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alkylation 2 - starting material meta-xylene is a...

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ALKYLATION REPORT FORMAT Reports due Monday, September 27. Your report should include: I. The rxn equation, with organic reactant/product structures on the left or right side of the reaction arrow, and with solvent/inorganics/conditions above/below rxn arrow. 20 pts II. REACTION TABLE: a. Complete the blank cells; if not applicable, write “N/A”. 29 points; 1 per cell Reactant/Produc t Names formul a MW (g/mol ) density(g/cm 3 ) mL g mol LR 1 T. yield (g) Literature m.p./b.p. ( o C) “alkylated product” 1 limiting reactant (yes, no) Show me your calcs for LR, T yield: 6 pts III. RESULTS a. Complete the table. 16 pts; 4 per cell Exptl b.p. ( o C) Yield a (g) Appearanc e % Yield “alkylated product” a After distillation. b. Access your IR on iCollege. Check for your name in the lower left filename footer. Notice also that I have included the IR of meta-xylene, for comparison purposes. Make sure you attach your spectrum to your mini-reports. IV. Discussion 29 points There are three possible, mono-alkylated (tert-butyl) products, all of which are “tri-substituted benzenes”; the
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Unformatted text preview: starting material, meta-xylene, is a di-substituted xylene. Your challenge is to interpret your IR and determine which of the three isomeric products….the “1,2,3”, “1,2,4”, or “1,3,5”….you made. First, draw all three below: IR is an excellent tool for determining the substitution pattern on a benzene ring; see for example Table 29.1 in Williamson. This is an exception to the rule that we don’t look in the fingerprint region for structural info. Using the info in this table, your basic knowledge of IR, and the spectrum of meta-xylene, answer the following questions: 1) Do you see what appears to be significant unreacted xylene in your isolated product ? How can you tell? 2) Which isomeric product do you think you made? What is your basis for your conclusion ? Refer to specific features of your IR....
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