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Which of the following is the most react...

Which of the following is the most reactive isomer ?

A

`CH_(3)CH_(2)CH_(2)CH_(2)-overset(O) overset("||")C-H`

B

`CH_(3)CH_(2)CH_(2)-overset(O)overset("||")C-CH_(3)`

C

`CH_(3)CH_(2)-overset(O)overset("||")C-CH_(2)CH_(3)`

D

`CH_(3)-overset(O)overset("||")C-underset(CH_(3))underset(|)(CH)-CH_(3)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the most reactive isomer among the given options, we need to analyze the reactivity in terms of nucleophilic addition reactions. The reactivity is influenced by two main factors: the electron deficiency (denoted as δ+) of the sp² carbon and the steric hindrance (crowding) around that carbon. ### Step-by-Step Solution: 1. **Identify the Structure of Each Isomer**: - Let's denote the four isomers as A, B, C, and D based on their structural formulas. 2. **Evaluate Electron Deficiency (δ+)**: - The δ+ on the sp² carbon indicates how electron-deficient that carbon is. A higher δ+ means that the carbon is more susceptible to nucleophilic attack. - In each isomer, determine which groups are attached to the sp² carbon. Electron-withdrawing groups will increase δ+, while electron-donating groups will decrease it. 3. **Assess Steric Hindrance**: - Steric hindrance refers to the crowding around the sp² carbon. More bulky groups around the carbon will hinder the approach of nucleophiles, decreasing reactivity. - Identify the size and number of substituents around the sp² carbon in each isomer. 4. **Compare the Isomers**: - For each isomer, evaluate the balance between δ+ and steric hindrance. - Isomer A: Less crowding, higher δ+ due to electron-withdrawing groups. - Isomer B: More crowding, lower δ+ because of electron-donating groups. - Isomer C: Similar to B, with significant crowding and lower δ+. - Isomer D: Highest crowding and lowest δ+. 5. **Determine the Most Reactive Isomer**: - Based on the analysis, Isomer A has the least steric hindrance and the highest δ+, making it the most reactive towards nucleophilic addition. ### Conclusion: The most reactive isomer is **Isomer A** due to its favorable balance of high electron deficiency and low steric hindrance.
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Knowledge Check

  • Which of the following is the most reactive towards nucleophilic substitution reaction?

    A
    `ClCH_2-CH=CH_2`
    B
    `CH_2=CH-Cl`
    C
    `CH_3CH=CH-Cl`
    D
    `C_6H_5Cl`
  • Which of the following will be most reactive in the addition reaction with HBr?

    A
    `CH_(3)-C-=C-CH_(3)`
    B
    C
    D
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