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Topic: IUPAC name  (Read 1213 times)

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Offline ve_90

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IUPAC name
« on: February 24, 2025, 04:16:53 AM »
Is it correct to assign the following name: 4-ethyl-5-isopropyl-3-heptene? I fear not: the longest chain is the one with more substituents, if I'm not mistaken. Therefore, I would say: 4,5-diethyl-6-methyl-3-heptene.
Thanks for a confirmation.

Offline Borek

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Re: IUPAC name
« Reply #1 on: February 24, 2025, 06:05:35 AM »
hept-3-ene, other than that ChemSketch agrees with 4,5-diethyl version.

That being said: isopropyl version, even if not entirely correct, is unambiguous and there is no doubt what the molecule is.
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Offline ve_90

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Re: IUPAC name
« Reply #2 on: February 24, 2025, 08:48:29 AM »
Sorry, can you explain it to me better?

Offline Borek

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Re: IUPAC name
« Reply #3 on: February 24, 2025, 10:23:51 AM »
It should be 4,5-diethyl-6-methylhept-3ene.

"Isopropyl" is one of these names that are still acceptable, but not preferred. 4-ethyl-5-isopropyl-3-heptene clearly and unambiguously describes the molecule, so using it won't produce serious problems in communication with other chemists (but can be disallowed in formal context of publication).
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Offline ve_90

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Re: IUPAC name
« Reply #4 on: February 24, 2025, 01:22:17 PM »
Okay, now it's clear to me. However, my doubt is this, beyond the name: is it correct to write 4-ethyl-5-isopropyl-3-heptene, since according to IUPAC rules, the longest chain containing the double bond must not only be the longest but also the one with the most possible substituents?
If I consider the isopropyl group as a substituent, the substituents on the main chain are 2, not 3 (unlike 4,5-diethyl-6-methylhept-3-ene).

Offline Borek

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Re: IUPAC name
« Reply #5 on: February 24, 2025, 03:34:03 PM »
Yes, that's exactly the problem - but in the end it depends on what you consider a valid substituent. Once you assume isopropyl is an acceptable substituent you don't have to worry about its internal structure.
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