Resonance structures for the "allyl carbanion" are shown below (I and II). O.. CH₂CH=CH₂ I CH CH-CH₂ II Which of the following statements regarding I and II are correct? Select one: O A. the actual allyl carbanion, both C,C bonds are unequal in length. O B. The actual structure of an allyl carbanion is an average of structures I and II, with both resonance structures weighted equally. O C. Resonance structures I and II are nonequivalent resonance structures. O D. The energy of the actual allyl carbanion is higher than the energy expected for resonance structures I and II.

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## Resonance Structures for the Allyl Carbanion

**Resonance structures for the "allyl carbanion" are shown below (I and II):**

- Structure I: \( \text{CH}_2{-}\text{CH}{=}\text{CH}_2 \; \leftrightarrow \)
- Structure II: \( \text{CH}_2{=}\text{CH}{-}\text{CH}_2 \)

Both structures show a negative charge \( (\ominus) \) on the terminal carbon.

**Question:**

Which of the following statements regarding structures I and II are correct?

### Options:

- **A.** In the actual allyl carbanion, both C,C bonds are unequal in length.

- **B.** The actual structure of an allyl carbanion is an average of structures I and II, with both resonance structures weighted equally.

- **C.** Resonance structures I and II are nonequivalent resonance structures.

- **D.** The energy of the actual allyl carbanion is higher than the energy expected for resonance structures I and II.

### Diagram Explanation:

Structures I and II depict the allyl carbanion's possible resonance forms. Structure I shows a single bond between the first and second carbon, and a double bond between the second and third carbon. Structure II reverses these bonds, with a double bond between the first and second carbon, and a single bond between the second and third carbon. The negative charge is shown on the third carbon in structure I and on the first carbon in structure II.
Transcribed Image Text:## Resonance Structures for the Allyl Carbanion **Resonance structures for the "allyl carbanion" are shown below (I and II):** - Structure I: \( \text{CH}_2{-}\text{CH}{=}\text{CH}_2 \; \leftrightarrow \) - Structure II: \( \text{CH}_2{=}\text{CH}{-}\text{CH}_2 \) Both structures show a negative charge \( (\ominus) \) on the terminal carbon. **Question:** Which of the following statements regarding structures I and II are correct? ### Options: - **A.** In the actual allyl carbanion, both C,C bonds are unequal in length. - **B.** The actual structure of an allyl carbanion is an average of structures I and II, with both resonance structures weighted equally. - **C.** Resonance structures I and II are nonequivalent resonance structures. - **D.** The energy of the actual allyl carbanion is higher than the energy expected for resonance structures I and II. ### Diagram Explanation: Structures I and II depict the allyl carbanion's possible resonance forms. Structure I shows a single bond between the first and second carbon, and a double bond between the second and third carbon. Structure II reverses these bonds, with a double bond between the first and second carbon, and a single bond between the second and third carbon. The negative charge is shown on the third carbon in structure I and on the first carbon in structure II.
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