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JEE Main Chemistry question

ChemistryOrganic Chemistry - Some Basic Principles and TechniquesJEE Main

Consider three proposed IUPAC names for three compounds: (i) a cyclohexane ring bearing an ethoxy group and two methyl groups on the carbon adjacent to it, proposed as "1-Ethoxy-2,2-dimethylcyclohexane"; (ii) a cyclohexanol ring bearing bromo, chloro, and cyclopropyl substituents, proposed as "4-Bromo-3-chloro-5-cyclopropylcyclohexan-1-ol"; (iii) a cyclopentadiene ring bearing hydroxyl, chloro, and 1-methylethenyl substituents, proposed as "3-Chloro-5-(1-methylethenyl)cyclopenta-1,3-dien-1-ol". How many of these three proposed names are correctly assigned?

Answer: 2

Solution

For name (i), comparing the two possible numbering directions around the ring, the locant set (obtained by giving the gem-dimethyl carbon the lower locants) is lower at the first point of difference than ,

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Question ID VK-148988