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Out of the given isomeric hydrocarbons w...

Out of the given isomeric hydrocarbons which will undergoes rearrangement reaction in acidic medium?

A

B

C

D

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The correct Answer is:
To determine which isomeric hydrocarbons will undergo rearrangement reactions in acidic medium, we need to analyze the stability of the carbocations formed during the reaction. Here’s a step-by-step solution: ### Step 1: Identify the Isomeric Hydrocarbons Assume we have four isomeric alkenes (let's label them A, B, C, and D). Each of these alkenes will react with an acid (H+) to form a carbocation. ### Step 2: Apply Markovnikov's Rule According to Markovnikov's rule, when H+ adds to an alkene, it will attach to the carbon that has more hydrogen atoms already attached, leading to the formation of a more stable carbocation. ### Step 3: Analyze Each Isomer 1. **Isomer A**: - When H+ is added, it forms a tertiary carbocation (3°). - Tertiary carbocations are stable and do not undergo rearrangement. - **Conclusion**: No rearrangement. 2. **Isomer B**: - This is a symmetrical alkene. - H+ addition leads to a secondary carbocation (2°). - A secondary carbocation can rearrange to form a more stable tertiary carbocation via a 1,2-hydride shift. - **Conclusion**: Rearrangement is possible. 3. **Isomer C**: - Upon addition of H+, a secondary carbocation is formed. - Similar to Isomer B, this secondary carbocation can rearrange to a more stable tertiary carbocation. - **Conclusion**: Rearrangement is possible. 4. **Isomer D**: - H+ addition forms a tertiary carbocation (3°). - Since it is already stable, it will not undergo rearrangement. - **Conclusion**: No rearrangement. ### Step 4: Final Conclusion Based on the analysis: - Isomers B and C can undergo rearrangement reactions in acidic medium. - Isomers A and D do not undergo rearrangement. ### Summary The isomeric hydrocarbons that will undergo rearrangement reactions in acidic medium are **Isomer B and Isomer C**.
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AAKASH INSTITUTE ENGLISH-ORGANIC CHEMISTRY: SOME BASIC PRINCIPLE AND TECHNIQUES-SECTION-C OBJECTIVE TYPE QUESTION (MORE THAN ONE OPTIONS ARE CORRECT)
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  5. Which of the following is stablised by overlapping of p-orbitals?

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  6. Formic acid is more acidic than

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  11. Which of the following correctly represent the acidic strenth of given...

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  12. Which of the following correctly represents the stability of reactive ...

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  14. Which of the following can exhibit geometrical isomerism?

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  15. The compounds which cannot react with NaOH is/are

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