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Topic: What is wrong with these products?  (Read 2140 times)

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Offline limonade

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What is wrong with these products?
« on: August 12, 2013, 10:47:18 PM »
I was asked to give the organic aldol condensation products as in the following question.


I have drawn out the mechanisms on scratch paper. It makes sense to me. I gave the dehydration products as shown in the picture and it counted me as wrong. I have no idea if it wants the neutral aldo product before it undergoes dehydration.  It won't tell me what I did wrong, chemically speaking not program wise, and I would like to know otherwise I just might make the same mistake again, if I have made any.  Any help greatly appreciated. Thanks

Offline discodermolide

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Re: What is wrong with these products?
« Reply #1 on: August 13, 2013, 02:11:19 AM »
I would think the product would be
CC1=C(C)CCC1=O

unless it is asking for the product before loss of water. But the aldol condensation is the synthesis of conjugated carbonyl compounds.
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Offline Dan

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Re: What is wrong with these products?
« Reply #2 on: August 13, 2013, 03:00:02 AM »
The problem is your cyclohexenone - it will not form - draw out the mechanism, can you see why?
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Offline limonade

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Re: What is wrong with these products?
« Reply #3 on: August 13, 2013, 09:22:08 AM »
Yep. I see it now. Its not a conjugated diene. x/

Thank you

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