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Which of the following halide undergoes ...

Which of the following halide undergoes in hydrolysis via `S_(N^(1))` reaction?

A

`BC l_(3)`

B

`NF_(3)`

C

`NC l_(3)`

D

`AsCl_(3)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which halide undergoes hydrolysis via an \( S_N^1 \) reaction, we need to analyze the characteristics of the halides in question. The \( S_N^1 \) mechanism is favored by tertiary halides or those that can form stable carbocations. Here’s a step-by-step solution: ### Step 1: Identify the Halides First, we need to list the halides provided in the options. For the sake of this solution, let's assume the halides are NF3, ClF3, BrF3, and ICl. ### Step 2: Analyze the Structure Next, we analyze the structure of each halide: - **NF3**: Nitrogen is bonded to three fluorine atoms, and it is a stable molecule. - **ClF3**: Chlorine is bonded to three fluorine atoms, and it can form a stable structure. - **BrF3**: Bromine bonded to three fluorine atoms, also stable. - **ICl**: Iodine bonded to chlorine, which can lead to a more stable carbocation upon hydrolysis. ### Step 3: Determine Stability of Carbocations The \( S_N^1 \) mechanism involves the formation of a carbocation intermediate. We need to consider which of these halides can form a stable carbocation: - **NF3** does not form a stable carbocation. - **ClF3** does not form a stable carbocation. - **BrF3** does not form a stable carbocation. - **ICl** can form a stable carbocation, making it a candidate for \( S_N^1 \) hydrolysis. ### Step 4: Hydrolysis Reaction For the halide that can undergo hydrolysis via \( S_N^1 \), we can write the reaction: - For **ICl**, the hydrolysis reaction would be: \[ ICl + H_2O \rightarrow HCl + HOI \] ### Conclusion Based on the analysis, the halide that undergoes hydrolysis via the \( S_N^1 \) mechanism is **ICl**.
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