IUPAC and NomenclatureeasySUBJECTIVE

See imageIUPAC and Nomenclature Chemistry Question

Question

See image

Chemistry diagram for: See image
Answer: ETHYL 2-OXOCYCLOHEXANE-1-CARBOXYLATE

💡 Solution & Explanation

Step 1 - Identify the core structure: The image shows a six-membered carbocyclic ring (cyclohexane ring) with a ketone carbonyl group (C=O, indicated by the 'O' drawn above the ring at one carbon). This makes the parent structure cyclohexanone. Step 2 - Identify the substituent: A CO2Et (ethyl ester, -COOC2H5) group is attached to the ring carbon adjacent to the ketone carbon (i.e., at the alpha position, C-1 if the carbonyl is C-2, or equivalently C-2 if the carbonyl is C-1 depending on numbering). Step 3 - Apply IUPAC nomenclature: The ring contains a ketone at one position and an ester substituent at the adjacent carbon. For systematic naming, the ring is cyclohexane. The ketone within the ring makes it cyclohexanone (oxo prefix when a substituent). The carboxylate ester group is named as a carboxylate: ethyl ester = ethoxycarbonyl or expressed as the full name ethyl ...carboxylate. Step 4 - Number the ring: The ester carbon bearing CO2Et is C-1 (carboxylate gets lowest locant as principal characteristic group in ester naming), and the ketone (oxo group) is at C-2. This gives the name: ethyl 2-oxocyclohexane-1-carboxylate. Step 5 - Confirm: The compound is a beta-ketoester where the ketone is at the 2-position of the cyclohexane ring and the ethyl ester is at the 1-position. This is a well-known compound used in Dieckmann condensation products and enolate chemistry. Therefore, the correct answer is ethyl 2-oxocyclohexane-1-carboxylate.

💬
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