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NEST2012ChemistryHydrocarbons

Naphthalene ( X ) is an aromatic compound and is the largest single component of coal tar. To prove the structure of naphthalene, Graebe (1869) carried out oxidation studies on it. X on oxidation gives phthalic acid ( Y ) . X can be shown as a resonance hybrid of three principal structures (assumed to be equally contributing). Given the bond lengths (Ã…): C _ sp ^3 - C _ sp ^3 =1.54 ; C _ sp ^3 - C _ sp ^2 =1.50 ; C

Options

  1. AThere are ten isomers of dichloronaphthalene.
  2. B2-Nitronaphthalene on oxidation gives nitrophthalic acid, while 2-aminonaphthalene gives phthalic acid.
  3. CThe 1,2 -bond in naphthalene has a bond length of 1.39 Ã… .
  4. DComplete reduction of naphthalene gives decalin ( C ₁₀ H ₁₈ ) . There are two isomeric decalins.

Correct answer

D. Complete reduction of naphthalene gives decalin ( C ₁₀ H ₁₈ ) . There are two isomeric decalins.

Step-by-step solution

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