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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 problem of what product is formed when 2-methyl-2-butanol is heated with concentrated H₂SO₄, we can follow these steps: ### Step 1: Identify the Structure of 2-Methyl-2-butanol 2-methyl-2-butanol has the following structure: - It is a branched alcohol with the formula C₅H₁₂O. - The structure can be represented as: ``` CH3 | CH3 - C - OH | CH2 - CH3 ``` ### Step 2: Understand the Reaction Conditions When 2-methyl-2-butanol is heated with concentrated sulfuric acid (H₂SO₄), it undergoes dehydration. This means that a water molecule (H₂O) is removed from the alcohol, leading to the formation of an alkene. ### Step 3: Mechanism of Dehydration The dehydration of alcohols typically follows an E1 mechanism: - The hydroxyl group (OH) is protonated by the sulfuric acid, converting it into a better leaving group (water). - The molecule then forms a carbocation. In this case, the carbocation formed is tertiary and is stabilized by hyperconjugation and inductive effects. ### Step 4: Identify the Carbocation The carbocation formed from 2-methyl-2-butanol is: ``` CH3 | CH3 - C⁺ | CH2 - CH3 ``` ### Step 5: Determine the Beta Hydrogens To form the alkene, we need to remove a beta hydrogen. The beta carbons are those adjacent to the carbocation. In this case, we have: - Beta 1: CH3 (3 hydrogens) - Beta 2: CH2 (2 hydrogens) ### Step 6: Apply the Zaitsev's Rule According to Zaitsev's rule, the more substituted alkene is favored. Therefore, we will remove a hydrogen from the beta carbon that has fewer hydrogens (the CH2 group) to form the double bond. ### Step 7: Form the Alkene When we remove a hydrogen from the CH2 group, we form the double bond between the carbocation and the beta carbon. The resulting alkene is: ``` CH3 | CH3 - C = C - CH3 ``` This compound is known as 2-methyl-2-butene. ### Final Answer The main product formed when 2-methyl-2-butanol is heated with concentrated H₂SO₄ is **2-methyl-2-butene**. ---
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