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Which of the reagents on reaction with c...

Which of the reagents on reaction with cyclohexanol gives best yield of cyclohexene?

A

conc. HCl

B

conc. HBr

C

conc. `H_3PO_4`

D

`HCl + ZnCl_2`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which reagent gives the best yield of cyclohexene when reacting with cyclohexanol, we can analyze the options provided step by step. ### Step-by-Step Solution: 1. **Identify the Reagents**: The question provides four reagents. We will analyze each one to see if it can convert cyclohexanol to cyclohexene. 2. **Option 1: Concentrated HCl**: - Cyclohexanol reacts with concentrated HCl. - The concentrated acid donates H⁺ to the hydroxyl group (-OH) of cyclohexanol, converting it into a better leaving group (water). - A carbocation is formed. - Chloride ion (Cl⁻) from HCl attacks the carbocation, resulting in the formation of chlorocyclohexane. - **Conclusion**: This does not yield cyclohexene. 3. **Option 2: Concentrated HBr**: - Cyclohexanol reacts with concentrated HBr. - Similar to HCl, HBr donates H⁺ to the -OH group, forming a good leaving group. - A carbocation is formed. - Bromide ion (Br⁻) attacks the carbocation, leading to the formation of bromocyclohexane. - **Conclusion**: This does not yield cyclohexene. 4. **Option 3: Concentrated Phosphoric Acid (H₃PO₄)**: - Cyclohexanol reacts with concentrated phosphoric acid. - H₃PO₄ dissociates to provide H⁺, which protonates the -OH group, forming a good leaving group. - A carbocation is formed. - Instead of a nucleophile attacking the carbocation, dehydration occurs, where water leaves, resulting in the formation of cyclohexene. - **Conclusion**: This yields cyclohexene. 5. **Option 4: Lucas Reagent**: - Lucas reagent is used to differentiate between alcohols based on their degree (1°, 2°, 3°). - It does not promote dehydration to form alkenes. - **Conclusion**: This is not the correct option for forming cyclohexene. ### Final Conclusion: The best yield of cyclohexene is obtained when cyclohexanol reacts with **concentrated phosphoric acid (H₃PO₄)**.
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RESONANCE ENGLISH-ORGANIC REACTION MECHANISMS-IV-Exercise-3 Part-1
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