Chem 2320 Quiz 5

Instructions: This quiz is open-book. You may use any book, magazine, or other printed or web-based materials you feel are helpful. You may discuss this quiz with other members of this immediate class and section. I will award extra credit (5 pts) to those who work in groups of 2-5 and who submit a group quiz. You may not consult with anyone outside of this immediate class and section about this quiz. You must show all your work for full credit, or to receive partial credit if you make a mistake.

Select five of the following at WebSpectra (http://www.chem.ucla.edu/~webspectra/#Problems).

  1. Select two from "Beginning" #5, 12, 14, or 19.
  2. Select one from "Beginning" #22, 23, or 24.
  3. Select one from "Intermediate 1" #15 or 16.
  4. Select one from "Intermediate 2" #9, 12, or 13.

For each problem:

  1. Determine the identity of each compound from the NMR and IR spectra provided. While the answers are provided at the site, you may not check the answer for a given problem until you have come up with a reasonable solution yourself. This is as much on the Honor System as your take-home mid-term.
  2. Calculate and report the hydrogen index for each compound. How well does it correlate with the actual structure of the compound?
  3. Print and clearly label each peak on the NMR spectrum and as many of the IR peaks as you can identify.
  4. Print the mass spectrum for each compound at NIST Chemistry WebBook (http://webbook.nist.gov/chemistry/name-ser.html). Identify and label as many of the fragment peaks as possible. Based on the precise molecular weight of the compound, calculate the relative abundance values of the M+1 and M+2 peaks for each compound. Show your calculations.
  5. Submit the labeled NMR, IR, and MS spectra for all five compounds, along with a description of how you came up with the identity of each compound based on the spectra. Each compound is worth a total of five points.