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The dehydration of 2-methyl butanol with...

The dehydration of 2-methyl butanol with conc. `H_(2)SO_(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

Text Solution

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The correct Answer is:
To solve the question regarding the dehydration of 2-methyl butanol with concentrated sulfuric acid (H₂SO₄), we will follow these steps: ### Step 1: Identify the structure of 2-methyl butanol 2-methyl butanol is an alcohol with the following structure: - It has four carbon atoms in the main chain (butanol). - A methyl group is attached to the second carbon. The structure can be represented as: ``` CH3 | CH3-CH-CH2-CH3 | OH ``` ### Step 2: Understand the dehydration process Dehydration of alcohols involves the removal of a water molecule (H₂O) to form an alkene. In this case, concentrated sulfuric acid acts as a dehydrating agent. ### Step 3: Protonation of the alcohol The first step in the dehydration process is the protonation of the hydroxyl (-OH) group by the concentrated sulfuric acid. This converts the -OH group into a better leaving group (water). The reaction can be represented as: ``` 2-methyl butanol + H₂SO₄ → Protonated alcohol (oxonium ion) ``` ### Step 4: Formation of the carbocation After protonation, the -OH group leaves as water, forming a carbocation. In this case, the carbocation is formed at the second carbon (C-2). ### Step 5: Elimination of a beta-hydrogen The next step is the elimination of a beta-hydrogen from the adjacent carbon atoms (C-1 or C-3). This results in the formation of a double bond. ### Step 6: Determine the major product In this case, two possible alkenes can be formed: 1. From the elimination of a hydrogen from C-1, we get 2-methyl-1-butene. 2. From the elimination of a hydrogen from C-3, we get 2-methyl-2-butene. However, according to Zaitsev's rule, the more substituted alkene (more stable) is favored. Therefore, 2-methyl-2-butene, which is more substituted, will be the major product. ### Final Answer The dehydration of 2-methyl butanol with concentrated H₂SO₄ gives 2-methyl-2-butene as the major product. ---

To solve the question regarding the dehydration of 2-methyl butanol with concentrated sulfuric acid (H₂SO₄), we will follow these steps: ### Step 1: Identify the structure of 2-methyl butanol 2-methyl butanol is an alcohol with the following structure: - It has four carbon atoms in the main chain (butanol). - A methyl group is attached to the second carbon. The structure can be represented as: ...
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Knowledge Check

  • 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
  • Anisole with conc. H_(2)SO_(4) gives.

    A
    Phenol
    B
    o-Phenol sulphonic acid
    C
    o-and p-sulphoanisaoles
    D
    m-sulphoanisole
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    Energy profile diagram for dehydration of 2-butanol using conc. H_(2)SO_(4) is given below: Product (b) of above reaction is: