Question:

What is IUPAC name of the following compound ?

Show Hint

Choose the longest chain containing both OH and the double bond, then number from the end that gives OH the lowest locant.
Updated On: Oct 1, 2026
  • 2,6-diethylhept-4-en-3-ol
  • 2-ethyl-6-methyloct-3-en-5-ol
  • 3,7-Dimethylnon-5-en-4-ol
  • 7-ethyl-3-methyl-oct-5-en-4-ol
Show Solution
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The Correct Option is C

Solution and Explanation

Step 1: Read the structure
The skeleton has an OH on one carbon, and a C=C bond next to it. On the left of the double bond is a CH carrying a methyl group and an ethyl group. On the right of the OH carbon is a CH carrying a methyl group and an ethyl group.

Step 2: Find the parent chain
The longest chain that contains both the OH carbon and the double bond runs through both ethyl groups: \(\text{CH}_3\text{CH}_2-\text{CH}(\text{CH}_3)-\text{CH=CH}-\text{CH(OH)}-\text{CH}(\text{CH}_3)-\text{CH}_2\text{CH}_3\). It has 9 carbons, so the parent is nonene.

Step 3: Number the chain
The -OH group has the first priority for numbering. Numbering from the right end gives C1 = \(\text{CH}_3\), C2 = \(\text{CH}_2\), C3 = \(\text{CH}(\text{CH}_3)\), C4 = \(\text{CH(OH)}\), C5 = \(\text{CH=}\), C6 = \(=\text{CH}\), C7 = \(\text{CH}(\text{CH}_3)\), C8, C9. Numbering from the left would put OH on C6, which is higher.

Step 4: Assemble the name
OH at C4, double bond at C5, methyl groups at C3 and C7. The name is 3,7-dimethylnon-5-en-4-ol. The other names choose a shorter chain or give wrong locants.

Final Answer:
The correct name is 3,7-dimethylnon-5-en-4-ol. This is option (C). \[ \boxed{\text{(C) }\text{3,7-Dimethylnon-5-en-4-ol}} \]
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