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Summary March's Advanced Organic Chemistry Reactions, Mechanisms, and Structure

- Michael B Smith
ISBN-10 1119371805 ISBN-13 9781119371809
39 Flashcards & Notes
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A snapshot of the summary - March's Advanced Organic Chemistry Reactions, Mechanisms, and Structure Author: Michael B Smith ISBN: 9781119371809

  • 10 SN2 Reactions

  • 10.1 10-1 Attack of a hydroxyl at an alkyl carbon

  • What ion is usually required to convert an alkyl halide to an alcohol?
    Hydroxide ion
  • What solvents will enable alkyl halides to by hydrolyzed by water?

    HMPA
    ionic
  • Which type of halide is generally unreactive in the conversion of alkyl halides to alcohols?
    Vinylic halides
  • 10.2 10-8 Alkoxylation: The Williamson Reaction

  • The Williamson reaction is the best general method for preparing what?
    Symmetrical and unsymmetrical ethers
  • What types of solvents are usually used in a Williamson reaction? Give two examples.
    Aprotic solvents: THF, ether
  • 10.3 10-10 Alkylation w/inorganic esthers

  • What two products can be formed by treating alkoxides/aroxides with methyl sulfate?

    Methyl ethers of alcohols
    phenols
  • 16 16.A Mechanism and Reactivity

  • The reactions in this chapter involve addition to what?
    Carbon-oxygen, carbon-nitrogen, and carbon-sulfur double bonds, and carbon-nitrogen triple bonds.
  • Why is the carbonyl carbon the atom that is always attacked in these reactions by a nucleophile?
    The carbonyl carbon carries a partial positive charge dues the electron withdrawing nature of the oxygen/nitrogen/sulfur.
  • What is generated in the normal acyl addition of a nucleophile to a ketone?
    An alkoxide
  • What is the product when an alkoxide is hydrolyzed?
    An alcohol
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