Module Student Name :

#07

Day of online session: Time of online session:

LAB NOTEBOOK FOR MODULE 07 SEPARATION OF A MIXTURE USING LIQUID-

LIQUID EXTRACTION:
View the online videos and read “Module 07 Introduction and Experimental” before completing this assignment.

This assignment is in the format of a lab notebook.

AIM: A mixture of benzoic acid and 1,2-diphenyl ethandione in dichloromethane will be separated by a
liquid-liquid extraction.

Note: having any of these solutions of HCl and NaOH enter the eye will be painful and may constitute a health risk. Safety
glasses MUST be worn at all times.

TABLE OF REAGENTS (PRELAB*):

Name of Compound Molar mass / g.mol-1 Density / Literature m.pt. or Hazardous

g.mL-1 b.pt / C properties

Consult the Master Table of Reagents and only add reagents and chemicals needed for this experiment to complete this table. The
Master Table of Reagents is given as a link in the Main Table of Module 07.

Note: The above table has more entries than required. Also for the chemical HCl, both concentrated and dilute solutions of HCl
can simply be added as one entry of the chemical HCl reported in Master Table of Reagents. Same applies for NaOH.

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Pictorial Flow Chart: In the pictorial flow chart provided on the left hand side of the page, fill in the correct compound in the
boxes provided with the letters B for benzoic acid, C for benzoate anion (the conjugate base of benzoic acid) and D for 1,2-diphenyl
ethandione. Note that each box may contain more than one of these compounds B, C or D, or none at all.

Procedure : Section 1 and 2 OBSERVATIONS :

Before shaking

NaOH aq.

CH2Cl2

After shaking

beaker # 2

NaOH aq.

CH2Cl2
Write down the acid base reaction that occurs
in sections 1 and 2 (if no reaction occurs, write NO RXN):

flask # 1

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 Procedure: Section 3 OBSERVATIONS :

Before shaking

water

CH2Cl2
flask # 1

After shaking

water

CH2Cl2 Write down the acid base reaction that occurs

in sections 3 (if no reaction occurs, write NO RXN):

Collect organic
layer into flask #3

flask # 3

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Procedure : Section 4: Draw your own flow chart OBSERVATIONS :
for sections 4.

Write down the acid base reaction that occurs

in section 4 (if no reaction occurs, write NO RXN):

4
Procedure Section 5 : Draw your own flow chart for section 5. OBSERVATIONS :

Write down the acid base reaction that occurs

in section 5 (if no reaction occurs, write NO RXN):

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Procedure Section 6: Draw your own flow chart OBSERVATIONS :
for sections 6.

Write down the acid base reaction that occurs

in section 6 (if no reaction occurs, write NO RXN):

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Procedure Section 7: Draw your own flow chart
OBSERVATIONS :
for sections 7.

Write down the acid base reaction that occurs

in section 7 (if no reaction occurs, write NO RXN):

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RESULTS:

Note: The benzoic acid and diketone obtained in this experiment will be stored in your mini-locker to dry.
The following results (i.e. mass recovery and m.pt.) will be measured the following week using your dried
samples. Also, for online students, no penalty is given for wrong descriptions of crystals.

Mass of Benzoic acid:

Mass of weigh boat = ____________________

Mass of weigh boat + Benzoic acid = ____________________

Mass of Benzoic acid = _________________________

Calculation of % mass recovery of Benzoic Acid:

[Show your calculations below] Refer to Appendix F for an example on how to calculate % mass recovery.

Melting point determination of Benzoic acid:

Temperature 1 slow = ________________________

Temperature 2 slow = _______________________

Reminder: Temp 1 is when the crystals start to melt and Temp 2 is the temperature at which all the sample has
completely melted. The word “slow” indicates that the increases to temperature must be slow so that you do not
overshoot the temperature range at which melting of your known solid occurs. Note: No fast rate determination was
needed.

Melting point range of Benzoic acid = ______________ - _______________

Melting point of Benzoic acid = __________________________

Appearance of Benzoic acid crystals:____________________________________________________

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Mass of recrystallized 1,2 diphenyl ethandione:

Mass of weigh boat = ____________________

Mass of weigh boat + 1,2-diphenyl ethandione = ____________________

Mass of 1,2-diphenyl ethandione = _________________________

Appearance of 1,2-diphenyl ethandione

crystals:____________________________________________________

Calculation of % mass recovery of 1,2 diphenyl ethandione:

[Show your calculations below] Remember that the maximum recovery possible is 0.50 grams.

Melting point determination of 1,2 diphenyl ethandione:

Temperature 1 slow = ________________________

Temperature 2 slow = _______________________

Note: No fast rate determination was needed.

Melting point range of 1,2 diphenyl ethandione = ______________ - _______________

Melting point 1,2 diphenyl ethandione = __________________________

Appearance of 1,2-diphenyl ethandione

crystals:____________________________________________________

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CONCLUSION:

Remember that the conclusion must always be related to the aim of the experiment, in this case “the separation of a mixture using
liquid-liquid extraction”. For example, you can comment on your mass recovery results and where you may have lost compound, you
can comment on the relationship between melting point range and purity of your benzoic acid sample; you can also comment on the
reasons why the experiment was able to separate the mixture, give facts to support your conclusion.

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