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Modifications to Panacetin Experiments 2 and 3 | CH 342, Lab Reports of Organic Chemistry

Material Type: Lab; Professor: Hathaway; Class: Organic Chem Lab I; Subject: Chemistry; University: Southeast Missouri State University; Term: Fall 2006;

Typology: Lab Reports

Pre 2010

Uploaded on 08/08/2009

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Modifications to Panacetin Experiments 2 & 3
1. You will be given an unknown sample. Weigh it and use all of it.
2. For “Separation of Aspirin” on the middle of page 32, we will be using 5% sodium
bicarbonate solution (NaHCO3), instead of 1M sodium hydroxide. Sodium hydroxide
sometimes reacts with the ester group of aspirin.
3. For “Isolation of the Unknown Component” on the bottom of page 32, we will do the
following:
a. Weigh your clean and dry 100 mL round-bottomed flask.
b. Transfer your dichloromethane layer form the separation of Aspirin to the round-
bottomed flask.
c. Put a label on your cork ring with your name on it.
d. Take your round-bottomed flask and the cork ring to the rotary evaporators in the
back of the room, and have your dichloromethane removed. If the rotary
evaporators are in use, leave them there.
e. When your dichloromethane has been removed, reweigh the flask to determine
the mass of the unknown.
4. After you have isolated the unknown in step 3 above, scrape it out into a 125 mL
Erlenmeyer flask. Any remaining unknown can be removed from the flask by rinsing the
flask with a few mL of boiling water.
5. Be sure to allow your aspirin and unknown to dry thoroughly before you weigh them and
determine their melting point ranges.
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Modifications to Panacetin Experiments 2 & 3

  1. You will be given an unknown sample. Weigh it and use all of it.
  2. For “Separation of Aspirin” on the middle of page 32, we will be using 5% sodium bicarbonate solution (NaHCO 3 ), instead of 1M sodium hydroxide. Sodium hydroxide sometimes reacts with the ester group of aspirin.
  3. For “Isolation of the Unknown Component” on the bottom of page 32, we will do the following: a. Weigh your clean and dry 100 mL round-bottomed flask. b. Transfer your dichloromethane layer form the separation of Aspirin to the round- bottomed flask. c. Put a label on your cork ring with your name on it. d. Take your round-bottomed flask and the cork ring to the rotary evaporators in the back of the room, and have your dichloromethane removed. If the rotary evaporators are in use, leave them there. e. When your dichloromethane has been removed, reweigh the flask to determine the mass of the unknown.
  4. After you have isolated the unknown in step 3 above, scrape it out into a 125 mL Erlenmeyer flask. Any remaining unknown can be removed from the flask by rinsing the flask with a few mL of boiling water.
  5. Be sure to allow your aspirin and unknown to dry thoroughly before you weigh them and determine their melting point ranges.

Lab Report Format for Separating the Components of “Panacetin” (2) and

Recrystallization and Melting Point Measurement: Identifying the

Components of “Panacetin” (3).

  1. Title Page a. A descriptive title with between 15-25 words. b. Dates the experiment was performed. c. Course and section numbers. d. Your name e. Tape your TLC plate to the bottom of the page. Clearly label each column of spots on the page so I know what it is.
  2. Body of the report (start a new page) a. Panacetin sample number. b. Weight of initial panacetin sample. c. Weight of sucrose collected. d. Weight of aspirin collected. e. Melting point range of aspirin. f. Weight of unknown compound isolated in Expt. 2. g. Weight of recrystallized unknown compound in Expt. 3. h. Melting point range of recrystallized unknown compound. i. Mixture melting point ranges of the unknown compound with acetanilide and with phenacetin. j. Show your calculations of the percent recoveries of sucrose, aspirin and your unknown (divide the weight of each solid by answer in b.,  100%). k. Calculate Rf values for all of the spots on your TLC plate. Show your work. l. What was the identity of your unknown? Explain in detail how you determined it, comparing the data you obtained with known values. Explain any discrepancies.
  3. Questions a. Where in the separation procedure could you lose one or more of the Panacetin components? Explain which component could be lost in which step. Ignore trace amounts left in containers, or blatant spills. b. In the separation scheme, the dichloromethane solution is extracted with sodium hydroxide. What would happen if the dichloromethane solution was extracted with hydrochloric acid instead (which has actually happened)? Would the separation scheme still work? Explain your reasoning. c. Acetaminophen (the active ingredient in Tylenol) is insoluble in water, soluble in sodium hydroxide solution, insoluble in hydrochloric acid, and insoluble in dichloromethane. If your Panacetin sample contained acetaminophen, where would it be separated in the separation scheme? Explain your reasoning.