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Consider the given reaction CH(3)-unde...

Consider the given reaction
`CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-CH_(2)-OH overset("conc." H_(2)SO_(4))underset(Delta)to "Alkene(major)"`
Identify alkene.

A

`CH_(3)-CH_(2)-CH=CH_(2)`

B

`CH_(3)-CH=CH-CH_(3)`

C

`(CH_(3))_(2)C=C(CH_(3))_(2)`

D

`CH_(3)-CH=underset(CH_(3))underset(|)C-CH_(3)`

Text Solution

AI Generated Solution

The correct Answer is:
To identify the major alkene formed from the given reaction of the alcohol with concentrated H₂SO₄, we can follow these steps: ### Step 1: Identify the structure of the alcohol The given alcohol is 2-methyl-2-butanol, which can be represented as: ``` CH3 | CH3-C-CH2-OH | CH3 ``` This structure shows that the alcohol has a hydroxyl (-OH) group attached to a carbon that is also bonded to three other carbon groups. ### Step 2: Protonation of the alcohol When the alcohol reacts with concentrated H₂SO₄, the hydroxyl group (-OH) gets protonated to form a better leaving group, water (H₂O): ``` CH3 | CH3-C-CH2-OH2^+ | CH3 ``` This protonation increases the electrophilicity of the carbon attached to the -OH group. ### Step 3: Formation of carbocation The protonated alcohol (now a better leaving group) can lose water (H₂O) to form a carbocation: ``` CH3 | CH3-C^+-CH2 | CH3 ``` In this case, the carbocation is formed on the tertiary carbon, which is more stable due to the presence of three alkyl groups. ### Step 4: Rearrangement of carbocation (if necessary) In this case, the carbocation is already tertiary, which is the most stable form. No rearrangement is needed. ### Step 5: Deprotonation to form the alkene The next step involves the removal of a proton (H⁺) from the adjacent carbon to form the double bond: 1. If the H⁺ is removed from the carbon adjacent to the carbocation, the alkene formed will be: ``` CH3 | CH3-C=CH2 | CH3 ``` 2. Alternatively, if the H⁺ is removed from the other adjacent carbon, we would get: ``` CH3 | CH2=C-CH3 | CH3 ``` ### Step 6: Determine the major product using Zaitsev's rule According to Zaitsev's rule, the more substituted alkene is favored. In this case: - The first alkene has two alkyl groups attached to the double bond (more substituted). - The second alkene has only one alkyl group attached to the double bond. Thus, the major alkene product will be: ``` CH3 | CH3-C=CH2 | CH3 ``` ### Final Answer The major alkene formed from the reaction is **2-methylpropene**. ---
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