The synthesis and characterization of the two 2-(tert-butyl) cyclohexyl methanesulfonate compounds
This short communication reports the synthesis and characterization of the mixture of two diastereoisomeric methanesulfonate compounds, 2-(tert-butyl) cyclohexyl methanesulfonate. Methanesulfonate group was introduced into the compounds due to its effectiveness as a protecting and good leaving group...
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| Published in | Ethiopian journal of science and technology Vol. 16; no. 3; pp. 237 - 244 |
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| Main Author | |
| Format | Journal Article |
| Language | English |
| Published |
25.12.2023
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| Online Access | Get full text |
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| Summary: | This short communication reports the synthesis and characterization of the mixture of two diastereoisomeric methanesulfonate compounds, 2-(tert-butyl) cyclohexyl methanesulfonate. Methanesulfonate group was introduced into the compounds due to its effectiveness as a protecting and good leaving group in nucleophilic substitution reactions. These intermediate compounds were prepared in an attempt to introduce fluorine at position two of the two target diastereoisomeric fluorinated compounds 1-(tert-butyl)-2-fluorocyclohexane which are important for studying the properties of hydrogen bond in fluorinated compounds. The two methanesulfonate compounds were formed as an inseparable mixture in 23% yield through alkylation with methanesulfonyl chloride and were characterized and identified by the 1H NMR and 13C NMR spectroscope. The compounds are reported as useful substrates in nucleophilic substitution reactions due to their effectiveness as leaving groups. |
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| ISSN: | 1816-3378 2312-6019 |
| DOI: | 10.4314/ejst.v16i3.4 |