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The product of the reaction of (CH3)3 "C...

The product of the reaction of `(CH_3)_3 "CCH"(OH)CH_3` with conc. `H_2SO_4` is

A

`(CH_3)_3CH=CH_2`

B

`(CH_3)_2C = C(CH_3)_2`

C

`CH_3CH_2CH_2CH=CH_2`

D

`CH_3CH_2CH=CHCH_3`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the product of the reaction of `(CH₃)₃CCH(OH)CH₃` with concentrated `H₂SO₄`, we can follow these steps: ### Step 1: Identify the Structure The compound `(CH₃)₃CCH(OH)CH₃` can be represented as: - A tert-butyl group `(CH₃)₃C-` - A hydroxyl group `-CH(OH)-` - A methyl group `-CH₃` This compound can be rewritten as: ``` CH₃ | CH₃-C-CH(OH)-CH₃ | CH₃ ``` ### Step 2: Protonation of the Hydroxyl Group When this compound is treated with concentrated sulfuric acid (`H₂SO₄`), the hydroxyl group (`-OH`) gets protonated by the acid: ``` CH₃ | CH₃-C-CH(OH₂⁺)-CH₃ | CH₃ ``` This creates a positively charged intermediate. ### Step 3: Formation of Carbocation The protonation of the hydroxyl group leads to the formation of a carbocation. Since we have a tertiary carbocation here, it is relatively stable: ``` CH₃ | CH₃-C⁺-CH₃ | CH₃ ``` ### Step 4: Rearrangement (if applicable) In this case, there is no need for rearrangement since the carbocation is already tertiary and stable. ### Step 5: Elimination Reaction Upon heating, the intermediate undergoes an elimination reaction (E1 mechanism), where a molecule of water (`H₂O`) is lost, leading to the formation of a double bond: ``` CH₃ | CH₃-C=CH-CH₃ | CH₃ ``` ### Step 6: Final Product The final product of the reaction is: ``` (CH₃)₂C=CH(CH₃) ``` This can also be written as: ``` (CH₃)₂C=C(CH₃)₂ ``` This corresponds to 2-methyl-2-butene. ### Conclusion The product of the reaction of `(CH₃)₃CCH(OH)CH₃` with concentrated `H₂SO₄` is 2-methyl-2-butene.
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