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What does the dehydration of beta-hydroxy carbonyl compounds with base consist of?

User Vittore
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Final answer:

The dehydration of beta-hydroxy carbonyl compounds with base involves the elimination of water to form an unsaturated carbonyl compound, often via a base-catalyzed mechanism that abstracts a proton and results in a double bond formation adjacent to the carbonyl group.

Step-by-step explanation:

The dehydration of beta-hydroxy carbonyl compounds with base typically consists of removing a water molecule from a beta-hydroxy carbonyl, resulting in the formation of an unsaturated carbonyl compound. In the presence of a base, a hydroxide ion (OH-) can abstract a proton (H+) from the hydroxyl group (-OH) located at the beta position of the carbonyl compound.

Once the proton is abstracted, a water molecule is eliminated, allowing the remaining oxygen to form a double bond with the adjacent carbon. This creates an alkene (a carbon-carbon double bond) adjacent to the carbonyl group. This type of reaction is a form of base-catalyzed dehydrative condensation, often seen in aldol condensation reactions, which involve the formation and then dehydration of an aldol product to yield an enone or an alpha,beta-unsaturated carbonyl compound.

User Ozzymado
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