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Which of the following alcohol on dehydr...

Which of the following alcohol on dehydration with conc `H_(2)SO_(4)` gives but-2- ene?

A

2-methylpropan-2-ol

B

Butan-1-ol

C

2-methyl propan-1-ol

D

Butan-2-ol

Text Solution

AI Generated Solution

The correct Answer is:
To determine which alcohols, when dehydrated with concentrated H₂SO₄, yield but-2-ene, we need to analyze the structure of the alcohols provided and the dehydration reaction mechanism. ### Step-by-Step Solution: 1. **Identify the Alcohols**: We need to consider the structures of the alcohols given in the options. The relevant alcohols are: - 2-methylpropan-2-ol - 2-methylpropan-1-ol - Butan-1-ol - Butan-2-ol 2. **Understand Dehydration Reaction**: Dehydration of alcohols involves the removal of a water molecule (H₂O) in the presence of an acid (in this case, concentrated H₂SO₄). This typically leads to the formation of a carbocation intermediate. 3. **Analyze Each Alcohol**: - **2-methylpropan-2-ol**: - This is a tertiary alcohol. Upon dehydration, it forms a tertiary carbocation. The rearrangement leads to the formation of 2-methylpropene (not but-2-ene). - **2-methylpropan-1-ol**: - This is a primary alcohol. Dehydration leads to a less stable primary carbocation, which does not favor the formation of but-2-ene. - **Butan-1-ol**: - This is a primary alcohol. Dehydration forms a primary carbocation, which rearranges to a more stable secondary carbocation. This can lead to the formation of but-2-ene. - **Butan-2-ol**: - This is a secondary alcohol. Dehydration leads to a secondary carbocation, which can also rearrange to form but-2-ene directly. 4. **Conclusion**: The alcohols that can yield but-2-ene upon dehydration with concentrated H₂SO₄ are: - Butan-1-ol - Butan-2-ol ### Final Answer: Both Butan-1-ol and Butan-2-ol can give but-2-ene upon dehydration with concentrated H₂SO₄. ---
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Knowledge Check

  • Which of the following alcohols on dehydration with conc. H_(2)SO_(4) give but-2-ene?

    A
    2-Methylpropan-2-ol
    B
    Butan-1-o
    C
    2-Methylpropan-1-ol
    D
    Butan-2-ol
  • Which of the following alcohols on dehydration with conc. H_(2)SO_(4) will yield But-2-ene ?

    A
    2-Methyl-2-butanol
    B
    2-Propanol
    C
    2-Methyl-2-propanol
    D
    sec. Butyl alcohol
  • Which of the following alcohols on dehydration with conc. H_2SO_4 will yield But-2-ene ?

    A
    2-methyl-2-butanol
    B
    2-propanol
    C
    2-methyl-2-propanol
    D
    sec-butyl alcohol
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