Chapter 23: Q20. (page 924)
Question:Which of the following compounds will readily lose CO2when heated?




Short Answer
Answers
The compounds that readily lose CO2 when heated are shown below:-
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Chapter 23: Q20. (page 924)
Question:Which of the following compounds will readily lose CO2when heated?




Answers
The compounds that readily lose CO2 when heated are shown below:-
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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: As we learned in Chapter 20, organolithium reagents (RLi) are strong bases that readily react with acidic protons. Why aren’t organolithium reagents used to generate enolates?
Question: Draw the product formed when each starting material is treated with LDA in THF solution at –780C.




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?




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