Procedure MAKING SOAP 1. Place 2 g of commercial solid shortening (Crisco™) in a 100 mL round bottom flask with a stir bar. 2. Clamp the flask to the support bars with room for the lab jack, stirrer, and heating mantle underneath. ⚫ To the flask, add 8 mL of 95% ethanol. Then add 4.2 mL of 6M sodium hydroxide. • Attach a condenser and gently reflux the mixture using a heating mantle for 30 min. (Clamp condenser.) ⚫ During this time, in a 250 mL Erlenmeyer flask, mix 6 g of sodium chloride in 25 mL water. Cool this solution in an ice bath. Reflux 3. At the end of the reaction period, cool the mixture to room temperature. Pour the refluxed mixture into the 250 mL Erlenmeyer flask containing the cooled salt solution. ⚫ Stir to help the soap precipitate. 4. Vacuum filter this cooled solution and wash it with 5 mL of distilled ice-water to remove excess sodium hydroxide and salt. Pour slowly so the filter does not get clogged with soap. 5. Remove the soap cake from the funnel. Dry and press it into a small cake using paper towels. Be careful when handling the soap since some NaOH may still be present. • Weigh your soap and calculate the % yield. Assume that the shortening is pure glycerol tristearate in your calculations. Show your soap to your TA and have them sign your notebook. • Wash all skin following contact. 6. Analyze the given IR from D2L. You will not take an IR of your soap, it is too basic.

Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter4: Recrystallization
Section: Chapter Questions
Problem 4Q
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The image is the procedure from an organic chemistry lab for creating soap

Draw the reaction mechanism for soap formation using arrow pushing. Make sure to attack the appropriate carbon with the hydroxide.

Procedure
MAKING SOAP
1. Place 2 g of commercial solid shortening (Crisco™) in a 100
mL round bottom flask with a stir bar.
2. Clamp the flask to the support bars with room for the lab jack,
stirrer, and heating mantle underneath.
⚫ To the flask, add 8 mL of 95% ethanol.
Then add 4.2 mL of 6M sodium hydroxide.
• Attach a condenser and gently reflux the mixture using a
heating mantle for 30 min. (Clamp condenser.)
⚫ During this time, in a 250 mL Erlenmeyer flask, mix 6 g of
sodium chloride in 25 mL water. Cool this solution in an
ice bath.
Reflux
3. At the end of the reaction period, cool the mixture to room temperature.
Pour the refluxed mixture into the 250 mL Erlenmeyer flask containing the cooled salt
solution.
⚫ Stir to help the soap precipitate.
4. Vacuum filter this cooled solution and wash it with 5 mL of
distilled ice-water to remove excess sodium hydroxide and
salt. Pour slowly so the filter does not get clogged with soap.
5. Remove the soap cake from the funnel. Dry and press it into
a small cake using paper towels. Be careful when handling the
soap since some NaOH may still be present.
• Weigh your soap and calculate the % yield. Assume that
the shortening is pure glycerol tristearate in your
calculations.
Show your soap to your TA and have them sign your notebook.
•
Wash all skin following contact.
6. Analyze the given IR from D2L. You will not take an IR of your soap, it is too basic.
Transcribed Image Text:Procedure MAKING SOAP 1. Place 2 g of commercial solid shortening (Crisco™) in a 100 mL round bottom flask with a stir bar. 2. Clamp the flask to the support bars with room for the lab jack, stirrer, and heating mantle underneath. ⚫ To the flask, add 8 mL of 95% ethanol. Then add 4.2 mL of 6M sodium hydroxide. • Attach a condenser and gently reflux the mixture using a heating mantle for 30 min. (Clamp condenser.) ⚫ During this time, in a 250 mL Erlenmeyer flask, mix 6 g of sodium chloride in 25 mL water. Cool this solution in an ice bath. Reflux 3. At the end of the reaction period, cool the mixture to room temperature. Pour the refluxed mixture into the 250 mL Erlenmeyer flask containing the cooled salt solution. ⚫ Stir to help the soap precipitate. 4. Vacuum filter this cooled solution and wash it with 5 mL of distilled ice-water to remove excess sodium hydroxide and salt. Pour slowly so the filter does not get clogged with soap. 5. Remove the soap cake from the funnel. Dry and press it into a small cake using paper towels. Be careful when handling the soap since some NaOH may still be present. • Weigh your soap and calculate the % yield. Assume that the shortening is pure glycerol tristearate in your calculations. Show your soap to your TA and have them sign your notebook. • Wash all skin following contact. 6. Analyze the given IR from D2L. You will not take an IR of your soap, it is too basic.
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