Answer Happy

II. IR Spectra Analysis A. For each functional group listed in Appendix A, determine if it is present or not in each unknown, and summarize your conclusions in Tables 3 and 4. Note that all the peaks listed for a functional group must be observed to conclude that functional group is present. If you conclude a functional group is present, list the frequencies actually observed for the largest peaks in each of the expected regions for that functional group. Table 3: Functional Groups Present for Unknown # I Functional Group Is it present? (yes or no) If present, list frequencies of peaks Alkane Alkene Alkyne Aromatic Alcohol Aldehyde Ester Ketone Carboxylic acid Table 4: Functional Groups Present for Unknown # Functional Group Is it present? (yes or no) If present, list frequencies of signals Alkane Alkene Alkyne Aromatic Alcohol Aldehyde Ester Ketone Carboxylic acid

Problem 1 C3H5BrO₂ MW = 152 IR IR Spectrum Transmittance 30- 25- 20- 15- 10- ¹H NMR 500 MHz, CDC13 3500 3067 3000 13C NMR 125 MHz, CDC13 -2670 -2571 2000 2500 Wavenumber (cm-1) 1717 Mass Spec 70 eV +El 1432 -1342 -1395 1500 1265 -1137 914 1000 -812 -636

Problems Problem 3 C9H12 MW = 120 IR 1Η NMR 500 MHz, CDC13 13C NMR 125 MHz, CDC13 Mass Spec 70 eV +El

Problem 3 C9H12 MW = 120 IR IR Spectrum Transmittance 100- 80- 60- 40- 20- 1Η NMR 500 MHz, CDC13 3500 3062 -3027 3000 13C NMR 125 MHz, CDC13 1941 1873 1801 2500 2000 Wavenumber (cm-1) 1747 -1602 -1455 70 eV +El 1337 1378 Mass Spec 1500 1095 -1027 1000 b6e