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JEE MainChemistryGeneral Organic Chemistry

An organic compound 'Z' exhibits the following properties: (i) It gives effervescence with aqueous NaHCO₃ solution. (ii) It contains exactly one chiral carbon atom. (iii) It contains exactly one sp^2 hybridized carbon atom and exactly two sp hybridized carbon atoms. Identify the correct structure of Compound 'Z' from the given options.

Options

  1. A(CH₃)₃C-C C-COOH
  2. BCH₃-CH(NH₂)-C C-CH₂OH
  3. CCH₃-CH(NH₂)-CH=CH-COOH
  4. DCH₃-CH(NH₂)-C C-COOH

Correct answer

D. CH₃-CH(NH₂)-C C-COOH

Step-by-step solution

Property (i) indicates the presence of a strongly acidic group like a carboxylic acid ( - COOH ) group, which gives effervescence with aqueous NaHCO₃ . Property (ii) requires exactly one chiral center (an sp^3 carbon attached to four different groups). Property (iii) requires exactly one sp^2 carbon and two sp carbons. Evaluating the options: Option 1: (CH₃)₃C-C C-COOH has no chiral carbon. Option 2: CH₃-CH(NH₂)-C C-CH₂OH lacks a - COOH group (no effervescence with NaHCO₃ ) and has zero sp^2 carbons. Option 3: CH₃-

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