lecture22012nonotes

lecture22012nonotes - New Midterm Dates: Midterm 1: Friday...

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1 New Midterm Dates: Midterm 1: Friday March 2nd , 6:30-8:30pm, Otto Maass 112 and 10 Midterm 2: Monday April 2 nd , 6:30-8:30pm, Frank Dawson Adams Auditorium Course Tutor: Kai Lin Lau: kai.lau@mail.mcgill.ca All this information is included in the updated syllabus on WebCT Identification of Phenols ArOH + FeCl 3 colored iron complex (purple, green or blue) (a) Ferric chloride color test
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2 Identification of Phenols ArOH + FeCl 3 colored iron complex (purple, green or blue) (a) Ferric chloride color test (b) Spectroscopy (IR, NMR) IR , OH stretching, 3600 cm -1 (or 3200-3600 cm -1 hydrogen bonded) NMR 4-12 ppm (exchanged with D when D 2 O is added) ~ 7 ppm
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3 Synthesis of Phenol Industrial Processes: Cumene Process: Overall, acetone phenol (products extracted by distillation) Conversion done in two steps : (a) cumene (isopropylbenzene) 30 atm 250 o C constituent of crude oil (b) O H O + 30 atm, 250 C constituent of crude oil and refined fuels 2 H 3 O + radical initiator phenol acetone
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4 (a) mechanisms : cumene (isopropylbenzene) (a) recall, benzene undergoes electrophilic aromatic substitution mechanisms : cumene (isopropylbenzene) reactions.
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5 (b) O 2 H 3 O + + radical initiator phenol acetone
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6
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7 (b) a peroxide radical a benzylic radical
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lecture22012nonotes - New Midterm Dates: Midterm 1: Friday...

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