[meepin]

Hi all, I'm struggling a bit with this NMR assignment.

Here is the structure:


Here is the H NMR


I'm guessing the COOH (a) isn't shown because of deuterium exchange.

I'm guessing b would be at 7.7 b/c it's so close to an EN group. Then c would be at 7.5.

6.9 would represent e and g. They would be shifted downfield because of the methoxy group.

6.3 would represent d and f...because those are the only ones left.

h is at 3.832 b/c it's the only one representing 3 Hs due to integration.

Because e and g are equivalent, they would appear at the same spot and still be simply counted as a doublet right? same for d and f? Thanks in advance for anyone's input!

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[Dan]

Hint: Pay attention to the coupling constants.

[meepin]

Hint: Pay attention to the coupling constants.

I'm afraid I don't understand - how would coupling constants help?

[Dan]

If A couples to B with J = X Hz, then B couples to A with J = X Hz.

i.e. the signals for Hs that couple to each other should have matching coupling constants.