Question

The correct nomenclature for the following compound is:

• A. 2–carboxy–4–hydroxyhept–6–enal
• B. 2–carboxy–4–hydroxyhept–7–enal
• C. 2–formyl–4–hydroxyhept–6–enoic acid
• D. 2–formyl–4–hydroxyhept–7–enoic acid

Answer 1

The Correct Option is D

To ascertain the correct IUPAC nomenclature, proceed with the following steps:
Step 1: Parent Chain Identification The parent chain comprises 7 carbon atoms (hept-), featuring a double bond on the 6th carbon (hept-6-en-).
Step 2: Functional Groups and Priority The compound possesses these functional groups: 1. A formyl group (−CHO) on the 2nd carbon. 2. A hydroxyl group (−OH) on the 4th carbon. 3. A carboxylic acid group (−COOH) at the chain's terminus. The carboxylic acid group holds the highest priority, thus the chain is designated as a derivative of "hept-6-enoic acid".
Step 3: Substituent Naming 1. The −CHO group is designated as "formyl" as it functions as a substituent, not the principal functional group. 2. The −OH group is designated as "hydroxy".
Step 4: Name Assembly The substituents and parent chain are integrated according to their positional indices:
2-formyl-4-hydroxyhept-6-enoic acid.
Step 5: Option Validation Based on the provided choices, the accurate name corresponds to:
(3) 2-formyl-4-hydroxyhept-6-enoic acid.
Final Answer: (3)