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Which one the following alcohol, gives a...

Which one the following alcohol, gives alkenes most readily on acid-catalysed dehydration?

A

`(CH_3)_3 COH`

B

`(CH_3)_2 CHCH_2 OH`

C

`CH_3 CHOHCH`

D

`CH_3 CH_2 CH_2 OH`

Text Solution

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The correct Answer is:
To determine which alcohol gives alkenes most readily on acid-catalyzed dehydration, we need to analyze the stability of the carbocation formed during the dehydration process. The more stable the carbocation, the more readily it will form an alkene. ### Step-by-Step Solution: 1. **Understanding Acid-Catalyzed Dehydration**: Acid-catalyzed dehydration involves the protonation of the alcohol to form a better leaving group (water), followed by the formation of a carbocation and the elimination of water to form an alkene. 2. **Identify the Alcohols**: Let's consider the four options provided: - Option 1: Tertiary alcohol (3°) - Option 2: Secondary alcohol (2°) - Option 3: Secondary alcohol (2°) - Option 4: Primary alcohol (1°) 3. **Formation of Carbocations**: - **Option 1 (Tertiary Alcohol)**: When the tertiary alcohol is protonated, it forms a tertiary carbocation, which is highly stable due to the +I effect of the three alkyl groups. - **Option 2 (Secondary Alcohol)**: Protonation leads to a secondary carbocation, which is less stable than a tertiary carbocation. - **Option 3 (Secondary Alcohol)**: Similar to option 2, this also forms a secondary carbocation. - **Option 4 (Primary Alcohol)**: Protonation leads to a primary carbocation, which is the least stable of all carbocations. 4. **Comparing Stability**: The stability of carbocations is ranked as follows: - Tertiary (3°) > Secondary (2°) > Primary (1°) Therefore, the tertiary carbocation formed from option 1 is the most stable. 5. **Conclusion**: Since the tertiary alcohol (option 1) forms the most stable carbocation, it will dehydrate to form an alkene most readily compared to the other options. ### Final Answer: **Option 1 (Tertiary alcohol) gives alkenes most readily on acid-catalyzed dehydration.**

To determine which alcohol gives alkenes most readily on acid-catalyzed dehydration, we need to analyze the stability of the carbocation formed during the dehydration process. The more stable the carbocation, the more readily it will form an alkene. ### Step-by-Step Solution: 1. **Understanding Acid-Catalyzed Dehydration**: Acid-catalyzed dehydration involves the protonation of the alcohol to form a better leaving group (water), followed by the formation of a carbocation and the elimination of water to form an alkene. 2. **Identify the Alcohols**: ...
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EDUCART PUBLICATION-SAMPLE PAPER 06-SECTION-B
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