The report is in the document, its on the last page.
Experimental Report
In addition to answering the questions that follow, identify your product (draw its
structure), report the amounts of the methyl benzoate (mass and moles) used, the actual
yield in g and mol, and the percent yield (if your yield was too low to be determined reliably,
report the theoretical yield). Report your observed melting point and include a printout of
the IR spectrum with the report. To determine the identity of your product you will need to
look up the melting points of the three possible methyl nitrobenzoates (methyl 2-
nitrobenzoate, methyl 3-nitrobenzoate, and methyl 4-nitrobenzoate).
Examine the resonance structures in figure 1. Draw two more resonance structures. Which
benzene carbon atoms are the most electron rich, carbon atoms at the ortho, meta, or para
positions? Explain your response.
Examine the intermediates in figure 2. For both of the structures where the nitronium has
added to the meta and para positions draw two resonance structures that involve the
benzene and carboxyl (the substituent) systems. Which of the intermediates would be
lower in energy? Explain your response.
The product melting point should be 77-80 C. For those of you who worked remotely you can use the following results to calculate a % yield: last year a student used 0.2269 g of methyl benzoate and collected 0.1069 g of product the methyl nitrobenzoate.
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