**Predict the product(s) for each elimination reaction below. In each case show the mechanism. What do the mechanisms have in common? Why?** **Reaction (a):** - Structure: Cyclohexane ring with a chlorine (Cl) substituent and a methyl (CH₃) group. - Reagents: CH₃ONa in CH₃OH **Reaction (b):** - Structure: A linear carbon chain with a bromine (Br) substituent. - Reagents: (CH₃)₃COK in THF **Reaction (c):** - Structure: A branched carbon chain with an OTs (tosylate) group. - Reagents: CH₃ONa in CH₃OH **Explanation of Graphs/Diagrams:** - The diagrams show the structures of organic molecules with substituents. Each reaction involves elimination, suggesting that a β-hydrogen will be removed along with the leaving group (e.g., Cl, Br, OTs), forming a double bond. - The solvents and reagents indicate conditions that favor elimination reactions, often resulting in the formation of alkenes. **Commonalities in Mechanisms:** - All reactions likely involve a base-induced elimination process. - These are examples of E2 mechanisms, which commonly occur when strong bases are used in suitable solvents. - They share a typical concerted process where the base abstracts a proton, and the leaving group is expelled, forming a double bond.
**Predict the product(s) for each elimination reaction below. In each case show the mechanism. What do the mechanisms have in common? Why?** **Reaction (a):** - Structure: Cyclohexane ring with a chlorine (Cl) substituent and a methyl (CH₃) group. - Reagents: CH₃ONa in CH₃OH **Reaction (b):** - Structure: A linear carbon chain with a bromine (Br) substituent. - Reagents: (CH₃)₃COK in THF **Reaction (c):** - Structure: A branched carbon chain with an OTs (tosylate) group. - Reagents: CH₃ONa in CH₃OH **Explanation of Graphs/Diagrams:** - The diagrams show the structures of organic molecules with substituents. Each reaction involves elimination, suggesting that a β-hydrogen will be removed along with the leaving group (e.g., Cl, Br, OTs), forming a double bond. - The solvents and reagents indicate conditions that favor elimination reactions, often resulting in the formation of alkenes. **Commonalities in Mechanisms:** - All reactions likely involve a base-induced elimination process. - These are examples of E2 mechanisms, which commonly occur when strong bases are used in suitable solvents. - They share a typical concerted process where the base abstracts a proton, and the leaving group is expelled, forming a double bond.
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:**Predict the product(s) for each elimination reaction below. In each case show the mechanism. What do the mechanisms have in common? Why?**
**Reaction (a):**
- Structure: Cyclohexane ring with a chlorine (Cl) substituent and a methyl (CH₃) group.
- Reagents: CH₃ONa in CH₃OH
**Reaction (b):**
- Structure: A linear carbon chain with a bromine (Br) substituent.
- Reagents: (CH₃)₃COK in THF
**Reaction (c):**
- Structure: A branched carbon chain with an OTs (tosylate) group.
- Reagents: CH₃ONa in CH₃OH
**Explanation of Graphs/Diagrams:**
- The diagrams show the structures of organic molecules with substituents. Each reaction involves elimination, suggesting that a β-hydrogen will be removed along with the leaving group (e.g., Cl, Br, OTs), forming a double bond.
- The solvents and reagents indicate conditions that favor elimination reactions, often resulting in the formation of alkenes.
**Commonalities in Mechanisms:**
- All reactions likely involve a base-induced elimination process.
- These are examples of E2 mechanisms, which commonly occur when strong bases are used in suitable solvents.
- They share a typical concerted process where the base abstracts a proton, and the leaving group is expelled, forming a double bond.
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