(a) Your TA will give you a 1H NMR spectrum of the 3-nitroaniline product. Using your NMR knowledge and the special NMR section in the lab book (especially pages 48 and 49), assign the 4 peaks in the spectrum to each of the protons in the product - you will need to use coupling pattern and chemical shift to complete the assignment. (b) Explain your assignment, specifically how you differentiated between HA and Hc

provided in the answer segment

Explanation:

Below is a step by step process to analyzing this problem

Let us begin;

From 1H-NMR singlet at 5.80 ppm show N-H peak as shown in structure.

Here, H(A) hydrogen has no neighbor hydrogen so it appears integrated singlet at 7.38 ppm.      

H(C) hydrogen has the next 2 neighbor hydrogen H(B) and H(D) so it appears as a triplet at region 7.23-7.29 ppm.

H(B) hydrogen has next to one neighbor hydrogen H(C) show doublet at 6.92-6.98 ppm.

H(D) hydrogen has next to one neighbor hydrogen H(C) show doublet at 7.28-7.32 ppm.

(b). From our basic chemistry knowledge, we know that benzene molecule is planer so H(A) is more deshielding because of two substituent groups than H(C), which makes the delta value of H(A) is greater than H(C).

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