A compound 'X' absorbs 2 moles of hydrogen and 'X' upon oxidation with KMnO₄ | H⁺ gives CH₃COCH₃, CH₃COOH and CH₃COCH₂CH₂COOH. The total number of σ bonds present in the compound 'X' is ______

Question

Dr. Abubacker · Accepted Answer

[Solution by Dr. Abubacker] Two C=C bonds (2 mol H₂). Reassembling the three oxidation fragments (acetone, acetic acid and 4-oxopentanoic acid) across the two cleaved C=C bonds gives X = CH₃CH=C(CH₃)–CH₂CH₂–CH=C(CH₃)₂, C₁₀H₁₈. σ bonds: 18 C–H + 9 C–C (the acyclic skeleton of 10 carbons; each C=C contributes one σ and one π) = 27. Answer: 27.

Q. A compound 'X' absorbs 2 moles of hydrogen and 'X' upon oxidation with KMnO₄ | H⁺ gives CH₃COCH₃, CH₃COOH and CH₃COCH₂CH₂COOH. The total number of σ bonds present in the compound 'X' is ______

Explanation

Reviewed by Dr. Abubacker

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