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Topic: Isomerism in conjugated hydrocarbons  (Read 3278 times)

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Offline samta

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Isomerism in conjugated hydrocarbons
« on: October 04, 2012, 12:18:09 PM »
A few quesitions, all answers appreciated!

Is this okt-2,4,6-trien?:
http://i.imgur.com/g9Uxr.png

How does conjugated hydrocarbons cause isomerism?
How can I see how many (theoretical) stereoisomers of okt-2,4,6-trien exist?

Offline discodermolide

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Re: Isomerism in conjugated hydrocarbons
« Reply #1 on: October 04, 2012, 01:43:02 PM »
The name looks OK.
Isomerism in alkenes is deals with isomers about the C=C. You can have trans isomers as you drew, or cis isomers where both substituents are on the same side of the olefin.
see picture.
The trans isomers are also known  E (from the German entgegen = apart) and the cis isomers as Z (from the German zusammen = together.


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Offline samta

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Re: Isomerism in conjugated hydrocarbons
« Reply #2 on: October 04, 2012, 02:36:11 PM »
Thanks!

Offline A_V_B

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Re: Isomerism in conjugated hydrocarbons
« Reply #3 on: October 05, 2012, 05:45:41 AM »
Only 6:
ZZZ
EEE
ZZE
EEZ
ZEZ
EZE.

Offline curiouscat

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Re: Isomerism in conjugated hydrocarbons
« Reply #4 on: October 06, 2012, 09:43:46 AM »
Only 6:
ZZZ
EEE
ZZE
EEZ
ZEZ
EZE.

Would all of these be stable or do they freely interconvert? i.e. Can I isolate, say, EZE oct-2,4,6-triene and keep it in a bottle?

Offline discodermolide

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Re: Isomerism in conjugated hydrocarbons
« Reply #5 on: October 06, 2012, 10:32:50 AM »
They are stable except maybe towards light.
They can only freely convert if you break and re-form a double bond.
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