Chapter 6: Problem 6.41 (page 243)
For which of the following reactions is a positive value?
a.

b.

Short Answer
Answer
- is positive.
- No change in .
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Chapter 6: Problem 6.41 (page 243)
For which of the following reactions is a positive value?
a.

b.

Answer
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Explain why is more acidic than , even though the C-H bond in has a higher bond dissociation energy than the C-H bond in .
Draw the products of homolysis or heterolysis of each indicated bond. Use electronegativity differences to decide on the location of charges in the heterolysis reaction. Classify each carbon reactive intermediate as a radical, carbocation, or carbanion.
a.
b.
(a) Draw in the curved arrows to show how A is converted to B in Step [1]. (b) Identify X, using the curved arrows drawn for Step [2].

(a) Add curved arrows for each step to show how A is converted to the epoxy ketone C. (b) Classify the conversion of A to C as a substitution, elimination, or addition. (c) Draw one additional resonance structure for B.
Classify each transformation as substitution, elimination, or addition.
a.

b.
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