Question

1.Which protons in methyl salicylate are resonsible for the resonance at 10.7 ppm? Which are responsible forthe resonance at 3.9 ppm?

2. Which carbon in methyl salicylate is respocsible for the resonance at 170.6 ppm? Which is responsible for the resonance at 52.2 ppm?

3. In the aromatic area of the proton NMR of methyl salicylate there is a doublet at 7.81 ppm. Which aromatic proton in the structure is responsile for this resonance?

4. What is the major new absorption in teh IR of salicylic acid that confirms hydrolysis has occured?

5. Which carbon is responsible for the resonance at 172.2 ppm in the NMR of salicylic acid?

NICOLET 20SX FT-IR NMR Spectra Shown below are the 'H and 1bC NMR spectra of methyl salicylate and salicylic acid. Protons ortho to a carbonyl, as in an acid, will experience a downfield shift because of the electron- withdrawing effect of the carbonyl functional group. CDCI3 QE-300 100 12 10 CDCls+DMSO-d6 QE-300 12C 100 140 100 60 12 1D

Answer 1