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P1258758026TUvVu

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Substitution (Sn2) reactions: (plant hormone & norleucine) ... Susie is running out of time, but she wants to obtain a melting point ... – PowerPoint PPT presentation

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Title: P1258758026TUvVu


1
Lecture 29
  • Hand in LP 9/10
  • Quiz 8 Review
  • Course evaluation
  • Next Lecture
  • Quiz 8
  • This Week in Lab
  • Synthetic 2 Final Report Due
  • Remember to bring all graded PreLabs and Aldrich
    to lab
  • Clean up and check-out!

2
Quiz 8
  • Questions on
  • Reactions/synthetics that were gone over in
    class
  • Mechanisms of reactions from lecture
  • Special topics
  • Drug discovery
  • Retrosynthetic analysis
  • Molecular modification
  • Sweeteners (saccharin, aspartame, sucralose)
  • Lab application questions - comprehensive

3
Quiz 8
Reactions Nitrile reaction (synthesis of
creatine) Substitution (Sn2) reactions (plant
hormone norleucine) Acyl substitution reaction
(synthesis of OFF)
  • Reductions
  • Of alkenes (hydrogenation of olive oil)
  • Of carbonyls (with hydride ion)
  • Esterifications
  • Transesterification (synthesis of
    3-carbethoxycoumarin)
  • Fisher esterification (benzocaine others)
  • Alternative (with anhydrides synthesis of
    aspirin)
  • Enolate Chemistry
  • Aldol Condensation (synthesis of
    3-carbethoxycoumarin)

4
Quiz 8
  • Reactions
  • Be able to draw out the mechanisms of only those
  • that were given in lecture. Know the reagents
  • used for each reaction.
  • Special topics
  • Drug discovery process (nakadomarin A taxol)
  • Retrosynthetic analysis
  • Molecular modification (cocaine related
    compounds)
  • Sweeteners know the synthetic pathways to
    aspartame
  • and sucralose
  • Be able to identify a compound

5
Quiz 8
  • Lab Application Sample Questions
  • Susie is running out of time, but she wants to
    obtain a melting point
  • reading before the end of the lab period. She
    turns the dial on the
  • Mel-Temp up to 7, and the temperature rises at
    about 10C per minute.
  • Is this proper technique to obtain an accurate
    melting point?
  • Why or why not?
  • 2. You run a TLC to determine if your reaction
    has run to
  • completion, and you observe the results shown on
    the plate below.
  • Did your reaction run to completion? How do you
    know?

SM CO Rxn
6
Practice Quiz Problems
7
LP 9/10
1
8
LP 9/10
2. Identify the nucleophile electrophile.
Circle the sites of reactivity on each.
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