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One mole of 1,2-dibromopropane on treatm...

One mole of 1,2-dibromopropane on treatment with X moles of `NaNH_(2)` followed by treatment with ethyl bromide gave a pentyne. The value of X is:

A

One

B

Two

C

Three

D

Four

Text Solution

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The correct Answer is:
To solve the problem, we need to determine how many moles of sodium amide (NaNH₂) are required to convert one mole of 1,2-dibromopropane into pentyne through a series of reactions. Let's break it down step by step. ### Step-by-Step Solution: 1. **Identify the Structure of 1,2-Dibromopropane:** - The molecular structure of 1,2-dibromopropane is CH₃-CHBr-CH₂Br. This compound has two bromine atoms attached to the second and third carbon atoms of a three-carbon chain (propane). 2. **Reaction with Sodium Amide (NaNH₂):** - Sodium amide acts as a strong base and can remove hydrogen atoms from carbon atoms adjacent to the bromine atoms. - The first mole of NaNH₂ will remove one bromine atom (Br) from the 1,2-dibromopropane through an E2 elimination mechanism, leading to the formation of an alkene (propene). - The structure after the first reaction will be CH₃-CH=CH₂ (propene). 3. **Second Reaction with Sodium Amide:** - The second mole of NaNH₂ will remove the second bromine atom from the remaining brominated carbon, leading to the formation of an alkyne (specifically, propyne). - The structure after this reaction will be CH₃-C≡C-H (propyne). 4. **Formation of Pentyne:** - Now, to form pentyne, we need to introduce an ethyl group (C₂H₅) to the propyne. This is done by treating the propyne with ethyl bromide (C₂H₅Br). - The propyne will act as a nucleophile and attack the ethyl bromide, leading to the formation of pentyne (C₅H₈), specifically 1-pentyne or 2-pentyne depending on the position of the ethyl group. 5. **Total Moles of NaNH₂ Used:** - From the above steps, we used: - 1 mole of NaNH₂ to remove the first bromine and form propene. - 1 mole of NaNH₂ to remove the second bromine and form propyne. - Therefore, we have used a total of 2 moles of NaNH₂. - Additionally, we need 1 mole of NaNH₂ to deprotonate propyne before it can react with ethyl bromide. 6. **Final Calculation:** - Total moles of NaNH₂ used = 2 (for bromine removal) + 1 (for deprotonation) = 3 moles. ### Conclusion: The value of X, which represents the moles of NaNH₂ required, is **3**.

To solve the problem, we need to determine how many moles of sodium amide (NaNH₂) are required to convert one mole of 1,2-dibromopropane into pentyne through a series of reactions. Let's break it down step by step. ### Step-by-Step Solution: 1. **Identify the Structure of 1,2-Dibromopropane:** - The molecular structure of 1,2-dibromopropane is CH₃-CHBr-CH₂Br. This compound has two bromine atoms attached to the second and third carbon atoms of a three-carbon chain (propane). 2. **Reaction with Sodium Amide (NaNH₂):** ...
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Knowledge Check

  • One mole of 1,2-dibromopropane on treatment with X moles off NaNH_(2) followed by treatment with ethyl bromide gave a 2-pentyne. The value of X is

    A
    one
    B
    two
    C
    three
    D
    four
  • 1,2-Dibromopropane on treatment with X moles of NaNH_2 followed by the treatment with ethyl bromide gave a pentyne. The value of X is

    A
    one
    B
    two
    C
    three
    D
    four
  • Treatment of 1-butene with conc. H_2SO_4 followed by treatment with water forms

    A
    1-butanol
    B
    2-butanol
    C
    2-propanol
    D
    1-2-propan-diol
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