IUPAC and NomenclaturemediumSUBJECTIVE

See imageIUPAC and Nomenclature Chemistry Question

Question

See image

Chemistry diagram for: See image
Answer: 3-BROMO-2-CHLORO-6-ETHENYLCYCLOHEXANOL

💡 Solution & Explanation

Step 1: Identify the parent chain/ring. The compound is a cyclohexane ring, so the parent name is cyclohexanol (since OH is the principal characteristic group). Step 2: Identify all substituents. Looking at the structure: there is an OH group, a Cl atom, a Br atom, and a vinyl (ethenyl, CH=CH2) group attached to the ring. Step 3: Number the ring to give the principal characteristic group (OH) the lowest possible locant. The OH receives C1. Step 4: Assign locants to remaining substituents by going in the direction that gives the next substituents the lowest set of locants. From C1 (OH), Cl is on the adjacent carbon in one direction (C2), Br is on the next carbon (C3), and the ethenyl group is on the other adjacent carbon to C1 (C6). The locant set {1,2,3,6} is preferred over {1,2,4,5} which confirms the numbering. Step 5: Alphabetize substituents for the name: bromo (C3), chloro (C2), ethenyl (C6), then -ol (C1). Step 6: Assemble the name: 3-bromo-2-chloro-6-ethenylcyclohexan-1-ol, commonly written as 3-bromo-2-chloro-6-ethenylcyclohexanol. No other options are present to eliminate, but alternative numbering directions would give higher locant sets and are therefore incorrect per IUPAC rules. Therefore, the correct answer is 3-bromo-2-chloro-6-ethenylcyclohexanol.

💬
Still have doubts about this question?
Send it to our AI chemistry tutor on WhatsApp — gets answered in minutes
Ask on WhatsApp →

Practice 22,000+ questions like this

AI-adaptive practice, video lectures, and full JEE Mains Chemistry content — all in one place.

JEE Advanced · JEE Mains · NEET · IChO · AP Chemistry