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AP EAMCET202119 Aug 2021Evening ShiftChemistryHydrocarbonsActual

The product formed when a hydrocarbon ' X ' of molecular formula C 6 H 10 is reacted with sodamide is subjected to ozonolysis, followed by hydrolysis with Zn / H 2 O 2 , and upon further oxidation gave two carboxylic acids, of which one is optically active. The hydrocarbon ' X ' ' is

Options

  1. AHex - 1 - yne
  2. BHex - 3 - yne
  3. C3 − Methylpent − 1 − yne
  4. D3 , 3 − Dimethylbut - 1 − yne

Correct answer

C. 3 − Methylpent − 1 − yne

Step-by-step solution

The molecule is reacting with sodamide, therefore, it should be terminal alkyne. Now, this alkyne is subjected ozonolysis followed by oxidation giving two carboxylic acids in which one carboxylic acid is optically active among them. Hence, the alkyne should be: 3 − Methylpent − 1 − yne . The reaction is shown below: CH 3 CH 2 CH CH 3 C ≡ CH → Zn / H 2 O 2 O 3 CH 3 CH 2 CH CH 3 COOH Optically   active + HCOOH

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