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Primary halides follow the mechanism:...

Primary halides follow the mechanism:

A

`S_(N)` 1

B

`S_(N)`2

C

Both (1) and (2)

D

None of these

Text Solution

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The correct Answer is:
To determine the mechanism followed by primary halides, we will analyze the characteristics of primary alkyl halides and the two types of nucleophilic substitution mechanisms: SN1 and SN2. ### Step-by-Step Solution: 1. **Identify Primary Halides**: - A primary halide is an alkyl halide where the carbon atom bonded to the halogen is attached to only one other carbon atom. - Example: Ethyl bromide (CH3CH2Br) is a primary halide. **Hint**: Remember that primary halides have the halogen attached to a primary carbon, which is only connected to one other carbon. 2. **Understand SN1 and SN2 Mechanisms**: - **SN1 Mechanism**: - This is a two-step mechanism involving the formation of a carbocation intermediate. - The rate of the reaction depends on the stability of the carbocation formed. More stable carbocations (tertiary > secondary > primary) will favor this mechanism. - **SN2 Mechanism**: - This is a one-step mechanism where the nucleophile attacks the substrate as the leaving group departs. - The rate of the reaction is influenced by steric hindrance; less hindered substrates (like primary halides) favor this mechanism. **Hint**: SN1 is favored by stable carbocations, while SN2 is favored by less sterically hindered environments. 3. **Analyze Stability of Carbocations**: - For primary halides, the carbocation formed (if SN1 were to occur) would be a primary carbocation, which is not stable. - Therefore, primary halides do not favor the SN1 mechanism due to the instability of the primary carbocation. **Hint**: Recall that primary carbocations are less stable compared to secondary and tertiary carbocations. 4. **Determine the Preferred Mechanism for Primary Halides**: - Since primary halides do not form stable carbocations, they cannot proceed via the SN1 mechanism. - Instead, they undergo the SN2 mechanism, where the nucleophile attacks the carbon atom directly, leading to the substitution of the halogen. **Hint**: Focus on the fact that primary halides are less hindered, making them ideal candidates for the SN2 mechanism. 5. **Conclusion**: - Primary halides predominantly follow the SN2 mechanism due to the instability of the primary carbocation and the low steric hindrance that allows the nucleophile to approach easily. **Final Answer**: Primary halides follow the SN2 mechanism.
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