User:Elizabeth Ghias/Notebook/Experimental Chemistry/2013/02/08

Objective

To prepare new films containing phenol, to purify the quaternary ammonium salt prepared on Monday, and to take an NMR of the purified salt.

Description

Phenol Film Calculations

• Need to get first part of calculation from Klare.

10% Film and Stock solution - 0.214 g phenol in 10 mL

1% Film: M1V1 = M2V2 → (21.4 M)(X) = (2.14)(0.01 L) → X = 0.001 L = 1 mL phenol stock solution in 9 mL water

0.1% Film: (21.4 M)(X) = (0.214 M)(0.01 L) → X = 0.0001 L = 0.1 mL phenol stock solution in 9.9 mL water

0.01% Film: (21.4 M)(X) = (0.0214 M)(0.01 L) → X = 0.00001 L = 0.01 mL phenol stock solution in 9.99 mL water.

Phenol Film Preparations

1. Prepare the 10% film by dissolving 0.214 g phenol and 1 g PVOH in 10 mL water.
2. Allow to dissolve on the hot plate.
3. A phenol stock solution was prepared by dissolving 0.214 g phenol in 10 mL water.
4. Two 1% films were prepared by dissolving 1 g PVOH in 9 mL water in either an Erlenmeyer flask or a beaker (see notes). 1 mL phenol stock solution and 1 mL glutaraldehyde were added to the gel. The films were then poured into evaporating dishes and allowed to evaporate over the weekend.
5. A 0.1% film was prepared by dissolving 1 g PVOH and 9.9 mL water in an Erlenmeyer flask. 0.1 mL phenol stock solution and 1 mL glutaraldehyde were added to the gel. The film was then poured into evaporating dishes and allowed to evaporate over the weekend.
6. A 7% film was prepared by dissolving 1 g PVOH and 50 mL water in an Erlenmeyer flask. 7 mL phenol stock solution and 1 mL glutaraldehyde were added to the film. The film was poured into an evaporating dish and allowed to evaporate over the weekend.

Quaternary Ammonium Salt Purification

1. Turn off the heat on the round bottom flask containing the reaction and remove from the heating mantle.
2. Fill a beaker with 100 mL ethyl acetate.
3. Place on ice.
4. Add the product drop-wise
5. Filter and collect precipitate. See notes.

Data

No data was collected today.

Notes

• The 10% film solidified before glutaraldehyde could be added, so it was discarded. A 7% film with 50 mL water was made to test the effects of the higher concentration while ensuring that the film does not solidify.
• Two 1% films were prepared to test the effects of preparing in an Erlenmeyer flask vs. a beaker. The film prepared in the flask did not have bubbles, so this is the method that will be used from now on. The film prepared in the beaker had bubbles and began to solidify before being poured.
• The 0.01% film was not prepared, because this concentration seems too low to be effective.
• The quaternary ammonium salt did not crash out of solution when it was added dropwise to ethyl acetate. The reaction mixture was then added to petroleum ether, but still did not crash out of solution. This indicates that the reaction likely did not occur.
• Next time, we will try a new reaction with (S)-(-)-(3-Chloro-2-hydroxypropyl)trimethylammonium chloride.