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Get Lecture Problem 6

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Lecture 16 Get Lecture Problem 6 The Synthetics This Week in Lab: Ch 9 PreLab Due Quiz 5 Ch 6 Final Report Due Next Week: Spring Break!!! The Condensation Reactions ... – PowerPoint PPT presentation

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Title: Get Lecture Problem 6


1
Lecture 16
  • Get Lecture Problem 6
  • The Synthetics
  • This Week in Lab
  • Ch 9 PreLab Due
  • Quiz 5
  • Ch 6 Final Report Due
  • Next Week
  • Spring Break!!!

2
The Condensation Reactions
Experiment 14 Synthesis of 3-Carbethoxycoumarin
Go over mechanisms for transesterifcation aldol
condensation in class
3
The Condensation Reactions
Experiment 16 Synthesis of Creatine
Go over mechanism in class.
4
Esterification

Synthesis of esters
A Typical Esterification (generic example)
  • reaction of a carboxylic acid (elec) with an
    alcohol (nuc)
  • acid catalyzed
  • reversible
  • known as a Fisher Esterification

5
Esterification
Experiment 80 Synthesis of Aspirin

  • Reaction of an alcohol (nuc) with an anhydride
    (elec)
  • Similar mechanism to Fisher esterification
  • Analyses IR NMR
  • Aspirin
  • Anti-inflammatory
  • analgesic (pain killer)
  • Antipyretic (fever reducer)

6
More Esterifications
Experiment 86 Synthesis of Benzocaine


Benzocaine
  • Fisher esterification reaction
  • Analyses IR, NMR MS
  • Benzocaine
  • Topical local anesthetic for itching and pain
    caused by sunburn, insect
  • bites, poison ivy, poison oak, minor cuts
  • Deadens the nerve endings in the skin

7
Fragrant Esters
Analyses IR, NMR, GC, GC-MS, MS
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