1. How many different sets of equivalent aromatic (benzene ring) carbons can be seen in the 13C NMR spectrum of your unknown monosubstituted benzene starting material? A. Are there any peaks for non-aromatic carbons in the 13C NMR spectrum of your unknown monosubstituted benzene starting material (yes or no)? B. If yes for part A, please list the corresponding ppm value(s) for any non-aromatic carbon(s)?

5. How many signals would you expect each of the following molecules to have in its 'H NMR spectrum? Label the structure (a, b, etc...) to correlate protons with the signals in the ¹H NMR spectrums. In which regions of the spectrum would you expect to see each signal? How many hydrogen atoms will each signal integrate for? H or OMe HO Vanillin 4-hydroxy-3-methoxybenzaldehyde HO OH OMe Vanillyl Alcohol 4-hydroxy-3-methoxybenzyl alcohol

A 13C NMR spectrum is shown below. Match the spectrum with the proper structure.

Construct a structure of the given 1H NMR data signals.A.  C4H11N 0.94 δ (3H, triplet) 1.50 δ (2H, sextet) 1.69 δ (1H, singlet) 2.40 δ (3H, singlet) 2.55 δ (2H, triplet)     B.  C9H11Br 2.15 δ (2H, quintet, J = 7 Hz) 2.75 δ (2H, triplet, J = 7 Hz) 3.38 δ (2H, triplet, J = 7 Hz) 7.22 δ (5H, multiplet)