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{:(" "CH(3)),(" ...

`{:(" "CH_(3)),(" |"),(CH_(3)CH_(2)-C-CH-CH_(3)underset("heat")overset(H_(2)SO_(4))(rarr)underset("Major")(rarr)),(" | |"),(" "CH_(3)""OH):}`
What is the major product P in the above reaction?

A

`{:(""CH_(3)" "CH_(3)),( "| |"),(CH_(2)-CH_(2)-CH_(3)-CH=CH_(2)):}`

B

`CH_(3)-overset(CH_(3))overset("| ")(CH)-overset(CH_(3))overset("| ")(CH)-CH=CH_(2)`

C

`{:(" "CH_(3)),(" |"),(CH_(3)CH_(2)-C-CH=CH_(2)),(" |"),(" "CH_(3)):}`

D

`{:(" "CH_(3)),(" |"),(CH_(3)CH_(2)-C=C-CH_(3)),(" |"),(" "CH_(3)):}`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given problem, we need to analyze the reaction step by step. The reaction involves the dehydration of an alcohol in the presence of sulfuric acid (H₂SO₄) and heat, leading to the formation of an alkene. Let's break it down: ### Step 1: Identify the Reactant The reactant is a compound with the following structure: - CH₃-CH₂-C(OH)-CH-CH₃ This can be rewritten as: - CH₃-CH₂-C(OH)-CH(CH₃)-CH₃ ### Step 2: Protonation of the Alcohol In the presence of sulfuric acid (H₂SO₄), the hydroxyl group (OH) of the alcohol gets protonated to form a better leaving group: - CH₃-CH₂-C(OH₂⁺)-CH(CH₃)-CH₃ ### Step 3: Elimination of Water The protonated alcohol (OH₂⁺) can lose a water molecule (H₂O), leading to the formation of a carbocation. The structure now looks like this: - CH₃-CH₂-C⁺-CH(CH₃)-CH₃ This is a secondary carbocation. ### Step 4: Carbocation Rearrangement To stabilize the carbocation, a 1,2-methyl shift occurs. The methyl group from the adjacent carbon migrates to the carbocation center: - CH₃-CH⁺-C(CH₃)-CH₂-CH₃ This results in a more stable tertiary carbocation. ### Step 5: Deprotonation to Form Alkene Finally, a proton (H⁺) is removed from the adjacent carbon to form a double bond, resulting in the major product: - CH₃-CH=C(CH₃)-CH₂-CH₃ ### Step 6: Identify the Major Product The major product P is: - CH₃-CH=C(CH₃)-CH₂-CH₃ This is an internal alkene, which is typically more stable than terminal alkenes. ### Conclusion Thus, the major product P in the reaction is: - **CH₃-CH=C(CH₃)-CH₂-CH₃**
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