2311 lec 7 - FRIEDEL-CRAFTS ALKYLATION OF m-XYLENE CH3 +...

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FRIEDEL-CRAFTS ALKYLATION OF m -XYLENE CH 3 CH 3 C CH 3 CH 3 CH 3 Cl CH 3 CH 3 C CH 3 CH 3 CH 3 + ? 1,2,3 - 1,2,4- 1,3,5- FeCl 3 Microscale Techniques Use of IR to confirm substitution pattern of product Use of GC to confirm removal of starting material Computational chemistry study of relative heat of formation for products and for sigma complex intermediates – thermodynamic or kinetic product? Does experimental outcome agree with that predicated by CC?
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Each section divided! • Pre-lab – prepare for whole experiment! • ½ students will do experiment + GC for lab period • ½ students will do computational first lab period • Reverse for second lab period • All wear goggles!!!
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Experimental Procedure •F e C l 3 - keep dry m - Xylene solvent and reactant – use in excess • Trap HCl gas (slightly moist cotton) • Ice bath (30-45 min) •R T
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WORKUP Microfiltration/Extraction/Dry • Pasteur pipette – glass wool then silica gel • Filter reaction mixture – can use
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This note was uploaded on 02/20/2010 for the course CHEM 2311 taught by Professor Wissinger during the Spring '10 term at University of Minnesota Duluth.

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2311 lec 7 - FRIEDEL-CRAFTS ALKYLATION OF m-XYLENE CH3 +...

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