6. Which one of the these tests (2,4-DNP, Tollens, 'H NMR, or IR) would you use to distinguish between benzaldehyde and benzophenone? There may be more than one correct answer. Whichever test you choose, state what you would observe for benzaldehyde and for benzophenone.

Carbon NMR Spectrum A has peaks at delta 71, 40, 19, and 12. Spectrum B has peaks at delta 72, 38, 31, 29, 22, 12, and 10. Which spectrum corresponds to 1-heptanol, and which corresponds to 4-heptanol. Explain your answer using structures.

8) CH3 CH3 O 36 Hu H CH3 CH3 Fo H H Answer the following questions, which refer to the two acetonide diastereomers shown above. a) Would you expect any difference in the number of peaks in the ¹H NMR spectra of each acetonide? (Y or N). b) Would you expect any difference in the number of peaks in the 13C NMR spectra of each acetonide? (Y or N) c) Would you expect any difference in the integral values for the peaks in the ¹H NMR spectra of each acetonide? (Y or N) d) Would you expect any difference in the multiplicities for the peaks in the ¹H NMR spectra of each acetonide? (Y or N). e) Would you expect any difference in the chemical shifts for the peaks in the ¹H NMR spectra of each acetonide? (Y or N)

Draw a mechanism of a reversible reaction of acetophenone and strong acid (H-A) to form a protonated acetophenone and a weak base. Draw all the electron pairs of the molecules and the arrows.  Predict 1H NMR spectra of acetophenone and the protonated acetophenone.