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Organic Chemistry Ch. 5 - Alcohols
MCAT
7
Organic Chemistry
Undergraduate 2
05/30/2016

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Term
What can be expected of an agent containing chromium?
Definition
Generally it will be a strong oxidizing agent.
Term
mesylates
Definition
  • a compound containing the funcitonal group -SO3CH3
  • prepared using methylsulfonyl chloride and an alcohol in the presence of a base
  • phenomenal leaving group; makes alcohol into great leaving group after reaction
  • can also serve as protecting group
Term
tosylates
Definition
  • contain the functional group -SO3C6H4CH3
  • produced by reacting alcohols with p-toluenesulfonyl chloride
  • makes hydroxyl group of alcohols into a better leaving group; can also serve as a protecting group for alcohols
Term
How are alcohols used as protecting groups?
Definition
  • aldehydes and ketones can be reacted with two equivalents of an alcohol or a diol forming acetals (primary carbons with two -OR groups and a hydrogen atom) or ketals (secondary carbons with two -OR groups)
  • acetal or ketal can be reverted back to a carbonyl with an aqueous acid step
Term
quinones
Definition
  • synthesized through the oxidation of phenols
  • benzene with a ketone
  • they are resonance stabilized electrophiles
Term
hydroxyquinones
Definition
produced by the oxidation of quinones, adding a variable number of hydroxyl groups
Term
ubiquinone
Definition
a biologically active quinone that acts as an electron acceptor in Complexes I, II and III of the electront transport change; reduced to ubiquinol
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