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All right class so this is sort of the big picture problem for our IR and NMR spectroscopy sections and this problem is asking us to sort of come up with a plausible structure for a given you know molecule the information that's given to us is the formula so we've got c11 H 1402 and we've got an IR spectrum with some some Peaks that are labeled and an NMR spectrum with all of the NMR relevant NMR data for us so I'm going to talk through sort of the strategy behind you know a problem like this how I like you guys to sort of write everything out and then how we can sort of come to a plausible structure for you know a final product and then check to make sure that everything sort of makes sense that we're proposing something that is consistent with the data that's that's the goal here okay so let's get started so first thing I would do is look at my IR spectrum and sort of label what you know what I see here we've got some Peaks just below 3000 so right away I'm going to say sp3 CH so we've got some you know alkane type sp3 CH bonds that are stretching there this 30 33 that's going to be an sp2 CH so just above 3000 that's my sp2 hybridized CH bonds at 1759 so I think that this is pretty clearly a C double bond o and then we can sort of think about well what type of C double bond o type of carbonyl stretch is that so if we go to our our table here here is our you know C double bond o we've got ketones acids about 1710 so again we're at 1760 pretty much we also know that conjugation is going to lower the frequency so probably not a ketone or acid aldehyde 1725 again we're sort of you know this is a little bit higher than then then those numbers esters that's the highest one we have here so about 1735 so I might be thinking ester here you know looking at what else you know fits that's really the only thing I'm defining on here so that's going to be my my guess at this point in time so for this C double bond o I'm going to guess you know something like this um with some other stuff going on here so I've got a generic ester here I'm going to put an R group here and I'm going to say not a ring and I'm going to say that that's not a ring on this other side of this you know carbonyl stretch because this is so high doesn't if it was conjugated then that stretch would be lowered it would be you know it expects to be below 1735 but since its above I'm going to say definitely we don't have conjugation going on here so