO[sub 2]OF) has been synthesized by the reaction of fluorosulfuryl hypofluorite (FSO[sub 2]OF) with cesium trifluoromethanesulfonate. It is the first compound in which a sulfur atom is bonded both to carbon and to an O-F moiety. The compound has a melting point of -87 [plus minus] 2[degrees]C and an extrapolated boiling point of 0 [plus minus] 1[degrees]C. The [sup 19]F NMR spectrum of the compound in CFCl[sub 3] at -80[degrees]C shows a CF[sub 3] doublet at -71 ppm and a broad OF singlet at +238 ppm. From the latter can be deduced an O-F bond energy of about 145 kJ/mol, comparable to that of FSO[sub 2]OF. The compound hydrolyses in base to give a mixture of O[sub 2] and CF[sub 4], along with (presumably) sulfate and trifluoromethanesulfonate. It decomposes thermally in the presence of CsF to yield principally CF[sub 3]SO[sub 2]F and OF[sub 2] along with (presumably) cesium trifluoromethanesulfonate. 14 refs., 1 tab.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><doi>10.1021/ja00057a021</doi><tpages>3</tpages></addata></record> |
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| subjects | 400102 - Chemical & Spectral Procedures 400201 - Chemical & Physicochemical Properties Aliphatic compounds ALKALI METAL COMPOUNDS CESIUM COMPOUNDS CHEMICAL REACTIONS Chemistry DECOMPOSITION Exact sciences and technology FLUORINE COMPOUNDS HALOGEN COMPOUNDS HYDROLYSIS INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY LYSIS MAGNETIC RESONANCE MASS SPECTROSCOPY NUCLEAR MAGNETIC RESONANCE Organic chemistry ORGANIC COMPOUNDS Preparations and properties RESONANCE SOLVOLYSIS SPECTROSCOPY SYNTHESIS |
| title | Trifluoromethanesulfonyl hypofluorite, a hitherto unknown fluoroxy compound |
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