What is the structure of the compound? Clearly label each signal of the H NMR da
ID: 870320 • Letter: W
Question
What is the structure of the compound? Clearly label each signal of the H NMR data with the corresponding proton in the structure
A compound C4H6O2 has a strong band in the infrared at 1760 cm-1. Its 13C NMR spectrum exhibits signals at delta 20.2(CH3), 96.8(CH2), 141.8(CH) and 167.6(C). The 1H NMR spectrum of the compound has a three-proton single at delta 2.1 along with three other signals, each of which is a doublet of doublets, at delta 4.7, 4.9 and 7.3. What is the structure of the compound? Clearly label each signal of the 1H NMR data with the corresponding proton in the structure to receive full credit.Explanation / Answer
the structure is CH2=CHCOOCH3
1) the strong band at 1760 in IR shows the presence of an ester which is slightly on higher value due to the unsaturation.
2) The 13 C clearly shows only the presence of methyl which is deshielded to 20.2 and the CH and CH2 still upfiled as they are unsaturated , and finally the carbonyl of ester at 167. The CH signal is at 141 showing it is attached the carbonyl group.
3) The 1HNMR clearly supports the structure.
peak at 2.1 ppm for methyl which is attached to O , very much deshilded due to the electronegative atom.
The two peaks at 4.7 and 4.9 very well correspond to the alkene proton signals, one of them moving slightly on the higher ppm due ot the carbonyl attached.
Finally the peak at 7.3 is an impurity peak of CHCl3 present in the solvent CDCl3.
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