lab

1. The boiling point and C-H analysis for the unknown are listed on the chalkboard. If the unknown is a solid, the melting point can be measured by clicking on the melting point apparatus by the reagent shelf and dragging the melting point tube to the unknown in the flask. The melting point will be displayed on the red LED (179.0), which can be enlarged by mousing over the apparatus. It will also be useful to know the polarity of the unknown by performing a TLC measurement. Record all of this

information in the data table below.

TLC

Data Table

2. Identify the relevant peaks in the IR spectrum and record the position and associated functional group for each in the IR table below. The IR spectrum can also be saved to the lab book for later analysis.

3. To collect a 1H NMR spectrum of your unknown, click on the NMR magnet located to the right of the chalkboard and drag the NMR sample tube to the flask on the lab bench. A window containing the NMR spectrum for your unknown should now open. You can zoom into various portions of the NMR spectrum by clicking and dragging over the desired area. The Zoom Out button is used to zoom back out to view the full spectrum. Identify all of the peaks in the NMR spectrum and record the chemical shift, the splitting, and the number of hydrogens for each peak in the NMR table on the reverse side. The NMR spectrum can also be saved to the lab book for later analysis.

†Specify the multiplicity as a singlet (s), doublet (d), triplet (t), quartet (q), or multiplet (m).

‡Specify the number of hydrogens associated with each peak.

4. To perform the functional group tests, pull down the TV by clicking on the handle located in the upper right-hand corner of the screen. Make sure the TV is in Tutorial mode. Next, click on the unknown and drag a test tube containing the unknown to the clamp over the stir plate. You should see a picture of your unknown in the TV. Now perform the bromine test by clicking on the reagent bottle labeled Br2and drag the pipet to the test tube. The results of the test are shown in the TV with either a picture or a short video clip. Record the results of the test as either positive or negative in the table below. (See your textbook for a description of the functional group tests.) Discard the test tube by dragging it to the red disposal bucket and repeat the procedure for the other functional group tests. Make sure to record all of your results in the table below.

Results for Functional Group Tests

5. Using the data you have now collected, determine the structure of your unknown compound and report the name and structure below. Be sure to include your unknown number, which is shown on the chalkboard.

Unknown#______________ Name:___________________

Structure:

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