
- A3, 5-dimethyl-4-propylhept-1-en-6-yne
- B3-methyl-4-(3-methylprop-1-enyl)-1-heptyne
- C3-methyl-4-(1-methylprop-2-enyl)-1-heptene
- D3,5-dimethyl-4-propylhept-6-en-1-yne
View written solutionFree
Correct answer: A
-
Interpret the structure implied by the options
We need identify the correct IUPAC name among the four choices. The key points to check are:
- longest chain containing the maximum number of multiple bonds,
- correct numbering giving lowest locants to multiple bonds,
- correct choice between parent-chain naming and substituent naming,
- proper order of suffixes:
$-en-before$-ynein the name.
-
Find the parent chain
From the options, the consistent main skeleton is a 7-carbon chain containing one double bond and one triple bond. Hence the parent is hept-en-yne.
Also, one option treats a part as a substituent (options B, C), while others treat it as part of the main chain (A, D). By IUPAC rule, the parent chain must include the maximum number of multiple bonds. Therefore the correct parent must include both the double bond and the triple bond in the main chain.
So options B and C are rejected.
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Number the chain correctly
We now compare A and D:
- A: hept-1-en-6-yne
- D: hept-6-en-1-yne
Both give the set of locants for multiple bonds as
{1,6}. In such a tie, IUPAC gives preference to the double bond getting the lower number.Therefore: is preferred over
So A is preferred over D.
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Check substituents
On this 7-carbon chain, the substituents are:
- methyl at carbon 3,
- propyl at carbon 4,
- methyl at carbon 5.
Thus substituents are:
Putting all together:
-
Evaluate options
- A: -dimethyl--propylhept--en--yne ✅
- B: parent chain chosen incorrectly ❌
- C: parent chain chosen incorrectly ❌
- D: numbering gives double bond higher locant, not preferred ❌
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Final answer
The correct IUPAC name is:
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