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Chemistry, 17.12.2019 07:31 Angelanova69134
Both cis- and trans-2-methylcyclohexanol undergo dehydration in warm sulfuric acid to give 1- methylcyclohexene as the major alkene product. these alcohols can also be converted to alkenes by tosylation using tscl and pyridine, followed by elimination using koc(ch3)3 as a strong base. under these basic conditions, the tosylate of cis-2-methylcyclohexanol eliminates to give mostly 1- methylcyclohexene, but the tosylate of trans-2-methylcyclohexanol eliminates to give only 3- methylcyclohexene. explain how this stereochemical difference in reactants controls a regiochemical difference in the products of the basic elimination, but not in the acid-catalyzed elimination.
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Both cis- and trans-2-methylcyclohexanol undergo dehydration in warm sulfuric acid to give 1- methyl...
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