CHEM 3523 - Supplementary Problems

Structure Determination

Question 1
Given the Molecular Formula and NMR spectra, determine the structure:

  1. C10H14 [Spectra] [Solution]
  2. C4H2O3 [Spectra] [Solution]
  3. C6H13P [Spectra] [Solution]
  4. C8H9NO [Spectra] [Solution]
  5. C7H6N2O4 [Spectra] [Solution]
  6. C9H20N2S [Spectra] [Solution]
  7. C10H12O4 [Spectra] [Solution]
  8. C4H11O3P [Spectra] [Solution]
  9. C11H14O [Spectra] [Solution]
  10. C8H19NO [Spectra] [Solution]
  11. C7H12O [Spectra] [Solution]
  12. C7H6Cl2O [Spectra] [Solution]
  13. C6H12O2 [Spectra] [Solution]
  14. C7H9N [Spectra] [Solution]
  15. C4H10OS [Spectra] [Solution]
  16. C6H15N [Spectra] [Solution]
  17. C14H21Br [Spectra] [Solution]
  18. C11H14O [Spectra] [Solution]
  19. C10H8N2 [Spectra] [Solution]
  20. C4H5Br [Spectra] [Solution]
  21. C4H8O2 [Spectra] [Solution]
  22. C8H10O [Spectra] [Solution]
  23. C5H11BrO [Spectra] [Solution]
  24. C10H11N [Spectra] [Solution]
  25. C7H14OS [Spectra] [Solution]
  26. C4H10O2 [Spectra] [Solution]

Question 2
Given the Molecular Ion Pattern, IR Data and NMR spectra, determine the structure:

  1. FW = 207 [Data] [Formula] [Structure]
  2. FW = 252 [Data] [Formula] [Structure]
  3. FW = 138 [Data] [Formula] [Structure]
  4. FW = 314 [Data] [Formula] [Structure]
  5. FW = 324 [Data] [Formula] [Structure]
  6. FW = 308 [Data] [Formula] [Structure]
  7. FW = 394 [Data] [Formula] [Structure]
  8. FW = 238 [Data] [Formula] [Structure]
  9. FW = 327 [Data] [Formula] [Structure]
  10. FW = 282 [Data] [Formula] [Structure]
  11. FW = 281 [Data] [Formula] [Structure]
  12. FW = 212 [Data] [Formula] [Structure]
  13. FW = 166 [Data] [Formula] [Structure]
  14. FW = 234 [Data] [Formula] [Structure]
  15. FW = 180 [Data] [Formula] [Structure]
  16. FW = 344 [Data] [Formula] [Structure]
  17. FW = 550 [Data] [Formula] [Structure]

Spin Systems

Question 1
For each of the following molecules, give the spin system notation. Consider only the most abundant isotope (i.e. for carbon consider 12C not 13C) and do not include nuclei that would not engage in observed coupling.

  1. CH3CH2OCH2CH3 [Solution]
  2. PF5 [Solution]
  3. 77SeF6 [Solution]
  4. HF [Solution]
  5. RhF4 [Solution]
  6. Tetrahydrofuran [Solution]
  7. o-Dibromobenzene [Solution]
  8. m-Dibromobenzene [Solution]