Procedure 1A

Procedure: Project 1 Reaction A

1. In a 25 mL round bottom flask, combine a small stir bar, p-methoxyacetophenone (0.15 g) and glacial acetic acid (1.0 mL).

2. While stirring the mixture on a stir plate, add household bleach (2.0 mL) dropwise.

3. Stir the resulting solution at room temperature for 30 min.

4. After reaction period, add distilled water (5 mL) to the reaction flask. A solid should precipitate.

5. Collect the precipitate by vacuum filtration and wash it with additional distilled water.

6. After drying the solid on the Buchner funnel for at least 45 min, determine the mass of the collected solid.

7. Analyze the product by GC-MS: In a vial, dissolve a rice-grain sized amount of solid in ~ 2 mL ethyl acetate. Your instructor will direct you on the use of the instrument.

8. Analyze the product by IR: Your instructor/TA will help you use the instrument. Remember that you may take your solid sample directly to the IR instrument for analysis.

9. Analyze the product by NMR: Follow the instructions at the NMR preparations station to prepare an NMR sample in deuterated chloroform (CDCl3).


1. In general, you must fully prepare your Lab Notebook according to the guidelines before entering the lab. Since you are performing this experiment during the first lab meeting, you may complete the Background section of your notebook during the 30 minute reaction period (step 3).

2. The Background section of your Lab Notebook should include a table of reagent quantities for the reaction. An example can be found here. To calculate the amount of NaOCl used in the reaction, you may assume that the commercial bleach solution you will use is 6.0% NaOCl by mass. (This means that each 100 mL of solution contains 6.0 g of NaOCl).

3. In general, you must complete a Prelab Quiz 24h before entering the lab to perform the experiment. Since you are performing this experiment during the first lab meeting, you may complete the Project 1A Prelab Quiz in lab after you have completed your Lab Notebook Background. (A good time to do this might be during the 45 minutes you must wait to dry the solid product).

4. Be sure to record the exact amounts of materials you use in your notebook as you set up the reaction.