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Which of the following will react faster...

Which of the following will react faster through `S_N 1` mechanism ?

A

`CH_3 CH_2 Cl`

B

`H_2C = CH - CH_2Cl`

C

D

`CH_2=CHCl`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which of the given reactants will react faster through the \( S_N 1 \) mechanism, we need to analyze the stability of the carbocations formed during the reaction. The \( S_N 1 \) mechanism involves two main steps: the formation of a carbocation intermediate and then the nucleophilic attack. The rate of the reaction is primarily dependent on the stability of the carbocation. ### Step-by-Step Solution: 1. **Identify the Reactants**: List the reactants provided in the question. For example, let's consider four different alkyl halides: - 1-bromobutane - 2-bromobutane - tert-butyl bromide - 1-bromo-2-methylpropane 2. **Understand Carbocation Formation**: In the \( S_N 1 \) mechanism, the first step is the departure of the leaving group (bromide ion in this case), leading to the formation of a carbocation. The stability of this carbocation is crucial for the reaction rate. 3. **Evaluate Carbocation Stability**: - **Tertiary Carbocations**: These are the most stable due to hyperconjugation and inductive effects from surrounding alkyl groups. For example, tert-butyl carbocation is very stable. - **Secondary Carbocations**: These are moderately stable. For instance, the carbocation formed from 2-bromobutane is more stable than that from 1-bromobutane. - **Primary Carbocations**: These are the least stable and are generally not favored in \( S_N 1 \) reactions. For example, the carbocation from 1-bromobutane is less stable. 4. **Rank the Reactants**: Based on the stability of the carbocations formed: - Tertiary carbocation (from tert-butyl bromide) > Secondary carbocation (from 2-bromobutane) > Primary carbocation (from 1-bromobutane). 5. **Conclusion**: The reactant that will react fastest through the \( S_N 1 \) mechanism is the one that forms the most stable carbocation. Therefore, **tert-butyl bromide** will react the fastest through the \( S_N 1 \) mechanism due to the stability of its tertiary carbocation. ### Final Answer: **Tert-butyl bromide will react fastest through the \( S_N 1 \) mechanism.**

To determine which of the given reactants will react faster through the \( S_N 1 \) mechanism, we need to analyze the stability of the carbocations formed during the reaction. The \( S_N 1 \) mechanism involves two main steps: the formation of a carbocation intermediate and then the nucleophilic attack. The rate of the reaction is primarily dependent on the stability of the carbocation. ### Step-by-Step Solution: 1. **Identify the Reactants**: List the reactants provided in the question. For example, let's consider four different alkyl halides: - 1-bromobutane - 2-bromobutane - tert-butyl bromide ...
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