Syntheses of N-alkyl, N,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates: a kinetic study
Abstract
The kinetics of the syntheses of N-alkyl, N,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates from sodium ethyl xanthogenacetate, ten alkylamines, and eight substituted anilines were studied at 25, 30, 35, and 40 A degrees C. The reactions were found to follow second-order kinetics. The kinetic (Arrhenius) parameters, such as the activation energy and the frequency factor, as well as the Eyring parameters, such as the standard entropy, the standard Gibbs energy, and the standard enthalpy of activation, were calculated from the second-order rate constants. The mechanism of the reaction was postulated based on the kinetic studies presented and the optimization of the reaction mechanism using the MOPAC PM6 semi-empirical method.
Keywords:
Amines / Kinetics / Reaction mechanism / Synthesis / ThioncarbamatesSource:
Monatshefte Fur Chemie, 2012, 143, 1, 43-49Publisher:
- Springer Wien, Wien
Funding / projects:
- Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-MESTD-Basic Research (BR or ON)-172013)
DOI: 10.1007/s00706-011-0596-1
ISSN: 0026-9247
WoS: 000298753100007
Scopus: 2-s2.0-84858862605
Institution/Community
Tehnološko-metalurški fakultetTY - JOUR AU - Milosavljević, Milutin M. AU - Marinković, Aleksandar AU - Veljković, Vlada B. AU - Milenković, Dragan D. PY - 2012 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2214 AB - The kinetics of the syntheses of N-alkyl, N,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates from sodium ethyl xanthogenacetate, ten alkylamines, and eight substituted anilines were studied at 25, 30, 35, and 40 A degrees C. The reactions were found to follow second-order kinetics. The kinetic (Arrhenius) parameters, such as the activation energy and the frequency factor, as well as the Eyring parameters, such as the standard entropy, the standard Gibbs energy, and the standard enthalpy of activation, were calculated from the second-order rate constants. The mechanism of the reaction was postulated based on the kinetic studies presented and the optimization of the reaction mechanism using the MOPAC PM6 semi-empirical method. PB - Springer Wien, Wien T2 - Monatshefte Fur Chemie T1 - Syntheses of N-alkyl, N,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates: a kinetic study EP - 49 IS - 1 SP - 43 VL - 143 DO - 10.1007/s00706-011-0596-1 ER -
@article{ author = "Milosavljević, Milutin M. and Marinković, Aleksandar and Veljković, Vlada B. and Milenković, Dragan D.", year = "2012", abstract = "The kinetics of the syntheses of N-alkyl, N,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates from sodium ethyl xanthogenacetate, ten alkylamines, and eight substituted anilines were studied at 25, 30, 35, and 40 A degrees C. The reactions were found to follow second-order kinetics. The kinetic (Arrhenius) parameters, such as the activation energy and the frequency factor, as well as the Eyring parameters, such as the standard entropy, the standard Gibbs energy, and the standard enthalpy of activation, were calculated from the second-order rate constants. The mechanism of the reaction was postulated based on the kinetic studies presented and the optimization of the reaction mechanism using the MOPAC PM6 semi-empirical method.", publisher = "Springer Wien, Wien", journal = "Monatshefte Fur Chemie", title = "Syntheses of N-alkyl, N,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates: a kinetic study", pages = "49-43", number = "1", volume = "143", doi = "10.1007/s00706-011-0596-1" }
Milosavljević, M. M., Marinković, A., Veljković, V. B.,& Milenković, D. D.. (2012). Syntheses of N-alkyl, N,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates: a kinetic study. in Monatshefte Fur Chemie Springer Wien, Wien., 143(1), 43-49. https://doi.org/10.1007/s00706-011-0596-1
Milosavljević MM, Marinković A, Veljković VB, Milenković DD. Syntheses of N-alkyl, N,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates: a kinetic study. in Monatshefte Fur Chemie. 2012;143(1):43-49. doi:10.1007/s00706-011-0596-1 .
Milosavljević, Milutin M., Marinković, Aleksandar, Veljković, Vlada B., Milenković, Dragan D., "Syntheses of N-alkyl, N,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates: a kinetic study" in Monatshefte Fur Chemie, 143, no. 1 (2012):43-49, https://doi.org/10.1007/s00706-011-0596-1 . .