5. The reaction of each of the following diastereomers with potassium tert-butoxide in DMSO results in different major products. Based on the chair conformations of each isomer and what you know about the E2 reaction, draw the major product of each reaction. Include arrow pushing mechanisms to illustrate how you arrived at your conclusion. CH3 CI cis-isomer CH3 "CI trans-isomer DMSO took DMSO

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**Exercise 5: E2 Reaction of Diastereomers**

The task involves analyzing the reaction of two diastereomers with potassium tert-butoxide in DMSO, yielding different major products. You are to use the chair conformations of each isomer to predict the major products of an E2 reaction. Arrow pushing mechanisms must be included to demonstrate your reasoning.

**Isomers and Reaction Setup:**
1. **Cis-isomer:**
   - Structure: Cyclohexane ring with a methyl group (CH₃) and chlorine (Cl) on adjacent carbons.
   - Reagent: Potassium tert-butoxide (KOtBu) in DMSO.

2. **Trans-isomer:**
   - Structure: Similar cyclohexane ring as the cis-isomer, but with the methyl group and chlorine (Cl) on opposite sides.
   - Reagent: Potassium tert-butoxide (KOtBu) in DMSO.

**Instructions:**
- Draw the chair conformation for each isomer.
- Identify the major product for each reaction.
- Use arrow pushing to illustrate the formation of products and explain your rationale, considering factors like sterics and the stability of conformations.
Transcribed Image Text:**Exercise 5: E2 Reaction of Diastereomers** The task involves analyzing the reaction of two diastereomers with potassium tert-butoxide in DMSO, yielding different major products. You are to use the chair conformations of each isomer to predict the major products of an E2 reaction. Arrow pushing mechanisms must be included to demonstrate your reasoning. **Isomers and Reaction Setup:** 1. **Cis-isomer:** - Structure: Cyclohexane ring with a methyl group (CH₃) and chlorine (Cl) on adjacent carbons. - Reagent: Potassium tert-butoxide (KOtBu) in DMSO. 2. **Trans-isomer:** - Structure: Similar cyclohexane ring as the cis-isomer, but with the methyl group and chlorine (Cl) on opposite sides. - Reagent: Potassium tert-butoxide (KOtBu) in DMSO. **Instructions:** - Draw the chair conformation for each isomer. - Identify the major product for each reaction. - Use arrow pushing to illustrate the formation of products and explain your rationale, considering factors like sterics and the stability of conformations.
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