IUPAC and NomenclaturemediumSUBJECTIVE

See imageIUPAC and Nomenclature Chemistry Question

Question

See image

Chemistry diagram for: See image
Answer: 4-BROMO-N-(3-BROMO-2-CHLOROPROPYL)-3-CHLOROPENTANAMIDE

💡 Solution & Explanation

Step 1: Identify the functional group. The structure contains a C=O directly bonded to an NH, making it an amide. Step 2: Identify the acyl (carbonyl) side of the amide. Starting from the carbonyl carbon and moving away from nitrogen: CH2 (C2), then CHCl (C3), then CHBr (C4), then CH3 (C5). This gives a 5-carbon chain: pentanamide. Substituents: Cl at C3, Br at C4. The methyl group at C4 makes C5 a terminal methyl, confirming pentanamide backbone. Name: 4-bromo-3-chloropentanamide. Step 3: Identify the N-substituent (the group on nitrogen). Moving from N: CH2 (C1'), then CHCl (C2'), then CH2Br (C3'). This is a 3-carbon chain: propyl. Substituents: Cl at C2', Br at C3'. Name: 3-bromo-2-chloropropyl. Step 4: Combine. The N-substituent prefix is placed as N-(3-bromo-2-chloropropyl), and the main chain name is 4-bromo-3-chloropentanamide. Step 5: Full IUPAC name: 4-bromo-N-(3-bromo-2-chloropropyl)-3-chloropentanamide. Substituents on the main chain are listed alphabetically (bromo before chloro), and the N-substituent is inserted alphabetically between bromo and chloro in the name. Therefore, the correct answer is 4-bromo-N-(3-bromo-2-chloropropyl)-3-chloropentanamide.

💬
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 Advanced Chemistry content — all in one place.

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