Confuscious say what!

[rdhdds1]

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I am seeking some clarification: Destroyer 30 (ochem) I am stuck between B and C (and even though this is my 3rd time going through it) I still do not see how the structure forms. Can anyone help? And yes I know it is not A and D/E are not present do to cropping besides they are incorrect as well. B is the right answer.

 

[rdhdds1]

Okay Okay I think I figured it out after posting the thread. Sorry. But if anyone would like to clarify for me that would be great. Just to ensure that I do have it.

The bonds flip after the right side fo the figure is raised to make the table right? Then the CHO-C (triple bond) C-CHO is added which makes the other side of the structure including the double bond. Pretty close?

 

[doc3232]

Diels Alder.
So just to clarify but if you add up the electrons you would find there are an extra two (making it b not c)

The way I would do is it simpler, I just say double bond goes to single and triple to double. In this case it is the latter.
good luck on your DAT, know your taking it soon.

 

[klutzy1987]

This is what separates destroyer from the rest, the reaction is a deals-alder and what happens is the diene loses a doubel bond and gives up two electrons to the dieneophile. The other double bond shifts between where the diene was. The dienophile also loses a pi bond and 2 electrons, so it goes from triple to double.