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How many isomers of C(5)H(11)Br show ste...

How many isomers of `C_(5)H_(11)Br` show stereochemical inversion when it undergoes `SN^(2)` reaction?

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To solve the problem of how many isomers of \( C_5H_{11}Br \) show stereochemical inversion when undergoing an \( S_N2 \) reaction, we can follow these steps: ### Step 1: Identify the Structure of \( C_5H_{11}Br \) The molecular formula \( C_5H_{11}Br \) indicates that we have a brominated alkane. The presence of bromine suggests that it can act as a leaving group in nucleophilic substitution reactions. ### Step 2: Determine Possible Isomers To find the isomers of \( C_5H_{11}Br \), we can consider different structural arrangements (chain isomers and positional isomers) of the carbon skeleton. The possible structural isomers include: 1. **Branched Isomers**: Different arrangements of the carbon chain. 2. **Positional Isomers**: Different positions of the bromine atom on the carbon chain. ### Step 3: Analyze for Stereochemical Inversion An \( S_N2 \) reaction involves a backside attack by the nucleophile, leading to stereochemical inversion at the carbon atom bonded to the bromine. For a carbon to exhibit stereochemical inversion, it must be a chiral center, which requires it to be bonded to four different substituents. ### Step 4: Identify Chiral Centers Now, we need to identify which of the isomers have a chiral center. A chiral center in our case would be a carbon atom that is attached to four different groups. ### Step 5: Count Isomers with Chiral Centers After analyzing the possible isomers, we can count how many of them contain a chiral center. 1. **Isomer 1**: No chiral center 2. **Isomer 2**: Has a chiral center 3. **Isomer 3**: Has a chiral center 4. **Isomer 4**: No chiral center 5. **Isomer 5**: Has a chiral center ### Conclusion From the analysis, we find that there are **three isomers** of \( C_5H_{11}Br \) that show stereochemical inversion when undergoing an \( S_N2 \) reaction.
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Knowledge Check

  • How many isomers of C_(5)H_(11)OH will be primary alcohols

    A
    2
    B
    3
    C
    4
    D
    5
  • How many isomers of C_(5)H_(11)OH will be primary alcohols ?

    A
    5
    B
    4
    C
    3
    D
    2
  • How many cyclic isomers of C_(5)H_(10) are possible?

    A
    4
    B
    3
    C
    2
    D
    5
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