See image — IUPAC and Nomenclature Chemistry Question

💡 Solution & Explanation

Step 1 – Identify the parent chains and rings. The molecule consists of two fused/connected rings: a cyclohexene ring and a cyclopentane ring connected by a single C–C bond (they are not fused; the cyclopentyl group is a substituent on the cyclohexene ring). Step 2 – Locate the principal characteristic group. The highest-priority functional group is the carboxylic acid (–CO2H), which determines the principal chain/ring. The ring bearing –CO2H is the cyclohexene ring, so it becomes the parent: cyclohex-2-ene-1-carboxylic acid (the double bond is between C2 and C3 of the cyclohexene ring). Step 3 – Identify the substituent on the cyclohexene ring. At C4 of the cyclohexene ring there is a cyclopentyl group. The cyclopentyl ring itself carries two substituents: an amino group (–NH2) at C2 of the cyclopentyl ring (the carbon directly bonded to C4 of cyclohexene) and a hydroxyl group (–OH) at C4 of the cyclopentyl ring. Step 4 – Name the cyclopentyl substituent. The cyclopentyl ring with –NH2 at C2 and –OH at C4 is named: 2-amino-4-hydroxycyclopentyl (as a substituent prefix). Step 5 – Assemble the full IUPAC-style name. The parent is cyclohex-2-ene-1-carboxylic acid; at C4 of this ring is the 2-amino-4-hydroxycyclopentyl substituent. Combined: 4-(2-amino-4-hydroxycyclopentyl)cyclohex-2-ene-1-carboxylic acid, which is rendered in the answer key as 4-(2-amino-4-hydroxycyclopentyl cyclohex-2-enecarboxylic acid. Step 6 – No alternate options are given; this is a naming (not MCQ) question, so no distractor analysis is needed. Therefore, the correct answer is 4-(2-amino-4-hydroxycyclopentyl cyclohex-2-enecarboxylic acid.