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In the following reaction CH3-CH2-CH2-...

In the following reaction
`CH_3-CH_2-CH_2-CH_3 underset"475 K"overset(H_2SO_4)to `

A

`CH_3CH=CHCH_3` predominates

B

`CH_2=CHCH_2CH_3` predominates

C

Both are formed in equal amounts

D

The amount of production depends on the nature of catalyst

Text Solution

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The correct Answer is:
To solve the problem, we need to analyze the reaction of butanol (CH3-CH2-CH2-CH3) in the presence of concentrated sulfuric acid (H2SO4) at a high temperature (475 K). The reaction involves dehydration, leading to the formation of an alkene. ### Step-by-Step Solution: 1. **Identify the Reactant**: The reactant is butanol, which can be represented as CH3-CH2-CH2-CH3 (butane). 2. **Protonation of Alcohol**: In the presence of concentrated sulfuric acid, the hydroxyl group (-OH) of butanol gets protonated to form a better leaving group (water, H2O). This step is crucial as it converts the alcohol into a more reactive species. \[ CH3-CH2-CH2-CH2OH + H2SO4 \rightarrow CH3-CH2-CH2-CH2OH2^+ + HSO4^- \] 3. **Formation of Carbocation**: The protonated alcohol (CH3-CH2-CH2-CH2OH2^+) loses a water molecule, resulting in the formation of a carbocation. The carbocation can form at the carbon where the -OH group was attached. \[ CH3-CH2-CH2-CH2OH2^+ \rightarrow CH3-CH2-CH2^+ + H2O \] 4. **Carbocation Rearrangement**: The formed carbocation can undergo rearrangement to form a more stable carbocation. In this case, the primary carbocation can rearrange to a more stable secondary carbocation. \[ CH3-CH2-CH2^+ \rightarrow CH3-CH^+-CH2-CH3 \] 5. **Elimination of Beta Hydrogen**: The next step involves the elimination of a beta hydrogen atom. There are two possible beta hydrogen atoms that can be eliminated, leading to two different alkenes: - If the hydrogen from the first beta carbon is eliminated, 1-butene is formed. - If the hydrogen from the second beta carbon is eliminated, 2-butene is formed. \[ \text{Elimination of H from 1st beta carbon} \rightarrow CH3-CH2-CH=CH2 \quad (1-butene) \] \[ \text{Elimination of H from 2nd beta carbon} \rightarrow CH3-CH=CH-CH3 \quad (2-butene) \] 6. **Determine the Major Product**: According to Zaitsev's rule, the more substituted alkene is favored. In this case, 2-butene is more stable than 1-butene due to hyperconjugation and the stability of the double bond. - 2-butene is the major product, while 1-butene is the minor product. ### Final Answer: The predominant product of the reaction is **2-butene**.

To solve the problem, we need to analyze the reaction of butanol (CH3-CH2-CH2-CH3) in the presence of concentrated sulfuric acid (H2SO4) at a high temperature (475 K). The reaction involves dehydration, leading to the formation of an alkene. ### Step-by-Step Solution: 1. **Identify the Reactant**: The reactant is butanol, which can be represented as CH3-CH2-CH2-CH3 (butane). 2. **Protonation of Alcohol**: ...
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