Circle the drawing that best describes the transition state structure for the addition step (first step) of the acyl substitution reaction shown in the box below. Place a bor around the drawing that best describes the transition state structure for the elimination step (second step) of the acyl substitution reaction shown in the box below. CH5 Br + CH;CH20 CH3 OCH2CH3 + Br 8- Br 8- Br CH3 CH;CH2Ó 8- CH3 CH3 CH3CH2Ó -Br CH3CH20 8- 8- 8- 8- Br CH3 CH3CH2Ó 8- CH3 CH;CH2Ó 8- CH3 CH;CH2Ó Br Br

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**Instructions**: Circle the drawing that best describes the transition state structure for the addition step (first step) of the acyl substitution reaction shown in the box below. Place a box around the drawing that best describes the transition state structure for the elimination step (second step) of the acyl substitution reaction shown in the box below.

**Reaction Description**: The reaction involves an acyl bromide group (CH₃COBr) reacting with an ethoxide ion (CH₃CH₂O⁻) to form an ester (CH₃COOCH₂CH₃) and bromide ion (Br⁻).

**Transition State Structures**:

1. **Top Left:** 
   - Oxygen atom of ethoxide (CH₃CH₂Oδ⁻) is approaching the central carbon. 
   - CH₃ attached to the carbon.
   - Br attached to the carbon. 
   - δ⁻ and δ⁺ symbols represent partial charges.

2. **Top Middle:**
   - Same as Top Left but with different orientation of attack, with the Br atom having more interaction with the carbonyl carbon.

3. **Top Right:**
   - Shows a different approach angle where the interaction seems more significant between the leaving Br group and the incoming ethoxide.

4. **Bottom Left:** 
   - Similar to the Top Left but with reversed δ⁻ and δ⁺ interactions.

5. **Bottom Middle:** 
   - Similar to the Bottom Left, focusing more on the interaction of the δ⁺ charge at the central carbon with the leaving Br group.

6. **Bottom Right:** 
   - Similar to the Top Right with a mirrored approach.

These diagrams represent potential energy states as the reaction progresses, indicating how different orientations of the incoming and leaving groups affect transition state structures.
Transcribed Image Text:**Instructions**: Circle the drawing that best describes the transition state structure for the addition step (first step) of the acyl substitution reaction shown in the box below. Place a box around the drawing that best describes the transition state structure for the elimination step (second step) of the acyl substitution reaction shown in the box below. **Reaction Description**: The reaction involves an acyl bromide group (CH₃COBr) reacting with an ethoxide ion (CH₃CH₂O⁻) to form an ester (CH₃COOCH₂CH₃) and bromide ion (Br⁻). **Transition State Structures**: 1. **Top Left:** - Oxygen atom of ethoxide (CH₃CH₂Oδ⁻) is approaching the central carbon. - CH₃ attached to the carbon. - Br attached to the carbon. - δ⁻ and δ⁺ symbols represent partial charges. 2. **Top Middle:** - Same as Top Left but with different orientation of attack, with the Br atom having more interaction with the carbonyl carbon. 3. **Top Right:** - Shows a different approach angle where the interaction seems more significant between the leaving Br group and the incoming ethoxide. 4. **Bottom Left:** - Similar to the Top Left but with reversed δ⁻ and δ⁺ interactions. 5. **Bottom Middle:** - Similar to the Bottom Left, focusing more on the interaction of the δ⁺ charge at the central carbon with the leaving Br group. 6. **Bottom Right:** - Similar to the Top Right with a mirrored approach. These diagrams represent potential energy states as the reaction progresses, indicating how different orientations of the incoming and leaving groups affect transition state structures.
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