See image — IUPAC and Nomenclature Chemistry Question

💡 Solution & Explanation

Step 1: Identify the parent chain. The compound is a cyclohexane ring, so the parent name is cyclohexane. Step 2: Identify all substituents. Looking at the structure: there is a hydroxyl group (OH), a chlorine (Cl), a bromine (Br), and a cyclopropyl group attached to the ring. Step 3: Assign principal characteristic group. The OH (alcohol) group is the principal characteristic group and gets the lowest possible locant. It is named as a suffix: -ol, giving cyclohexanol as the base name. Step 4: Number the ring. Place the OH group at C1 to give it the lowest locant. Number the ring in the direction that gives the remaining substituents the lowest set of locants. Going around the ring from C1 (OH): C2 would be adjacent, but based on the structure, Cl is two carbons away from OH and Br is three carbons away, with cyclopropyl four carbons away. Step 5: Assign locants. With OH at C1, numbering to give lowest locants to substituents: Cl is at C3, Br is at C4, cyclopropyl is at C5. This gives the locant set {3, 4, 5}. Step 6: Alphabetical order of substituents in the name. Substituents listed alphabetically: bromo (4), chloro (3), cyclopropyl (5). Step 7: Assemble the name. 4-bromo-3-chloro-5-cyclopropylcyclohexan-1-ol, commonly written as 4-bromo-3-chloro-5-cyclopropylcyclohexanol. Step 8: Verify locants. The set {3,4,5} for Cl, Br, cyclopropyl with OH at C1 is consistent with the structural drawing where Cl and OH are on adjacent-ish carbons at the top, Br is next to Cl, and cyclopropyl is at the bottom carbon adjacent to Br. Therefore, the correct answer is 4-bromo-3-chloro-5-cyclopropylcyclohexanol.