[apoapsis17]

Ok. I have combed the Internet and tried myself to find the shape and resonance structures of CH₃COCHN₂. I am almost certain that this molecule has a keytone in the middle, but I cannot for the life of me figure out how to fit 32 electrons into this molecule and still have it reasonable. It should have 3 resonance structures.

Any help would be appreciated, thank you.

[billnotgatez]

CH₃COCHN₂

Do you have a typo?

[apoapsis17]

I do not. That is why I am so confused.

[discodermolide]

Your structure makes no sense, unless you have something like this:


With 3 resonance structures is the compound not

?
You can get three from the azide.

[Babcock_Hall]

CH₃C(O)NH₂ would be a more straightforward molecule, but as someone else just pointed out, there are not three reasonable resonance structures for my suggestion.  I agree that the problem does not have a typo.

[apoapsis17]

I am convinced that there is an error in the formula that was given to me now. I just thought there may have been something that I was overlooking.

Thank you for your help

[mjc123]

I can't see 3 resonance structures for acetamide, but I can for diazoacetone. I don't think it's a typo.

[billnotgatez]

When I first did GOOGLE nothing was returned except Acetone links
now I get
http://www.researchgate.net/publication/256602452_Vibrational_studies_of_-diazoketones._Infrared_and_Raman_spectra_of_CH3COCHN2_CH3COCDN2_CD3COCHN2_and_CD3COCDN2
http://www.sciencedirect.com/science/article/pii/0584853975802418

But still no hits in WIKI

[Babcock_Hall]

I am convinced that there is an error in the formula that was given to me now. I just thought there may have been something that I was overlooking.

Thank you for your help

Can you show us the resonance forms you have worked out so far?