Chapter 11: Q24P (page 567)
Contrast the mechanism of the two preceding reactions, the dehydration and condensation of ethanol.
Chapter 11: Q24P (page 567)
Contrast the mechanism of the two preceding reactions, the dehydration and condensation of ethanol.
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Get started for freePropose mechanisms for the following reactions. In most cases, more products are formed than are shown here. You only need to explain the formation of the products shown, however.
Propose a mechanism for the reaction of
(a) 1-methyl cyclohexanol with HBr to form 1- bromo-1-methylcyclohexane.
(b) 2- cyclohexylethanol with HBr to form 1-bromo-2-cyclohexylethane.
When the following substituted cycloheptanol undergoes dehydration, one of the minor products has undergone a ring contraction. Propose a mechanism to show how this ring contraction occurs.
The Williamson ether synthesis involves the displacement of an alkyl halide or tosylate by an alkoxide ion. Would the synthesis shown be possible by making a tosylate and displacing it? If so, show the sequence of reactions. If not, explain why not and show an alternative synthesis that would be more likely to work.
Classify each reaction as an oxidation, a reduction, or neither.
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