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Hydrocarbons question

2008 · Shift 0 · Q3
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Hydrocarbons question

2008 · Shift 0 · Q3

JEE MainChemistryHydrocarbonsMCQ+4 / −1
The hydrocarbon which can react with sodium in liquid ammonia is
  1. A
    CH3CH2CH2C≡CCH2CH2CH3
  2. B
    CH3CH2C≡CHCH_3CH_2C≡CHCH3​CH2​C≡CH
  3. C
    CH3CH=CHCH3CH_3CH=CHCH_3CH3​CH=CHCH3​
  4. D
    CH3CH2C≡CCH2CH3CH_3CH_2C≡CCH_2CH_3CH3​CH2​C≡CCH2​CH3​
View written solutionFree

Correct answer: B

  1. Identify the reaction being asked

    Sodium in liquid ammonia is used to react with compounds having an acidic hydrogen attached to a triple-bonded carbon.

    Terminal alkynes, of the type R−C≡C−HR-C\equiv C-HR−C≡C−H contain an acidic hydrogen and can react with sodium to form sodium acetylide: 2R−C≡C−H+2Na→2R−C≡C−Na++H22R-C\equiv C-H + 2Na \rightarrow 2R-C\equiv C^{-}Na^{+} + H_22R−C≡C−H+2Na→2R−C≡C−Na++H2​

    So, we need to find the terminal alkyne among the options.

  2. Check each option

    Option A: CH3CH2CH2C≡CCH2CH2CH3CH_3CH_2CH_2C\equiv CCH_2CH_2CH_3CH3​CH2​CH2​C≡CCH2​CH2​CH3​

    • Triple bond is in the middle of the chain.
    • Structure is of the form R−C≡C−R′R-C\equiv C-R'R−C≡C−R′.
    • This is an internal alkyne.
    • No acidic terminal hydrogen.
    • Does not react with sodium in liquid ammonia in this way.

    Option B: CH3CH2C≡CHCH_3CH_2C\equiv CHCH3​CH2​C≡CH

    • Triple bond is at the end.
    • Structure is of the form R−C≡C−HR-C\equiv C-HR−C≡C−H.
    • This is a terminal alkyne.
    • Has acidic hydrogen on the terminal carbon.
    • Reacts with sodium in liquid ammonia.

    Option C: CH3CH=CHCH3CH_3CH=CHCH_3CH3​CH=CHCH3​

    • This is an alkene.
    • No terminal alkyne hydrogen.
    • Does not react in the required way.

    Option D: CH3CH2C≡CCH2CH3CH_3CH_2C\equiv CCH_2CH_3CH3​CH2​C≡CCH2​CH3​

    • Triple bond is internal.
    • Structure is R−C≡C−R′R-C\equiv C-R'R−C≡C−R′.
    • Internal alkyne.
    • No acidic terminal hydrogen.
    • Does not react with sodium in liquid ammonia in this context.
  3. Conclusion

    Only Option B is a terminal alkyne and hence reacts with sodium in liquid ammonia.

    Therefore, the correct answer is: B\boxed{B}B​

  4. Comparison with stored correct answer

    Stored correct answer: B

    My derived answer: B

    Hence, they agree.

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