Chemistry 2211 Spring 2021

Quiz #4 2/5/2021

1) How many signals would you expect in the 1H NMR and 13C NMR spectrum of each of the following compounds? (Please answer respectively, 6 pts)

2) Determine the structure of a compound with the molecular formula C5H10O. The 13C NMR spectra and DEPT-135 spectra are showing below. The DEPT-90 spectrum has no signals. (2 pts)

F

CH3 CH3H3C OHOMe

Chemistry 2211 Spring 2021

3) Please determine the structure of the compounds with the given information in each following questions. (Giving the correct formula and DOU will gain 1 pt for each question. Correct structure will gain full credits without formular or DOU) (4 x 3 pts) a) Molecular weight 104, only containinng C H O elements. (3 pts)

IR

H NMR

C NMR

Chemistry 2211 Spring 2021

b) Molecular formula C8H14O3, IR show peak(s) at around 1700 cm-1, no broad peak at around 3400 cm-1 (3 pts)

H NMR

C NMR

c) Molecular weight 148, only C and H containing. (3 pts) H NMR

C NMR

Chemistry 2211 Spring 2021

d) Molecular weight 110, only C and H containing. (3 pts) H NMR

C NMR