borogirl09

So does that mean that in the aromatic ring that I can have a 2H set and a 3H set. I thought that if you had a monosubstituted aromatic ring that you would have 2 sets of 2H's and 1 lone H. So in this case would the 8.1 (2H, d) and 7.5 (3H, m) both be in the aromatic ring? Can I come up with a compound and post it and get your opinion? I know that the peak at 7.3 ppm corresponds to an aromatic ring. What I am confused about is how are the protons in the aromatic ring multiplets if the other 2 peaks are singlets. Is this due to the fact that in some aromatic rings the signals of equivalent H's overlap resulting in a multiplet signal? I know that since the other 2 peaks are singlets that they do not have any neighboring H's. Again, can I work on it and post what I come up with and get your opinion. BTW...Thank you SOOOOO much I couldn't figure out how to draw the structures I got on the computer, so I just googled it. Here's what I got for the 1'st one And here is what I got for the 3rd one

I am currently in Ochem 2, and my professor gave this set of proton NMR problems. We were asked to draw structures for the following compounds based on their NMR spectra: 1) C9H10O2 PMR: 8.1 (2H, d); 7.5 (3H, m); 4.4 (2H, q); 1.4 (3H, t) 2) C9H10O2 PMR: 11.6 (1H, s); 7.0-7.4 (5H, m); 2.9 (2H, t); 2.7 (2H, t) 3) C9H10O2 PMR: 7.3 (5H, m); 5.1 (2H, s); 2.1 (3H, s) For the 1st one, I am confused about the (3H, m); based on its shift I assume that it is part of an aromatic ring since the compound has 5 degrees of unsaturation, but I don't understand how it is 3H. For the 2nd one I got that it was an aromatic ring with CH2CH2COOH attached. For the 3rd one I got stuck with the whole thing! I don't understand how there can be a (5H, m) when both of the other H's are singlets. Please can someone help me understand this. Thank you.