CHM 266 Spring 2008 Organic Chemistry Lab

Experiment 4 Free Radical Chlorination   

Please fill out the report in the following order

A. Your Name (-0.5 pt. if missing)

B. Date (-0.5 pt. if missing)

C. Experiment Title and Number (-0.5 pt. if missing)

D. (6 pt.) Write the mechanism of reaction including initialization and propagation steps and show the formation of primary, secondary and tertiary chloride from 2,4-dimethylpentane (-0.5 pt. if missing each one)

E. (10 pt.) Calculate the ratio yield of primary, secondary and tertiary chloride in your sample based on GC results. If you have more than three fragments in your GC, calculate the ratio only based on the last three fragments. Then based on the calculation on Wade page 144 calculate the relative reactivity of primary, secondary and tertiary hydrogens towards chlorination.

F. (4 pt.) Staple gas chromatograms to your report. (possible deductions for poor quality)