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Which of the following alkenes will give...

Which of the following alkenes will give same product by any method out of hydration, hydroboration-oxidation and oxymercuration-demercuration?

A

`CH_(3)CH=CH_(2)`

B

`CH_(3)CH=CHCH_(3)`

C

`CH_(3)underset(CH_(3))underset(|)(CHCH)=CH_(2)`

D

Text Solution

AI Generated Solution

The correct Answer is:
To determine which alkene will yield the same product through hydration, hydroboration-oxidation, and oxymercuration-demercuration, we need to analyze the reactions and the nature of the alkenes provided in the options. ### Step-by-Step Solution: 1. **Understanding the Reactions**: - **Hydration**: This reaction typically follows Markovnikov's rule, where the more substituted carbon gets the hydroxyl group. - **Hydroboration-Oxidation**: This reaction gives the less substituted alcohol (anti-Markovnikov addition). - **Oxymercuration-Demercuration**: This reaction also follows Markovnikov's rule, yielding a more substituted alcohol. 2. **Identifying Symmetrical vs. Unsymmetrical Alkenes**: - For the products from these reactions to be the same, the alkene must be symmetrical. This is because symmetrical alkenes do not have distinct positions for the addition of groups, thus the products will be identical regardless of the method used. 3. **Analyzing the Options**: - Let's denote the alkenes in the options as A, B, C, and D. We need to check which of these alkenes is symmetrical. 4. **Evaluating Each Alkene**: - **Option A**: If this alkene is symmetrical, then all reactions will yield the same product. - **Option B**: If this alkene is unsymmetrical, the products from hydroboration-oxidation and oxymercuration-demercuration will differ. - **Option C**: Similar to B, if this is unsymmetrical, the products will differ. - **Option D**: If this alkene is symmetrical, then all reactions will yield the same product. 5. **Conclusion**: - After evaluating the options, the alkene that is symmetrical will yield the same product through all three methods. 6. **Final Answer**: - The correct option is **B**, as it represents a symmetrical alkene that will give the same product regardless of the method used.
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