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Hydrocarbons question

2002 · Shift 0 · Q17
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Hydrocarbons question

2002 · Shift 0 · Q17

JEE MainChemistryHydrocarbonsMCQ+4 / −1
Which of these will not react with acetylene ?
  1. A
    NaOH
  2. B
    ammonical AgNO3AgNO_3AgNO3​
  3. C
    Na
  4. D
    HCl
View written solutionFree

Correct answer: A

  1. Identify the nature of acetylene

    Acetylene is ethyne, HC≡CHHC\equiv CHHC≡CH.

    It has two important types of reactivity:

    • It is an unsaturated hydrocarbon, so it can undergo addition reactions.
    • It is a terminal alkyne, so the hydrogen attached to the spspsp-hybridized carbon is slightly acidic.
  2. Check each option

    Option A: NaOHNaOHNaOH

    NaOHNaOHNaOH is a strong base in water, but it is not strong enough to remove the acidic proton from acetylene to any significant extent.

    Terminal alkynes react with very strong bases like NaNH2NaNH_2NaNH2​, but not with ordinary NaOHNaOHNaOH.

    Therefore, acetylene does not react with NaOHNaOHNaOH.

    Option B: ammonical AgNO3AgNO_3AgNO3​

    Terminal alkynes react with ammoniacal silver nitrate to form silver acetylide.

    HC≡CH+2AgNO3+2NH4OH→AgC≡CAg↓+2NH4NO3+2H2OHC\equiv CH + 2AgNO_3 + 2NH_4OH \rightarrow AgC\equiv CAg\downarrow + 2NH_4NO_3 + 2H_2OHC≡CH+2AgNO3​+2NH4​OH→AgC≡CAg↓+2NH4​NO3​+2H2​O

    So acetylene does react with ammoniacal AgNO3AgNO_3AgNO3​.

    Option C: NaNaNa

    Sodium metal reacts with the acidic hydrogen of acetylene to form sodium acetylide with evolution of hydrogen gas.

    HC≡CH+2Na→NaC≡CNa+H2HC\equiv CH + 2Na \rightarrow NaC\equiv CNa + H_2HC≡CH+2Na→NaC≡CNa+H2​

    So acetylene does react with NaNaNa.

    Option D: HClHClHCl

    Acetylene undergoes addition reaction with HClHClHCl across the triple bond.

    HC≡CH+HCl→CH2=CHClHC\equiv CH + HCl \rightarrow CH_2=CHClHC≡CH+HCl→CH2​=CHCl

    Thus acetylene does react with HClHClHCl.

  3. Conclusion

    The only reagent that will not react with acetylene is:

    A  :  NaOH\boxed{A\;:\; NaOH}A:NaOH​

  4. Comparison with stored correct answer

    Stored correct answer: AAA

    My derived answer is also AAA, so they agree.

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