Hydrolysis of N-methylnicotinyl and N-methylisonicotinyl esters and some n-participating derivatives under micellar conditions |
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| Institution: | 1. College of Pharmacy, Chungnam National University, 220 Gung-dong, Yuseong-gu, Daejeon 305-764, Republic of Korea;2. College of Pharmacy, Pusan National University, 2, Busandaehak-ro 63beon-gil, Geumjeong-gu, Busan 609-735, Republic of Korea;3. Dong-A ST Co. Ltd., Giheung-gu, Yongin, Gyeonggi 446-905, Republic of Korea;4. College of Pharmacy and Yonsei Institute of Pharmaceutical Sciences, Yonsei University, 162-1 Songdo-dong, Yeonsu-gu, Incheon 406-840, Republic of Korea;1. Institute of the Green Chemistry and Chemical Technology, School of Chemistry and Chemical Engineering, Jiangsu University, Jiangsu, Zhenjiang, 212013, China;2. Institute of Environmental Health and Ecological Security, School of the Environment and Safety Engineering, Jiangsu University, Jiangsu, Zhenjiang, 212013, China;3. School of Science, Jiangsu University of Science and Technology, Jiangsu, Zhenjiang, 212003, China;4. Zhenjiang City Ecological Environment Bureau, Jiangsu, Zhenjiang, 212050, China;5. School of Energy and Power Engineering, Jiangsu University, Jiangsu, Zhenjiang, 212013, China;6. Department of Architecture and Environment Engineering, Sichuan Vocational and Technical College, Suining, Sichuan, 629000, China;7. Jiangsu Collaborative Innovation Center of Technology and Material of Water Treatment, Suzhou University of Science and Technology, Jiangsu, Suzhou, 215009, China;1. Institute of Biomedical Engineering and Health Sciences, Changzhou University, Changzhou, Jiangsu 213164, China;2. Frontiers Science Center for Flexible Electronics (FSCFE), Xi’an Institute of Flexible Electronics (IFE) & Xi’an Institute of Biomedical Materials and Engineering (IBME), Northwestern Polytechnical University (NPU), Xi’an, Shaanxi 710072, China;3. Key Laboratory of Bionic Engineering (Ministry of Education, China), Jilin University, Changchun, Jilin 130022, China;4. School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China;1. University of Rennes, CNRS, ISCR (Institut des Sciences Chimiques de Rennes), UMR 6226, F-35700 Rennes, France;2. Institute of Chemistry, Saint Petersburg State University, Universitetsky Prospect 26, Saint Petersburg 198504, Russia;3. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, Moscow 119991, Russia |
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| Abstract: | Hydrolysis rate of two types of compounds, A and B were studied in the presence of variable concentrations of an anionic surfactant (sodium dodecylsulfate, SDS). Class A of compounds consists of substances which hydrolyze by the SN1 mechanism and which are structurally related to cationic surfactants. The second class (B) contains an internal nucleophile and thus solvolyzes under anchimeric assistance. It was found that compounds of class A are forming an effective micelle and show a rate retardation relative to solvolysis in pure water. The hydrolysis rates of compounds of class B are relatively unaffected by the presence of the micelle forming surfactant. The merits of a N-methylnicotinoic and N-nethylisonicotinoic esters as a new type of leaving groups are discussed. |
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