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Consider the reactions: (i)(CH3)2CH-CH...

Consider the reactions:
`(i)(CH_3)_2CH-CH_2Br overset(C_2H_5OH)to (CH_3)_2CH-CH_2OC_2H_5+HBr`
`(ii)(CH_3)_2CH-CH_2Br overset(C_2H_5O^-)to(CH_3)_2CH-CH_2OC_2H_5+Br^-`
The mechanisms of reactions (i) and (ii) are respectively :

A

`S_(N^(2)) " and " S_(N^(1))`

B

`S_(N^(1)) " and " S_(N^(2))`

C

`S_(N^(1)) " and " S_(N^(1))`

D

`S_(N^(2)) " and " S_(N^(2))`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the mechanisms of the given reactions, we will analyze each reaction step by step. ### Step 1: Analyze Reaction (i) The first reaction is: \[ (CH_3)_2CH-CH_2Br + C_2H_5OH \rightarrow (CH_3)_2CH-CH_2OC_2H_5 + HBr \] 1. **Identify the Reactant**: The reactant is isobutyl bromide, which is a secondary alkyl halide. 2. **Identify the Nucleophile**: The nucleophile in this reaction is ethanol (C2H5OH). 3. **Mechanism Consideration**: - In this reaction, the bromine atom (leaving group) departs first, forming a carbocation (a positively charged ion). - The nucleophile (ethanol) then attacks the carbocation to form the ether product. - Since the reaction involves the formation of a carbocation and does not involve a backside attack, it suggests an SN1 mechanism. ### Step 2: Analyze Reaction (ii) The second reaction is: \[ (CH_3)_2CH-CH_2Br + C_2H_5O^- \rightarrow (CH_3)_2CH-CH_2OC_2H_5 + Br^- \] 1. **Identify the Reactant**: Again, the reactant is isobutyl bromide (secondary alkyl halide). 2. **Identify the Nucleophile**: The nucleophile here is the ethoxide ion (C2H5O^-), which is a strong nucleophile. 3. **Mechanism Consideration**: - In this case, the nucleophile attacks the carbon bonded to the bromine atom directly, leading to the displacement of the bromine atom. - This reaction occurs in a single concerted step without the formation of a carbocation, indicating an SN2 mechanism. ### Conclusion Based on the analysis: - Reaction (i) proceeds via an SN1 mechanism. - Reaction (ii) proceeds via an SN2 mechanism. Thus, the correct answer is: **Option B: SN1 for reaction (i) and SN2 for reaction (ii).**

To solve the question regarding the mechanisms of the given reactions, we will analyze each reaction step by step. ### Step 1: Analyze Reaction (i) The first reaction is: \[ (CH_3)_2CH-CH_2Br + C_2H_5OH \rightarrow (CH_3)_2CH-CH_2OC_2H_5 + HBr \] ...
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