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When 2-methyl-2-butanol is heated with ...

When 2-methyl-2-butanol is heated with conc . `H_(2) SO_(4)` then main product formed is :

A

2-methyl-1-butene

B

2-methyl-2-butene

C

Both (1) and (2)

D

None of these

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the main product formed when 2-methyl-2-butanol is heated with concentrated sulfuric acid (H₂SO₄), we can follow these steps: ### Step 1: Identify the Structure of 2-methyl-2-butanol 2-methyl-2-butanol is a branched alcohol with the following structure: - It has four carbon atoms in the main chain (butanol). - There is a methyl group attached to the second carbon. - The hydroxyl (OH) group is also on the second carbon. The structure can be represented as: ``` CH3 | CH3 - C - OH | CH2 - CH3 ``` ### Step 2: Understand the Reaction with Concentrated H₂SO₄ When 2-methyl-2-butanol is heated with concentrated sulfuric acid, dehydration occurs. Concentrated sulfuric acid acts as a dehydrating agent, promoting the elimination of water (H₂O) from the alcohol. ### Step 3: Formation of Carbocation Upon heating, the hydroxyl group (OH) is protonated by sulfuric acid, making it a better leaving group. The water molecule then leaves, resulting in the formation of a carbocation. In this case, a tertiary carbocation is formed because the positive charge is on a carbon that is attached to three other carbon atoms. ### Step 4: Elimination of a Proton The next step involves the elimination of a proton (H⁺) from one of the adjacent carbon atoms to the carbocation, leading to the formation of a double bond. Since the carbocation is tertiary, it is stable, and the elimination can occur from either of the two adjacent carbon atoms. ### Step 5: Identify the Alkene Products The elimination can lead to the formation of two possible alkenes: 1. If the H⁺ is removed from the carbon adjacent to the carbocation that has a methyl group, we get 2-methyl-2-butene. 2. If the H⁺ is removed from the other adjacent carbon, we also get 2-methyl-2-butene. Both pathways yield the same alkene product, which is 2-methyl-2-butene. ### Step 6: Determine the Major Product Since both pathways lead to the same product, the main product formed from the reaction of 2-methyl-2-butanol with concentrated sulfuric acid is 2-methyl-2-butene. This alkene is more stable due to the presence of more alpha hydrogens compared to any other possible products. ### Final Answer The main product formed is **2-methyl-2-butene**. ---
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