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Dehydration of 1-butanol or 2-butanol wi...

Dehydration of 1-butanol or 2-butanol with conc. `H_2SO_4` always gives the same mixture of 2-butene (80 %) and 1-butene (20 %) but dehydrohalogenation of 1-bromobutane with alc. KOH gives 1-butene as the major product while that of 2-bromobutane gives 2-butene as the major product . Explain why ?

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AI Generated Solution

To understand the differences in the dehydration of alcohols and the dehydrohalogenation of alkyl halides, let's break down the processes step by step. ### Step 1: Dehydration of 1-butanol and 2-butanol 1. **1-butanol Reaction**: - When 1-butanol (C4H10O) is treated with concentrated sulfuric acid (H2SO4), the hydroxyl group (-OH) is protonated to form a better leaving group (H2O). - This leads to the formation of a carbocation. In the case of 1-butanol, the carbocation formed is a primary carbocation (C1). - Since primary carbocations are not very stable, a hydride shift can occur, resulting in the formation of a more stable secondary carbocation (C2). - The elimination of a beta hydrogen (H) occurs, leading to the formation of 2-butene as the major product (80%) and 1-butene as a minor product (20%). ...
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The dehydrohalogenation of 2-bromobutane with alcoholic KOH gives-

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Knowledge Check

  • The dehydrohalogenation of 2-bromobutane with alcoholic KOH gives-

    A
    only 2-butane
    B
    only 1-butene
    C
    2-butene as the major product
    D
    1-butene as the major product
  • The dehydration of 2-methyl butanol with conc. H_2SO_4 gives :

    A
    2-methyl butene as major product
    B
    pentene
    C
    2-methyl but-2-ene as major product
    D
    2-methyl pent-2-ene
  • The dehydration of 2-methyl butanol with conc. H_2SO_4 gives :

    A
    2-methyl butene as major product
    B
    pentene
    C
    2-methyl but-2-ene as major product
    D
    2-methyl pent-2-ene
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