Chapter 23: Q1. (page 924)
Question: Draw the enol or keto tautomer(s) of each compound.






Short Answer
Answer
The enol or keto tautomer(s) of each compound are shown below.
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Chapter 23: Q1. (page 924)
Question: Draw the enol or keto tautomer(s) of each compound.






Answer
The enol or keto tautomer(s) of each compound are shown below.
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Question:The enolate derived from diethyl malonate reacts with a variety of electrophiles (not just alkyl halides) to form new carbon-carbon bonds. With this in mind, draw the products formed when Na+ –CH(CO2Et)2 reacts with each electrophile, followed by treatment with H2O.
Question:What is the major enolate (or carbanion) formed when each compound is treated with LDA?




Question: What product is formed when each compound is treated first with LDA in THF solution at low temperature, followed by CH3CH2l?
Question: The last step in the synthesis of β-vetivone (Problem 23.61) involves treatment of C with CH3Li to form an intermediate X, which forms β-vetivone with aqueous acid. Identify the structure of X and draw a mechanism for converting X to β-vetivone.

Question: Acyclovir is an effective antiviral agent used to treat the herpes simplex virus. (a) Draw the enol form of acyclovir, and explain why it is aromatic. (b) Why is acyclovir typically drawn in its keto form, despite the fact that its enol is aromatic?

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