{"id":{"repo_id":"vt","oai_identifier":"oai:vtechworks.lib.vt.edu:10919/70567"},"canonical_url":"https://search.dev.ndltd.org/etd/vt/oai:vtechworks.lib.vt.edu:10919/70567","repository":{"repo_id":"vt","name":"Virginia Tech","base_url":"https://vtechworks.lib.vt.edu/oai/request"},"display":{"title":"Preparation and properties of N-pentafluorosulfanylamido derivatives","abstract":"N,N’-Bis (pentafluorosulfanyl )urea was synthesized from. thiazyl trifluoride, carbonyl fluoride, and either anhydrous hydrogen chloride. Attempts at reacting the urea with ethyl malonate, malonic acid, malonyl chloride, carbon suboxide, and ethyl crotonate all failed. The urea was found to be unstable in both acidic and basic media. N,N’-Bis(pentafluorosulfanyl)malonamide was prepared from pentafluorosulfanylamine and carbon suboxide by mixing them either as gases or in a solvent. The malonamide was found to decompose with tertiary amines such as pyridine. Attempts to react the malonamide with carbonyl chloride, fluoride, and sulfide to form a barbiturate were unsuccessful. N-Phenyl-N’-pentafluorosulfanyl was prepared from pentafluorosulfanyl isocyanate and aniline. Attempts to prepare the mixed urea from pentafluorosulfanylamine and phenyl isocyanate failed. A possible product from a reaction of thiazyl trifluoride and aniline was either ΦN=S(F₂) ≡ N. Attempts to prepare N-pentafluorosulfanylurea from the reaction of SF₅NCO and NH₃ or SF₅NH₂ and HNCO failed.","abstract_html":"N,N’-Bis (pentafluorosulfanyl )urea was synthesized from. thiazyl trifluoride, carbonyl fluoride, and either anhydrous hydrogen chloride. Attempts at reacting the urea with ethyl malonate, malonic acid, malonyl chloride, carbon suboxide, and ethyl crotonate all failed. The urea was found to be unstable in both acidic and basic media. N,N’-Bis(pentafluorosulfanyl)malonamide was prepared from pentafluorosulfanylamine and carbon suboxide by mixing them either as gases or in a solvent. The malonamide was found to decompose with tertiary amines such as pyridine. Attempts to react the malonamide with carbonyl chloride, fluoride, and sulfide to form a barbiturate were unsuccessful. N-Phenyl-N’-pentafluorosulfanyl was prepared from pentafluorosulfanyl isocyanate and aniline. Attempts to prepare the mixed urea from pentafluorosulfanylamine and phenyl isocyanate failed. A possible product from a reaction of thiazyl trifluoride and aniline was either ΦN=S(F₂) ≡ N. Attempts to prepare N-pentafluorosulfanylurea from the reaction of SF₅NCO and NH₃ or SF₅NH₂ and HNCO failed.","abstract_has_math":false,"creators":["Shaddix, Robert Edwin"],"institution":"Virginia Polytechnic Institute and State University","degree_name":"Master of Science","degree_level":"masters","degree_discipline":"Chemistry","degree_department":"Chemistry","school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":1974,"date_issued":"1974","date_published":"1974","updated_at":"2026-07-22T22:20:25Z","subjects":[],"languages":["en"],"rights":["In Copyright"],"rights_urls":["http://rightsstatements.org/vocab/InC/1.0/"],"identifier_entries":[]},"links":{"outbound_url":"http://hdl.handle.net/10919/70567","outbound_label":"Handle","outbound_source":"dc:identifier.uri"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor.department","label":"Department","values":["Chemistry"]},{"key":"dc:creator","label":"Author","values":["Shaddix, Robert Edwin"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.accessioned","label":"Dc Date Accessioned","values":["2016-04-21T15:35:25Z"]},{"key":"dc:date.available","label":"Dc Date Available","values":["2016-04-21T15:35:25Z"]},{"key":"dc:date.issued","label":"Date","values":["1974"]},{"key":"dc:publisher","label":"Institution","values":["Virginia Polytechnic Institute and State University"]},{"key":"dc:type","label":"Dc Type","values":["Thesis"]},{"key":"dc:type.dcmitype","label":"Dc Type Dcmitype","values":["Text"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Chemistry"]},{"key":"thesis:degree_level","label":"Degree Level","values":["masters"]},{"key":"thesis:degree_name","label":"Degree Name","values":["Master of Science"]},{"key":"thesis:institution_name","label":"Thesis Institution Name","values":["Virginia Polytechnic Institute and State University"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language.iso","label":"Language (ISO)","values":["en"]},{"key":"dc:rights","label":"Dc Rights","values":["In Copyright"]},{"key":"dc:rights.uri","label":"Rights URI","values":["http://rightsstatements.org/vocab/InC/1.0/"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier.uri","label":"Identifier URI","values":["http://hdl.handle.net/10919/70567"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["N,N’-Bis (pentafluorosulfanyl )urea was synthesized from. thiazyl trifluoride, carbonyl fluoride, and either anhydrous hydrogen chloride. Attempts at reacting the urea with ethyl malonate, malonic acid, malonyl chloride, carbon suboxide, and ethyl crotonate all failed. The urea was found to be unstable in both acidic and basic media. N,N’-Bis(pentafluorosulfanyl)malonamide was prepared from pentafluorosulfanylamine and carbon suboxide by mixing them either as gases or in a solvent. The malonamide was found to decompose with tertiary amines such as pyridine. Attempts to react the malonamide with carbonyl chloride, fluoride, and sulfide to form a barbiturate were unsuccessful. N-Phenyl-N’-pentafluorosulfanyl was prepared from pentafluorosulfanyl isocyanate and aniline. Attempts to prepare the mixed urea from pentafluorosulfanylamine and phenyl isocyanate failed. A possible product from a reaction of thiazyl trifluoride and aniline was either ΦN=S(F₂) ≡ N. Attempts to prepare N-pentafluorosulfanylurea from the reaction of SF₅NCO and NH₃ or SF₅NH₂ and HNCO failed."]},{"key":"dc:description.degree","label":"Dc Description Degree","values":["Master of Science"]},{"key":"dc:format.mimetype","label":"Dc Format Mimetype","values":["application/pdf"]},{"key":"dc:title","label":"Title","values":["Preparation and properties of N-pentafluorosulfanylamido derivatives"]}]}],"canonical_facts":{"dc:contributor.department":["Chemistry"],"dc:creator":["Shaddix, Robert Edwin"],"dc:date.accessioned":["2016-04-21T15:35:25Z"],"dc:date.available":["2016-04-21T15:35:25Z"],"dc:date.issued":["1974"],"dc:description.abstract":["N,N’-Bis (pentafluorosulfanyl )urea was synthesized from. thiazyl trifluoride, carbonyl fluoride, and either anhydrous hydrogen chloride. Attempts at reacting the urea with ethyl malonate, malonic acid, malonyl chloride, carbon suboxide, and ethyl crotonate all failed. The urea was found to be unstable in both acidic and basic media. N,N’-Bis(pentafluorosulfanyl)malonamide was prepared from pentafluorosulfanylamine and carbon suboxide by mixing them either as gases or in a solvent. The malonamide was found to decompose with tertiary amines such as pyridine. Attempts to react the malonamide with carbonyl chloride, fluoride, and sulfide to form a barbiturate were unsuccessful. N-Phenyl-N’-pentafluorosulfanyl was prepared from pentafluorosulfanyl isocyanate and aniline. Attempts to prepare the mixed urea from pentafluorosulfanylamine and phenyl isocyanate failed. A possible product from a reaction of thiazyl trifluoride and aniline was either ΦN=S(F₂) ≡ N. Attempts to prepare N-pentafluorosulfanylurea from the reaction of SF₅NCO and NH₃ or SF₅NH₂ and HNCO failed."],"dc:description.degree":["Master of Science"],"dc:format.mimetype":["application/pdf"],"dc:identifier.uri":["http://hdl.handle.net/10919/70567"],"dc:language.iso":["en"],"dc:publisher":["Virginia Polytechnic Institute and State University"],"dc:rights":["In Copyright"],"dc:rights.uri":["http://rightsstatements.org/vocab/InC/1.0/"],"dc:title":["Preparation and properties of N-pentafluorosulfanylamido derivatives"],"dc:type":["Thesis"],"dc:type.dcmitype":["Text"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["masters"],"thesis:degree_name":["Master of Science"],"thesis:institution_name":["Virginia Polytechnic Institute and State University"]},"updated_at":"2026-07-22T22:20:25Z"}