CHEM 2102L - Organic Chemistry I Lab
The Reduction of a Ketone
Worksheet
1. Infrared Spectrum
a. Label your infrared spectrum with the following,
(1) your name
(2) the sample name, prep method and plate type
(3) the appropriate functional groups for any significant bands
b. Make an 8.5 x 11” copy of your infrared spectrum and staple the original into your
laboratory research notebook.
2. 1H NMR Spectrum
a. Label your 1H NMR spectrum with the following:
(1) your name
(2) 60 MHz 1H NMR
(3) in CDCl3 w/TMS
(4) the date the NMR was collected.
b. Draw the structures of cis- and trans-4-t-butylcyclohexanol on the NMR spectrum.
c. Label the significant signals with their chemical assignments.
d. To determine the relative amounts of each compound present, calculate the ratio between
the relative integration for the narrow multiplet (which represents 1 H on the minor
compound) and that for the wide multiple (which represents 1 H on the major
compound). Show ALL work on the spectrum.
e. Make an 8.5 x 11” copy of your 1H NMR spectrum and staple the original into your
laboratory research notebook.
