What major product is formed by the dehydration of 1,2-cyclohexanediol (consider keto-enol tautomerism)?
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To determine the major product formed by the dehydration of 1,2-cyclohexanediol, we need to consider keto-enol tautomerism and the reaction mechanism involved.
First, let's understand keto-enol tautomerism. In this process, a compound can exist in two forms, known as tautomers, which differ in the position of a hydrogen atom and a double bond. In the keto form, there is a double bond between the carbon and oxygen atoms, while in the enol form, there is an alcohol group (-OH) and a double bond between adjacent carbon atoms.
Next, let's consider the reaction mechanism for the dehydration of 1,2-cyclohexanediol. Dehydration typically involves the removal of a molecule of water (H2O) from a compound. In this case, the -OH groups on the cyclohexanediol will undergo elimination, resulting in the formation of a double bond between the adjacent carbon atoms.
Given that 1,2-cyclohexanediol has two -OH groups, both of them can potentially undergo dehydration to form products. However, to determine the major product, we need to consider the stability of the resulting tautomers.
In general, the keto form is more stable than the enol form due to the resonance stabilization of the carbonyl group. Therefore, the major product of the dehydration of 1,2-cyclohexanediol would likely be the tautomer containing a double bond between the adjacent carbon atoms, which corresponds to the keto form.
In summary, the major product formed by the dehydration of 1,2-cyclohexanediol (considering keto-enol tautomerism) would be the tautomer with a double bond between the adjacent carbon atoms, corresponding to the keto form.