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Olympiad workbook
Exam
Olympiad workbook
Subject
NSEC
Chapter
Hydrocarbons

Olympiad workbook · NSEC · Hydrocarbons

In a pair of isomers of molecular formula C_5 H_8 , both the...

In a pair of isomers of molecular formula C5H8\mathrm{C}_5 \mathrm{H}_8, both the compounds undergo catalytic hydrogenation to form compounds of molecular formula C5H10\mathrm{C}_5 \mathrm{H}_{10}. On ozonolysis followed by oxidative workup \left(\mathrm{H}_2 \mathrm{O}_2\right),oneoftheisomersgivesadiacid(C5H8O4), one of the isomers gives a diacid \left(\mathrm{C}_5 \mathrm{H}_8 \mathrm{O}_4\right) while the other isomer gives a ketoacid \left(\mathrm{C}_5 \mathrm{H}_8 \mathrm{O}_3\right).Thepair/swhichgive/sabovesetofreactionsis/are. The pair/s which give/s above set of reactions is/are

Options

  1. A3-ethylcyclopropene and 1-pentyne
  2. Bcyclopentene and 1-methylcyclobutene
  3. C1-methylcyclobutene and 3-methylcyclobutene
  4. D1,2-dimethylcyclopropene and 3-methylcyclobutene

Correct answer

C. 1-methylcyclobutene and 3-methylcyclobutene

Step-by-step solution

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