CEM 221
Organic Chemistry 1

Handouts -- Fall 2009

Lab results and handouts

• Lab Manual (1MB PDF; printing is disabled!)
  • Pre-lab worksheets for Fall Semester (PDF, printing allowed)
• Lab report grading rubric and standard editing marks (PDF)
  • Useful links on report preparation
• Shoker building map
• Graph paper (PDF files)
  • Grid of small boxes
  • Grid of large boxes
• Molecular models used in lab
• Sample lab report experimental section
  • Example of cookbooked experimental section
• ArgusLab exercises:
  • Modeling chirality with ArgusLab, due at lab time during the week of September 27
  • Model-building exercise, due October 12 at 5 PM by E-mail
• Caffeine obtained by a number of students for coffee and tea: Excel spreadsheet      PDF file
• Polarimetry worksheet, used during the first week of the Resolution of MBA. It is due at lab time during Fall Break week (Wednesday morning for Tuesday lab).
• For the TLC experiment, you will need to perform calculations on Optimized geometries of acetanilide, phenacetin and caffeine may be downloaded here.
  1. Right-click on the name of the compound, then select "Save As" to get the individual structures in ArgusLab MOL format.
  • All three structures, in ArgusLab AGL format, may be downloaded at once via this ZIP file.
  2. When you have the structure, open ArgusLab and follow the instructions under Electrostatic potential surfaces from the lab procedure.
• Fatty acid analysis:
  • Equivalent Chain Length table for a number of representative fatty methyl esters
  • Scan of a GC trace for coconut oil methyl esters; use this to decide which of your peaks corresponds to which fatty acid.
  • Table of fatty acid content for a wide range of lipids (scroll down the page for the table)
• Reduction of camphor:
  • Molecular models
  • Points to address in report
  • Calibration table. The assumption is that you are measuring all three peak heights from the baseline to the top of the peak. Peaks appear in the order shown below.

    Divide this peak	by
    Camphor	1.3
    Isoborneol	1.0
    Borneol	1.2

• Making biodiesel
  • You can look up authentic spectra of glycerol (glycerine, C₃H₁₀O₃) on the Integrated Spectral Database System for Organic Compounds. For comparison with your biodiesel spectrum, you should look for methyl esters such as methyl stearate (C₁₉H₃₈O₂), methyl oleate (C₁₉H₃₆O₂) or methyl linoleate (C₁₉H₃₄O₂). Be sure to look them up by formula, as I showed you in class. The name search doesn't work very well.