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Cyclohexene is best prepared from cycloh...

Cyclohexene is best prepared from cyclohexanol by which of the following

A

conc. `H_(3) PO_(4)`

B

conc. HCl/`ZnCl_(2)`

C

conc. HCl

D

Conc. HBr

Text Solution

AI Generated Solution

The correct Answer is:
To prepare cyclohexene from cyclohexanol, we need to consider the dehydration process, which involves the removal of a water molecule from the alcohol to form an alkene. Let's go through the steps to determine the best reagent for this transformation. ### Step-by-Step Solution: 1. **Identify the Starting Material**: - We start with cyclohexanol, which has the structure: \[ \text{C}_6\text{H}_{12}\text{O} \] 2. **Consider the Dehydration Reaction**: - The goal is to remove a water molecule (H₂O) from cyclohexanol to form cyclohexene (C₆H₁₄). 3. **Choose the Reagents**: - We have four options to consider: 1. Concentrated phosphoric acid (H₃PO₄) 2. Concentrated HCl in the presence of ZnCl₂ (Lukas reagent) 3. Concentrated HCl 4. Concentrated HBr 4. **Evaluate Each Reagent**: - **Option 1: Concentrated Phosphoric Acid (H₃PO₄)**: - Phosphoric acid acts as a dehydrating agent. It protonates the hydroxyl group (-OH) of cyclohexanol, converting it into a better leaving group (water). The reaction proceeds through the formation of a carbocation, followed by the elimination of water, leading to the formation of cyclohexene. - **Option 2: Concentrated HCl in presence of ZnCl₂**: - This reagent will convert the -OH group into a -Cl group (substitution reaction) rather than promoting dehydration. The product will be cyclohexyl chloride, not cyclohexene. - **Option 3: Concentrated HCl**: - Similar to option 2, concentrated HCl will protonate the -OH group, but it will also lead to substitution, forming cyclohexyl chloride instead of cyclohexene. - **Option 4: Concentrated HBr**: - Like HCl, concentrated HBr will also protonate the -OH group and lead to substitution, resulting in cyclohexyl bromide rather than cyclohexene. 5. **Conclusion**: - The best reagent for dehydrating cyclohexanol to form cyclohexene is **concentrated phosphoric acid (H₃PO₄)**, as it promotes the elimination of water and the formation of the alkene. ### Final Answer: The best reagent to prepare cyclohexene from cyclohexanol is **concentrated phosphoric acid (H₃PO₄)**.
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Knowledge Check

  • Nitrosobenzene can be prepared from aniline and which of the following

    A
    Ethanol
    B
    Acetaldehyde
    C
    Acetone
    D
    Acetic anhydride
  • Acetanilide can be prepared from aniline and which of the following

    A
    Ethanol
    B
    Acetaldehyde
    C
    Acetone
    D
    Acetic anhydride
  • Cyclohexene can be exclusively prepared from cyclohexanol through

    A
    conc. `HCl+ZnCl_(2)`
    B
    conc. `H_(3)PO_(4)`
    C
    `HBr`
    D
    conc. HCl
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