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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![**Title: Synthesis of Ethers from Alkenes**
**Question:**
How could the following compound be prepared using an alkene as one of the starting materials?
**Structure Description:**
The diagram shows an ether with the molecular structure: an oxygen atom connected to two carbon groups. One carbon group is a methyl group (CH₃) and the other is a tert-butyl group (a central carbon bonded to three additional methyl groups).
**Explanation:**
To synthesize this ether from an alkene, you can consider using alkoxymercuration-demercuration or another method involving the reaction of an alkene with an alcohol in the presence of an acid catalyst.
**Alkoxymercuration-Demercuration:**
1. **Starting Alkene:** Begin with isobutylene (2-methylpropene) as the alkene.
2. **Reagent:** Use an alcohol, such as methanol, with mercuric acetate [Hg(OAc)₂].
3. **Reaction:** This will add the methoxy group (OCH₃) to the more substituted carbon (Markovnikov addition), resulting in the formation of tert-butyl methyl ether.
Through this method, you can convert an alkene to the desired ether using specific reagents and reaction conditions. This process is commonly used in organic synthesis for the preparation of ethers.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F72148a11-1f78-4a8c-803b-2e7f7e71d718%2F60282555-5e1b-458c-b24d-c1c38591c755%2Fxfsvjt8_processed.jpeg&w=3840&q=75)
Transcribed Image Text:**Title: Synthesis of Ethers from Alkenes**
**Question:**
How could the following compound be prepared using an alkene as one of the starting materials?
**Structure Description:**
The diagram shows an ether with the molecular structure: an oxygen atom connected to two carbon groups. One carbon group is a methyl group (CH₃) and the other is a tert-butyl group (a central carbon bonded to three additional methyl groups).
**Explanation:**
To synthesize this ether from an alkene, you can consider using alkoxymercuration-demercuration or another method involving the reaction of an alkene with an alcohol in the presence of an acid catalyst.
**Alkoxymercuration-Demercuration:**
1. **Starting Alkene:** Begin with isobutylene (2-methylpropene) as the alkene.
2. **Reagent:** Use an alcohol, such as methanol, with mercuric acetate [Hg(OAc)₂].
3. **Reaction:** This will add the methoxy group (OCH₃) to the more substituted carbon (Markovnikov addition), resulting in the formation of tert-butyl methyl ether.
Through this method, you can convert an alkene to the desired ether using specific reagents and reaction conditions. This process is commonly used in organic synthesis for the preparation of ethers.
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