lecture32012nonotes

lecture32012nonotes - Chem 302 Course Tutor: Kai Lin Lau

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1 Chem 302 Course Tutor: Kai Lin Lau (kai.lau@mail.mcgill.ca) In the laboratory (small scale; does not require high pressures): H 2 /catalyst NO 2 NH 2 NaNO 2 /HCl + N N or Sn/HCl 0-5 ° C, H 2 O diazonium salt (stable <5 ° C) OH N 2 + H 2 O, heat
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2 NO 2 NH 2 H 2 /catalyst NaNO 2 /HCl OH 2 or Sn/HCl 0-5 ° C, H 2 O diazonium salt (stable <5 ° C) H 2 O, heat
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3 In the laboratory (small scale; does not require high pressures): H 2 /catalyst NO 2 NH 2 NaNO 2 /HCl + N N or Sn/HCl 0-5 ° C, H 2 O diazonium salt (stable <5 ° C) OH N 2 + H 2 O, heat
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4 Reactions of Phenols • Ether Formation When NaHCO3 was used, only PhO- formed in significant amounts, i.e., it is the only species available to react. • Ether Formation, cont’d
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5 • Ether Formation, cont’d Order of reactivity under strongly basic conditions: RO- > PhO- >> ROH, PhOH • Ether Formation, cont’d
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6 • Ether Formation, cont’d NaHCO 3 N HO CH 3 I Morphine O HO Active ingredient in opium Highly addictive Ether Formation, cont’d NaHCO 3 O N HO O N O CH 3 CH 3 I
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This note was uploaded on 03/06/2012 for the course CHEM 302 taught by Professor Sleiman during the Winter '12 term at McGill.

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lecture32012nonotes - Chem 302 Course Tutor: Kai Lin Lau

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