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HBr reacts fastest with...

`HBr` reacts fastest with

A

2 - methylpropan -2-ol

B

propan - 1 - ol

C

propan -2 - ol

D

2 - methylpropan -1-ol

Text Solution

AI Generated Solution

The correct Answer is:
To determine which compound reacts fastest with HBr, we need to analyze the types of alcohols provided in the options and their ability to form stable carbocations during the reaction. ### Step-by-step Solution: 1. **Identify the Type of Alcohols:** - **2-Methylpropane-2-ol:** This is a tertiary alcohol because the hydroxyl group (–OH) is attached to a carbon that is connected to three other carbon atoms. - **Propane-1-ol:** This is a primary alcohol because the hydroxyl group is attached to a carbon that is connected to only one other carbon atom. - **Propane-2-ol:** This is a secondary alcohol because the hydroxyl group is attached to a carbon that is connected to two other carbon atoms. - **2-Methylpropane-1-ol:** This is also a primary alcohol. 2. **Determine the Stability of Carbocations:** - Tertiary carbocations (from 2-methylpropane-2-ol) are the most stable due to hyperconjugation and inductive effects. - Secondary carbocations (from propane-2-ol) are less stable than tertiary but more stable than primary. - Primary carbocations (from propane-1-ol and 2-methylpropane-1-ol) are the least stable. 3. **Analyze the Reaction Mechanism:** - The reaction of HBr with alcohols typically follows an SN1 mechanism, where the rate-determining step involves the formation of a carbocation. - Since the stability of the carbocation directly influences the reaction rate, tertiary alcohols will react faster than secondary and primary alcohols. 4. **Conclusion:** - Among the given options, 2-methylpropane-2-ol is a tertiary alcohol and will form a stable tertiary carbocation, leading to the fastest reaction with HBr. - Therefore, the compound that reacts fastest with HBr is **2-methylpropane-2-ol**. ### Final Answer: **HBr reacts fastest with 2-methylpropane-2-ol.**
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