IUPAC and NomenclaturemediumSUBJECTIVE

See imageIUPAC and Nomenclature Chemistry Question

Question

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Chemistry diagram for: See image
Answer: 3-BROMO-5-CHLORO-6-(FORMYLAMINO)HEXANOIC ACID

💡 Solution & Explanation

Step 1 – Identify the principal characteristic group (parent chain): The molecule contains a carboxylic acid (-COOH), which is the highest-priority functional group and therefore defines the parent chain and C-1. Step 2 – Trace and number the longest carbon chain containing the -COOH: Starting from the carboxylic acid carbon as C-1, the chain is: C1(OOH)-C2H2-C3H(Br)-C4H2-C5H(Cl)-C6H2-NH-CHO. This gives a 6-carbon chain → hexanoic acid. Step 3 – Identify substituents and their positions: • C-1: -COOH (defines the acid; named as hexanoic acid) • C-3: -Br (bromo substituent) • C-5: -Cl (chloro substituent) • C-6: -CH2-NH-CHO — the nitrogen bears a formyl group (HCO-), making this a formylamino (-NHCHO) substituent at C-6. Step 4 – Name the formylamino group: -NH-CHO is the formylamino group. When attached as a substituent on the chain it is cited as 'formylamino'. Step 5 – Assemble the IUPAC name with substituents in alphabetical order: bromo (C-3), chloro (C-5), formylamino (C-6) → 3-bromo-5-chloro-6-(formylamino)hexanoic acid. Step 6 – Verify numbering gives lowest locants: Numbering from the -COOH end gives locants 3,5,6; numbering from the other end would give 1,2,4, but the -COOH must be C-1, so the set 3,5,6 is correct. Therefore, the correct answer is 3-bromo-5-chloro-6-(formylamino)hexanoic acid.

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