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New method for synthesis of N-alkyl and N,N-dialkyl-O-ethyl and O-isopropylthiocarbamates by oxidation of ammonium salt of xhantogenic acid
Novi postupak sinteze N-alkil- i N,N-dialkil-O-etil- i O-izopropiltiokarbamata oksidacijom aminskih soli ksantogene kiseline
dc.creator | Milisavljević, Smiljka S. | |
dc.creator | Marinković, Aleksandar | |
dc.creator | Milosavljević, Milutin M. | |
dc.date.accessioned | 2021-03-10T11:20:16Z | |
dc.date.available | 2021-03-10T11:20:16Z | |
dc.date.issued | 2010 | |
dc.identifier.issn | 0367-598X | |
dc.identifier.uri | http://TechnoRep.tmf.bg.ac.rs/handle/123456789/1657 | |
dc.description.abstract | Syntheses of N-alkyl and N,N-dialkyl-O-ethyl and O-isopropyl thiocarbamates by oxidation of ammonium salts of ethyl- and isopropylxanthogenic acid in the presence of sodium hypochlorite and hydrogen peroxide were performed. Ammonium salts of ethyl - and isopropylxanthogenic acid was obtained by the reaction of alkylammonium sulfate and sodium ethyl and isopropyl xanthate. Dependence of N-ethyl-O-isopropylthiocarbamate yield and purity with respect to reaction parameters (reaction time, molar ratio of oxidant and ethylamonium salt of isopropylxanthogenic acid) were studied. Optimal reaction conditions for synthesis of N-alkyl and N,N-dialkyl-O-ethyl and O-isopropyl thiocarbamates were established. The synthesized compounds have been fully characterized by FTIR, 1H-NMR and MS data, while purities have been determined by GC method. A plausible pathway for the N-alkyl and N,N-dialkyl-O-ethyl and O-isopropyl thiocarbamates synthesis in the presence of the oxidative agents sodium hypochlorite and hydrogen peroxide was proposed. The presented synthetic method has been developed at laboratory and applied at semi-industrial level. The developed optimal method provides a powerful and versatile means for the preparation of N-alkyl and N,N-dialkyl- O-ethyl and O-isopropyl thiocarbamates, offering several benefits, namely, simple operation, mild reaction conditions, bypass of hazardous organic solvents, moderately toxic and inexpensive reagents, and also short reaction times and high product yields. | en |
dc.description.abstract | U ovom radu prikazana je sinteza, novim optimizovanim postupkom, N-alkil - i N,N-dialkil- O-etil- i O-izopropiltiokarbamata oksidacijom aminskih soli etil- i izopropilksantogene kiseline pomoću natrijum-hipohlorita i vodonik-peroksida. Alkilaminske soli etil- i izopropilksantogene kiseline dobijene su reakcijom između alkilamonijumsulfata i natrijum-etilksantata ili natrijum-izopropilksantata. Struktura sintetisanih jedinjenja potvrđena je IR, 1H-NMR i MS instrumentalnim metodama, a čistoća je određena gasnom hromatografskom metodom. Postupak sinteze opisan u ovom radu daje velike prednosti u odnosu na poznate postupke sinteze koji se primenjuju u laboratoriji i u industrijskim uslovima. Postupak karakteriše visok stepen konverzije reaktanata u proizvod, visok stepen čistoće, bez sporednih proizvoda, a tehnološki je primenljiv na industrijskom nivou proizvodnje. Sintetisana jedinjenja se primenjuju kao selektivni reagensi za flotaciju ruda bakra i cinka. | sr |
dc.publisher | Association of Chemical Engineers of Serbia | |
dc.rights | openAccess | |
dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/4.0/ | |
dc.source | Hemijska industrija | |
dc.subject | N-Alkyl-O-isopropylthiocarbamate | en |
dc.subject | N-Alkyl-O-ethyl thiocarbamate | en |
dc.subject | hydrogen peroxide | en |
dc.subject | sodium hypochlorite | en |
dc.subject | synthesis | en |
dc.subject | N-Alkil-O-izopropiltiokarbamat | sr |
dc.subject | N-Alkil-O-etiltiokarbamat | sr |
dc.subject | vodonik-peroksid | sr |
dc.subject | natrijum-hipohlorit | sr |
dc.subject | sinteza | sr |
dc.title | New method for synthesis of N-alkyl and N,N-dialkyl-O-ethyl and O-isopropylthiocarbamates by oxidation of ammonium salt of xhantogenic acid | en |
dc.title | Novi postupak sinteze N-alkil- i N,N-dialkil-O-etil- i O-izopropiltiokarbamata oksidacijom aminskih soli ksantogene kiseline | sr |
dc.type | article | |
dc.rights.license | BY-NC-ND | |
dc.citation.epage | 409 | |
dc.citation.issue | 5 | |
dc.citation.other | 64(5): 401-409 | |
dc.citation.rank | M23 | |
dc.citation.spage | 401 | |
dc.citation.volume | 64 | |
dc.identifier.doi | 10.2298/HEMIND100527049M | |
dc.identifier.fulltext | http://TechnoRep.tmf.bg.ac.rs/bitstream/id/8639/0367-598X1000049M.pdf | |
dc.identifier.scopus | 2-s2.0-78449275775 | |
dc.identifier.wos | 000285175800005 | |
dc.type.version | publishedVersion |