6.2 Aldehydes and Ketones Flashcards
What are the two important classes of oxygen containing compounds in organic chem?
aldehydes and ketones
What are the common oxidizing agents necessary for the MCAT?
chromic acid
chromate salts
dichromate salts
permanganate
chromium trioxide
PCC
What occurs in the C=O due to the electronegativity of oxygen?
becomes a very polar bond causing it to be an electrophile
What is an enolate ion?
resonance stabilized carbanion resulting from delocalization of electrons; negatively charged and nucleophilic
What are the two types of reactions that aldehydes and ketones can undergo?
- reaction due to acidic protons next to carbonyl group
- nucleophilic attack
What are tautomers?
two molecules that are readily interconvertible constitutional isomers in equilibrium with one another
What is a nucleophilic addition reaction?
attack of a nucleophile upon the carbon of a carbonyl group
How do the bonds change in a nucleophilic addition reaction?
pi bond is broken and two sigma bonds form
What are commonly used to perform nucleophilic addition reactions to carbonyl carbons?
organometallic reagents
What is the basic structure of an organometallic reagent?
R+M-
What are the most common organometallic reagents?
grignard and lithium reagents
What is a grignard reagent?
made via the action of an alkyl or acyl halide and magnesium metal
What are the two common strategies for protection of alcohols?
transforming them into mesylates and tosylates
How is acetal formed?
formed when aldehydes or ketones react with alcohols in the presence of an acid
How is cyanohydrin formed?
nucleophilic attack by a cyanide on an aldehyde or ketone