Chapter 23: Q29. (page 924)
Question: Draw enol tautomer(s) for each compound. Ignore stereoisomers.
Short Answer
Answer
The enol tautomer(s) for each compound is shown below:
Chapter 23: Q29. (page 924)
Question: Draw enol tautomer(s) for each compound. Ignore stereoisomers.
Answer
The enol tautomer(s) for each compound is shown below:
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Get started for freeQuestion: Rank the protons in the labeled CH2groups in order of increasing acidity, and explain why you chose this order.
Question: As we learned in Chapter 20, organolithium reagents (RLi) are strong bases that readily react with acidic protons. Why arenโt organolithium reagents used to generate enolates?
Question: Treatment of ฮฑ, ฮฒ-unsaturated carbonyl compound X with base forms the diastereomer Y. Write a stepwise mechanism for this reaction. Explain why one stereogenic center changes configuration but the other does not.
Question: Both pentane-2,4-dione and ethyl acetoacetate have two carbonyl groups separated by a single carbon atom. Although an equilibrium mixture of pentane-2,4-dione tautomers contains 76% of the enol forms, an equilibrium mixture of ethyl acetoacetate tautomers contains only 8% of the enol forms. Suggest a reason for this difference.
Question:Devise a synthesis of anastrozole, a drug used to reduce the recurrence of breast cancer (Section 22.18), from the given compounds. You may use any other needed organic compounds or inorganic reagents.
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