Question
Did a synthesis of a bycyclic compound using anthracene and maleic acid. He wants us to report the nmr using the format given but I’m at a loss. Any help would be appreciated!
media%2Fb47%2Fb47779c9-89a2-4277-9cc7-c8
AJEOL SU-HII-EXP2 - 300.52965592 5.63570784 300.539655921 clipped Total scass 33.09un -2.9071 7696 Temp get - a3.itac 5.0 30 20 L0 1 -26 60 12.0 11.0 10.0 5.0 80
Analysis: NMR assignment following the provided format below, IR assignment, mp and any analysis performed H NMR (400 MHz, DMSO): 10.66 (bs, 1H, CONH), 7.85 (s, 1H, C-N), 6.05 (s, 2H, NH2), 4.16 (t, J-6.5 Hz, 2H EtNCH2CH2N), 3.45 (t, 2H, J-6.5 Hz, NCH2CH20H), 2.74 (t, J 6.5 Hz, 2H, EtNCH2CH2N), 2.46 (q, J-7.2 Hz, 2H, CH2CH3), 2.41 (t, J-6.5 Hz, 2H, NCH2CH20H),0.85(t, J-7.2Hz, 3H, CH2CH3). 13C NMR (DMSO): 168, 154.6, 152.6, 143.7, 107.8
media%2F510%2F510017d3-8c53-485c-a358-79
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Answer #1

-t 3.5 ppm a= He 2H) Не на С He = 1-1.5 ppm(eH· Total 12 protoná

Your answer is

1H NMR (CDCl3, 400 MHz) 7.5-7.0 (m, 8H, aromatic protons), 4.8 (s, 2H, bridging protons), 3.5(s, 2H, 9,10-DHA protons).

Please look at the attachment for proton assignements.

m stands for multiplet. Since all the 8 aromatic protons are overlapping with each other in a small region so its hard to report them isolately, in such cases the entire region is reported as multipltes.

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