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CH(3) CH (CH(3))CH(2)NH(2) overset( NaN...

`CH_(3) CH (CH_(3))CH_(2)NH_(2) overset( NaNO_(2)//HCI ) to (A) overset( aq.KON ) to (B) ` compound (B ) is :

A

`CH_(3)CH(CH_(3))CH_2 OH`

B

`(CH_3)_2C(OH) C_2 H_5`

C

`(CH_3)_3COH`

D

None of these

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we will follow the steps outlined in the video transcript, detailing the reactions and transformations that occur. ### Step-by-Step Solution: 1. **Identify the Initial Compound**: The starting compound is **CH₃-CH(CH₃)-CH₂-NH₂** (isobutylamine). 2. **Reaction with Sodium Nitrite and Hydrochloric Acid**: When isobutylamine reacts with sodium nitrite (NaNO₂) in the presence of hydrochloric acid (HCl) at 0°C, it forms a diazonium salt. The reaction can be represented as: \[ CH₃-CH(CH₃)-CH₂-NH₂ + NaNO₂ + HCl \rightarrow CH₃-CH(CH₃)-CH₂-N₂^+Cl^- \] This product is an aliphatic diazonium salt, which is unstable. 3. **Decomposition of the Diazonium Salt**: The diazonium salt is unstable and will decompose upon heating or even at room temperature, releasing nitrogen gas (N₂) and forming a carbocation: \[ CH₃-CH(CH₃)-CH₂-N₂^+Cl^- \rightarrow CH₃-CH(CH₃)-CH₂^+ + N₂ \] 4. **Rearrangement of the Carbocation**: The formed carbocation is unstable and can undergo rearrangement to form a more stable carbocation. In this case, a hydrogen atom from the adjacent carbon can shift to stabilize the carbocation: \[ CH₃-CH(CH₃)-CH₂^+ \rightarrow CH₃-C^+(CH₃)-CH₃ \] This results in a tertiary carbocation. 5. **Reaction with Aqueous Potassium Hydroxide (KOH)**: The tertiary carbocation then reacts with aqueous KOH, where the hydroxide ion (OH⁻) attacks the carbocation: \[ CH₃-C^+(CH₃)-CH₃ + OH^- \rightarrow CH₃-C(OH)(CH₃)-CH₃ \] The final product is **2-methylpropan-2-ol** (tert-butyl alcohol). ### Final Answer: The compound (B) is **2-methylpropan-2-ol**. ---
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