Green synthesis of glycerol 1,3-bromo- and iodohydrins under solvent-free conditions
| Autor: | Jeronimo da Silva Costa, Sara Raposo Benfica da Silva, Jane Sayuri Inada, Vera L. P. Pereira, Priscila Faustino dos Santos, Fernanda Priscila Nascimento Rodrigues da Silva |
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| Jazyk: | angličtina |
| Rok vydání: | 2019 |
| Předmět: |
Green chemistry
finkelstein reaction 02 engineering and technology 01 natural sciences lcsh:Chemistry chemistry.chemical_compound nucleophilic substitution reaction Nucleophilic substitution Glycerol Environmental Chemistry Organic chemistry ki/al2o3 Finkelstein reaction lcsh:Science Solvent free 010405 organic chemistry green chemistry General Chemistry 021001 nanoscience & nanotechnology 0104 chemical sciences chemistry lcsh:QD1-999 Homogeneous Reagent lcsh:Q 0210 nano-technology solventless reaction |
| Zdroj: | Green Chemistry Letters and Reviews, Vol 12, Iss 4, Pp 389-394 (2019) |
| ISSN: | 1751-7192 1751-8253 |
| Popis: | New eco-friendly conditions for Finkelstein reaction employing homogeneous media or alumina-supported reagents, both solventless, were utilized in the bromohydrins and iodohydrins synthesis from 1,3-dichlorohydrin (1,3-DCH), obtained from glycerol. Thus, the trans-halogenation of glycerol-1,3-dichlorohydrin (1) in homogeneous media, using NaI, NaBr salts and organic additives (TBAI, TBAB), led to the synthesis of four different glycerol halohydrins (2a, 2b, 3a, 3b) in regular to excellent conversions (43–96%) and good selectivities to 3a and 2b. Already, the alumina-supported reagents such as KI, KBr, NaBr were used for glycerol-1,3-dichlorohydrin trans-halogenation, in the absence of solvent, producing halohydrin mixtures in high conversions (77–99%) and very good selectivity (82%) to 1,3-diiodo-2-propanol (2b). |
| Databáze: | OpenAIRE |
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