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Practical Organic Chemistry question

2017 · Shift 0 · Q4
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Practical Organic Chemistry question

2017 · Shift 0 · Q4

JEE MainChemistryPractical Organic ChemistryMCQ+4 / −1
Sodium salt of an organic acid ‘X’ produces effervescence with conc. H2SO4H_2SO_4H2​SO4​. ‘X’ reacts with the acidified aqueous CaCl2CaCl_2CaCl2​ solution to give a white precipitate which decolourises acidic solution of KMnO4KMnO_4KMnO4​. ‘X’ is :
  1. A
    CH3COONaCH_3COONaCH3​COONa
  2. B
    Na2C2O4Na_2C_2O_4Na2​C2​O4​
  3. C
    C6H5COONaC_6H_5COONaC6​H5​COONa
  4. D
    HCOONa
View written solutionFree

Correct answer: B

  1. Identify the clue from reaction with concentrated H2SO4H_2SO_4H2​SO4​

    The sodium salt of an organic acid XXX gives effervescence with conc. H2SO4H_2SO_4H2​SO4​. This suggests that on acidification, a gaseous product is formed.

  2. Use the clue with acidified aqueous CaCl2CaCl_2CaCl2​

    XXX reacts with acidified aqueous CaCl2CaCl_2CaCl2​ to give a white precipitate.

    A well-known test is: C2O42−+Ca2+→CaC2O4↓C_2O_4^{2-} + Ca^{2+} \rightarrow CaC_2O_4\downarrowC2​O42−​+Ca2+→CaC2​O4​↓

    Calcium oxalate is a white precipitate.

  3. Use the clue about decolourising acidic KMnO4KMnO_4KMnO4​

    The white precipitate formed decolourises acidic KMnO4KMnO_4KMnO4​. Calcium oxalate / oxalic acid is a reducing agent and decolourises acidified permanganate: 2MnO4−+5C2O42−+16H+→2Mn2++10CO2+8H2O2MnO_4^- + 5C_2O_4^{2-} + 16H^+ \rightarrow 2Mn^{2+} + 10CO_2 + 8H_2O2MnO4−​+5C2​O42−​+16H+→2Mn2++10CO2​+8H2​O

    This strongly indicates the presence of oxalate ion.

  4. Check option B

    Option B is sodium oxalate, Na2C2O4Na_2C_2O_4Na2​C2​O4​.

    With conc. H2SO4H_2SO_4H2​SO4​: Na2C2O4+H2SO4→H2C2O4+Na2SO4Na_2C_2O_4 + H_2SO_4 \rightarrow H_2C_2O_4 + Na_2SO_4Na2​C2​O4​+H2​SO4​→H2​C2​O4​+Na2​SO4​

    Oxalic acid formed further decomposes on heating with conc. H2SO4H_2SO_4H2​SO4​ to give gases such as COCOCO and CO2CO_2CO2​, causing effervescence.

    With acidified CaCl2CaCl_2CaCl2​: Na2C2O4+CaCl2→CaC2O4↓+2NaClNa_2C_2O_4 + CaCl_2 \rightarrow CaC_2O_4\downarrow + 2NaClNa2​C2​O4​+CaCl2​→CaC2​O4​↓+2NaCl

    The precipitate CaC2O4CaC_2O_4CaC2​O4​ decolourises acidic KMnO4KMnO_4KMnO4​.

  5. Reject other options

    • A: CH3COONaCH_3COONaCH3​COONa
      Gives acetic acid on acidification; no characteristic white precipitate with CaCl2CaCl_2CaCl2​ that decolourises KMnO4KMnO_4KMnO4​.

    • C: C6H5COONaC_6H_5COONaC6​H5​COONa
      Gives benzoic acid on acidification; not consistent with the CaCl2CaCl_2CaCl2​ test or permanganate decolourisation.

    • D: HCOONaHCOONaHCOONa
      Formate can reduce KMnO4KMnO_4KMnO4​, but it does not give the characteristic white precipitate with CaCl2CaCl_2CaCl2​ like oxalate does.

  6. Conclusion

    Therefore, XXX is: Na2C2O4\boxed{Na_2C_2O_4}Na2​C2​O4​​

    So the correct option is B.

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