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← JEE Main 2026 · 2 Apr · Shift 1
ChemistryInteger+4 / -1Question 72 of 75

JEE Main 2026 · 2 Apr · Shift 1, Chemistry question 72

Consider the isomers of hydrocarbon with molecular formula CX5HX10\ce{C5H10}. These isomers do not decolourise KMnOX4\ce{KMnO4} solution. These isomers are subjected to chlorination with chlorine in presence of light to give monochloro compounds. The total number of monochloro compounds (structural isomers only) formed is ________.

Answer and worked solution

Official answer: 14

No reaction with KMnOX4\ce{KMnO4}, so the CX5HX10\ce{C5H10} isomers are cycloalkanes. Count the monochloro structural isomers of each:

Cycloalkane Distinct H types Products
cyclopentane 1 1
methylcyclobutane CH₃, C1, C2, C3 4
1,1-dimethylcyclopropane CH₃, ring CH₂ 2
1,2-dimethylcyclopropane CH₃, ring CH, ring CH₂ 3
ethylcyclopropane CH₃, CH₂, ring C1, ring C2 4

Total 1+4+2+3+4=141+4+2+3+4=14.

Answer: 14