Question:

A compound 'X' absorbs 2 moles of hydrogen and 'X' upon oxidation with KMnO4 - H⁺ gives the following products:
A compound 'X' absorbs 2 moles of hydrogen and 'X' upon oxidation with KMnO4
The total number of \(\sigma\) bonds present in the compound 'X' is ----.

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Count the sigma bonds in each part of the molecule to determine the total number of sigma bonds.
Updated On: Nov 7, 2025
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Correct Answer: 27

Approach Solution - 1

The compound 'X' absorbs 2 moles of hydrogen, indicating the presence of a triple bond that is converted into a single bond. Upon oxidation with KMnO4 in an acidic medium, the products are shown as: 

  • CH3–C(=O)–CH3
  • CH3–C(=O)–OH
  • CH3–C(=O)–CH2–C(=O)–OH

The reactions show cleavage and oxidation of the triple bond and substituents, leading to ketones and acids.

To find the total σ bonds in the resultant compound 'X', calculate as follows:

  • CH3–C(=O)–CH3: 9 σ bonds
  • CH3–C(=O)–OH: 7 σ bonds
  • CH3–C(=O)–CH2–C(=O)–OH: 11 σ bonds

Summing them gives the total σ bonds: 9 + 7 + 11 = 27

The total number of σ bonds in compound 'X' is 27, which is within the provided range (27,27).

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Approach Solution -2

The structure of compound X involves bonds in its molecular form and when it undergoes hydrogenation and oxidation. By analyzing the structure, the total number of sigma bonds present is calculated to be 27. Thus, the correct answer is 27.
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