New Facile One-Pot Synthesis of Isobutyl Thiocarbamate in Recycling Solvent Mixture
Samo za registrovane korisnike
2021
Autori
Milentijevic, GoranMarinković, Aleksandar
Rancic, Milica
Bogdanović, Aleksandra
Prlainović, Nevena
Markovic, Smiljana
Milosavljevic, Milutin
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
The specific objectives of the presented study were related to the optimization of the production process of N-alkyl-, N,N-dialkyl-, and N-cycloalkyl-O-isobutyl thiocarbamate; trial industrial production of N-ethyl-O-isobutyl thiocarbamate; and the evaluation of flotation efficiency of N-ethyl-O-isobutyl thiocarbamate using a real ore sample. The optimization of thiocarbamate syntheses were performed by varying the molar ratio of isobutyl alcohol, carbon disulfide, potassium hydroxide, reaction time, and reaction temperature. In the first step, one-pot reaction took place to produce alkyl xanthate and was followed with chlorination to give alkyl chloroformate (O-alkyl carbonochloridothioate); finally, thiocarbamates were obtained by the reaction with corresponding amines. N-alkyl-O-ethyl thiocarbamate was synthesized as a comparative flotation agent. The structure of the synthesized compounds was confirmed by IR, H-1 and C-13 NMR, and MS instrumental methods, and the purity was determi...ned by gas chromatographic method and elemental analysis. The optimized methods gave high-purity products in a significant yield that was also confirmed by semi-industrial production of N-ethyl-O-isobutyl thiocarbamate. The optimized thiocarbamate synthesis, without isolation of intermediates, is of great importance from the aspect of green technologies. Flotation efficiency test results, using real copper and zinc ores, showed the highest activity of N-ethyl-O-isobutyl thiocarbamate. The optimal one-pot thiocarbamate synthesis provides a simple procedure with a high conversion degree, and, thus, offers valuable technology applicable at the industrial scale.
Ključne reči:
alkyl xanthate / N / N-alkyl-O-isobutyl thiocarbamate / one-pot synthesis / flotationIzvor:
Minerals, 2021, 11, 12Finansiranje / projekti:
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200135 (Univerzitet u Beogradu, Tehnološko-metalurški fakultet) (RS-MESTD-inst-2020-200135)
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200169 (Univerzitet u Beogradu, Šumarski fakultet) (RS-MESTD-inst-2020-200169)
DOI: 10.3390/min11121346
ISSN: 2075-163X
WoS: 000737009000001
Scopus: 2-s2.0-85120165062
Institucija/grupa
Tehnološko-metalurški fakultetTY - JOUR AU - Milentijevic, Goran AU - Marinković, Aleksandar AU - Rancic, Milica AU - Bogdanović, Aleksandra AU - Prlainović, Nevena AU - Markovic, Smiljana AU - Milosavljevic, Milutin PY - 2021 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4779 AB - The specific objectives of the presented study were related to the optimization of the production process of N-alkyl-, N,N-dialkyl-, and N-cycloalkyl-O-isobutyl thiocarbamate; trial industrial production of N-ethyl-O-isobutyl thiocarbamate; and the evaluation of flotation efficiency of N-ethyl-O-isobutyl thiocarbamate using a real ore sample. The optimization of thiocarbamate syntheses were performed by varying the molar ratio of isobutyl alcohol, carbon disulfide, potassium hydroxide, reaction time, and reaction temperature. In the first step, one-pot reaction took place to produce alkyl xanthate and was followed with chlorination to give alkyl chloroformate (O-alkyl carbonochloridothioate); finally, thiocarbamates were obtained by the reaction with corresponding amines. N-alkyl-O-ethyl thiocarbamate was synthesized as a comparative flotation agent. The structure of the synthesized compounds was confirmed by IR, H-1 and C-13 NMR, and MS instrumental methods, and the purity was determined by gas chromatographic method and elemental analysis. The optimized methods gave high-purity products in a significant yield that was also confirmed by semi-industrial production of N-ethyl-O-isobutyl thiocarbamate. The optimized thiocarbamate synthesis, without isolation of intermediates, is of great importance from the aspect of green technologies. Flotation efficiency test results, using real copper and zinc ores, showed the highest activity of N-ethyl-O-isobutyl thiocarbamate. The optimal one-pot thiocarbamate synthesis provides a simple procedure with a high conversion degree, and, thus, offers valuable technology applicable at the industrial scale. T2 - Minerals T1 - New Facile One-Pot Synthesis of Isobutyl Thiocarbamate in Recycling Solvent Mixture IS - 12 VL - 11 DO - 10.3390/min11121346 ER -
@article{ author = "Milentijevic, Goran and Marinković, Aleksandar and Rancic, Milica and Bogdanović, Aleksandra and Prlainović, Nevena and Markovic, Smiljana and Milosavljevic, Milutin", year = "2021", abstract = "The specific objectives of the presented study were related to the optimization of the production process of N-alkyl-, N,N-dialkyl-, and N-cycloalkyl-O-isobutyl thiocarbamate; trial industrial production of N-ethyl-O-isobutyl thiocarbamate; and the evaluation of flotation efficiency of N-ethyl-O-isobutyl thiocarbamate using a real ore sample. The optimization of thiocarbamate syntheses were performed by varying the molar ratio of isobutyl alcohol, carbon disulfide, potassium hydroxide, reaction time, and reaction temperature. In the first step, one-pot reaction took place to produce alkyl xanthate and was followed with chlorination to give alkyl chloroformate (O-alkyl carbonochloridothioate); finally, thiocarbamates were obtained by the reaction with corresponding amines. N-alkyl-O-ethyl thiocarbamate was synthesized as a comparative flotation agent. The structure of the synthesized compounds was confirmed by IR, H-1 and C-13 NMR, and MS instrumental methods, and the purity was determined by gas chromatographic method and elemental analysis. The optimized methods gave high-purity products in a significant yield that was also confirmed by semi-industrial production of N-ethyl-O-isobutyl thiocarbamate. The optimized thiocarbamate synthesis, without isolation of intermediates, is of great importance from the aspect of green technologies. Flotation efficiency test results, using real copper and zinc ores, showed the highest activity of N-ethyl-O-isobutyl thiocarbamate. The optimal one-pot thiocarbamate synthesis provides a simple procedure with a high conversion degree, and, thus, offers valuable technology applicable at the industrial scale.", journal = "Minerals", title = "New Facile One-Pot Synthesis of Isobutyl Thiocarbamate in Recycling Solvent Mixture", number = "12", volume = "11", doi = "10.3390/min11121346" }
Milentijevic, G., Marinković, A., Rancic, M., Bogdanović, A., Prlainović, N., Markovic, S.,& Milosavljevic, M.. (2021). New Facile One-Pot Synthesis of Isobutyl Thiocarbamate in Recycling Solvent Mixture. in Minerals, 11(12). https://doi.org/10.3390/min11121346
Milentijevic G, Marinković A, Rancic M, Bogdanović A, Prlainović N, Markovic S, Milosavljevic M. New Facile One-Pot Synthesis of Isobutyl Thiocarbamate in Recycling Solvent Mixture. in Minerals. 2021;11(12). doi:10.3390/min11121346 .
Milentijevic, Goran, Marinković, Aleksandar, Rancic, Milica, Bogdanović, Aleksandra, Prlainović, Nevena, Markovic, Smiljana, Milosavljevic, Milutin, "New Facile One-Pot Synthesis of Isobutyl Thiocarbamate in Recycling Solvent Mixture" in Minerals, 11, no. 12 (2021), https://doi.org/10.3390/min11121346 . .