Given the 1H and 13C data below, which isomers of C8H11N fit the spectral data? 13C NMR: δ 17.2, 20.4, 115.1, 122.4, 137.3, 127.6, 131.1, 142.1 ppm

Complete Question

The complete question is shown on the first , second , third and fourth

The compound that fit the spectra data are compound B, E and H as shown in the question

Explanation:

From the question we are given that the 13C NMR data is  

          13C pmm

From the spectral diagram on the question we can see that the signal at 17.2 ppm and 20.4 ppm indicates the presence of two different carbon atoms.

Also the signals at 115.1 , 122.4 , 137.3, 127.6,131.1,142.1 ppm indicates the molecule with six different carbon atoms.

Thus , the compound with two different  carbon atoms and six different carbon atoms are shown on the third uploaded image

Now let us take a look at the 1H NMR as follows

For NMR spectra the integration values are in the ration 1.99:1.00:2.19: 5.93

Now we can look at this above ratio like this 2:1:2:6 by reduction

Hence the relative number of proton is in the ratio of 2H: 1H: 2H: 6H

2H at 6-7 ppm and 1H at 6-7 ppm are due to the presence of three aromatic proton which are present on the benzene ring.

2H at 3.5 ppm are due to proton in amino group protons.

6H gives two signals at 2.2 ppm due to the presence of the two  protons

The compound A is not matched with 1 H  NMR spectra, thus remove the compound A .The other compounds are B,E,F

Thus ,the compound with the proton in the ratio 2H : 1H :2H : 6H are shown on the fourth uploaded image

Hence the compounds with the given NMR spectra are B,E and H

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