IUPAC and NomenclaturemediumSUBJECTIVE

See imageIUPAC and Nomenclature Chemistry Question

Question

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Answer: 3-BROMO-N-(3-BROMOBUTYL)BUTANAMIDE

💡 Solution & Explanation

Step 1 – Identify the functional group. The molecule contains a C=O directly bonded to an NH, making it an amide (alkanamide). Step 2 – Name the acyl (carbonyl) side (the parent chain). Starting from the carbonyl carbon and going left: C1(=O)-C2H2-C3H(Br)-C4H3. This is a 4-carbon chain (butanamide) with a bromine substituent at C3, giving '3-bromobutanamide'. Step 3 – Name the N-substituent. The group on nitrogen going right from NH: -C1H2-C2H2-C3H(Br)-C4H3. This is a 4-carbon alkyl chain (butyl) with bromine at C3, giving '3-bromobutyl'. Because it is on nitrogen, it is prefixed with N-, giving 'N-(3-bromobutyl)'. Step 4 – Combine. Parent chain name: 3-bromobutanamide. N-substituent: N-(3-bromobutyl). Full IUPAC name: 3-bromo-N-(3-bromobutyl)butanamide. Step 5 – Why no other name fits. Any alternative numbering or parent-chain choice would not satisfy IUPAC rules; the longest chain through the carbonyl is 4 carbons, and bromine is at position 3 on both chains. Therefore, the correct answer is 3-bromo-N-(3-bromobutyl)butanamide.

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