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Topic: Naming of cis/ trans alkene  (Read 9044 times)

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Offline lazipeter

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Naming of cis/ trans alkene
« on: June 09, 2009, 11:15:20 AM »
I want to ask about the naming of this alkene:


I thought it should be trans, 3-methyl 4-ethyl hept-3-ene
but I was wrong.
What the answer should be?

thanks

Offline azmanam

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Re: Naming of cis/ trans alkene
« Reply #1 on: June 09, 2009, 11:26:59 AM »
substituents should technically go in alphabetical order.  but I think the more pertinent issue is it's not exactly accurate to use cis/trans for tri- or tetra-substituted alkenes.  Cis/trans really only works for di-substituted alkenes.  After that, you should use E/Z
Knowing why you got a question wrong is better than knowing that you got a question right.

Offline tangent1.57

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Re: Naming of cis/ trans alkene
« Reply #2 on: July 27, 2009, 12:03:39 AM »
I'd say that this is trans 4-ethyl-3-methyl-3-heptene. 


What do you guys think?

Offline kd.gns

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Re: Naming of cis/ trans alkene
« Reply #3 on: July 27, 2009, 08:00:36 PM »
like azmanam said cis/trans notation is not very effective for double bonds with more than two different substituents. In this case the molecule would be in the E conformation since the higher priority groups are on opposite sides of the double bond.

Offline orgoclear

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Re: Naming of cis/ trans alkene
« Reply #4 on: July 29, 2009, 06:22:31 AM »
If you insist on using cis/trans then there will be a lot of confusion. I can say the compound is cis because the two ethyl substituents are on the same side. However as pointed out earlier, E/Z nomenclature is better in such cases

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