Achiever #4 OChem HNMR question

[mario0923]

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I just did achiever #4...yeah....right I know...lol......
everything was bad and exceptionally the QR....wow....
anyways!!

so #97 of Achiever Test #4 asks:
How many peaks would you expect on the H NMR spectrum of benzoic acid if D2O solvent were used during the analysis?

so if D2O was used as a solvent the OH in carboxylic acid would turn into OD so it would not show up in the spectrum

but then I still have 5 other hydrogens in the benzene ring where I have 2 pairs that are identical and 1 hydrogen that is on its own.
so wouldn't I have 3 peaks?

why is the correct answer 1 peak (it says that aromatic protons would only show up in a singlet on the spectrum,,, but isn't it only true when there is no functional group on the ring?)

 

[lutopie0730]

as you might know, aromatic splitting depends on the magnatic field because it's one of complex splittings. To be accurate, 3 splittings for aromatic hydrogen is correct, but usually, especially with low MHz, those splittings would appear as a singlet or multiplet. I put 3 like you though.. anyway,i don't think it would matter on the real test unless they specify the intensity of the magnatic field (which i believe to be in too much depth)

 

[mario0923]

as you might know, aromatic splitting depends on the magnatic field because it's one of complex splittings. To be accurate, 3 splittings for aromatic hydrogen is correct, but usually, especially with low MHz, those splittings would appear as a singlet or multiplet. I put 3 like you though.. anyway,i don't think it would matter on the real test unless they specify the intensity of the magnatic field (which i believe to be in too much depth)

thank you so much for your reply🙂