IMPORTANT NOTES
Experiment 5: Electrophilic Aromatic Substitution -- CER REAC 716


Each student carries out one of two possible reactions in Experiment 5.
You will be told at the beginning of the lab section which of the
reactions you are supposed to carry out.  Hence, you need to prepare
for both reactions.  
	

1. Run this reaction with TWICE the scale given in the procedure, that 
   is, double the amount of reagents throughout the experiment.  Since 
   we are doubling the amount of reagents, answer pre-lab question #3
   according to the amounts you will be using.
2. Perform a TLC analysis of your crude and recrystrallized products.  
   a. Save a small sample (about 20 mg) of your crude product (before
      recrystallization), just enough for a TLC solution.  Place in a
      small test tube and dissolve in 1 ml methanol.
   b. Set up a TLC developing chamber as described in experiment #4.
   c. Use the following solvent systems:
        * 40 % ethyl acetate in hexane for the acetanilide reaction (4 ml
          ethyl acetate and 6 ml hexane).
        * 15 % ethyl acetate in hexane for the methyl benzoate reaction
          (1.5 ml ethyl acetate and 8.5 ml hexane).
   d. Standard solutions of possible products will be available for
      comparison of Rf's values.  Your products are only visible under
      ultraviolet light, so use an UV lamp to see them.  Mark each one.
         Standard for acetanilide reaction
           para-nitroacetanilide
	 Standards for methyl benzoate reaction
           3-nitro-benzoic acid
           3-nitro methyl benzoate 
           3,5-dinitro methyl benzoate  
   e. Provide a picture of your TLC plates in your report with each spot
      identified and the solvent system you used.


Include the following Table in your lab book.  This is the "table"
referred to in the file "grading scheme".
        

Electrophilic Aromatic Substitution

Name of aromatic reactant			_______________

Amount of aromatic reactant used,		_______________ g

						_______________ moles

Product obtained				_______________ g

						_______________ moles

Product theoretical yield			_______________ g

						_______________ moles

Product yield 					_______________ %


Product Characterization:

Melting Point:  ______________ oC

TLC analysis:   1. Picture of TLC plate with spots identified
                2. Solvent system used

Product identification (specify regiochemistry)	_________________