18 Flashcards
Ketone
a compound containing a carbonyl group bonded to two alkyl groups
Aldehyde
a compound containing a carbonyl group bonded to an alkyl group and a hydrogen atom
The carbonyl is
the focal point of reactivity (C=O)
Ketone ending nomen
-one
on the place where it is located, it is a suffix, takes precedence.
The only functional groups higher than ketones are
acids>esters>aldehydes
On a ring aldehyde becomes
carbaldehyde
Ketones and aldehydes have lower/higher bp than hydrocarbons
Higher
vanderwahls vs dipole-dipole
Ketones and aldehydes have lower/higher bp than alcohol
lower
can’t form hydrogen bonds outside of water
R-Li+ Carboxylic acid + H3O+H2O=
Ketone
Carboxylic acid-> Ketone reagents
- 2 equiv R-Li
- H3O
- H2O
Synthesis of ketones from nitriles
Grinard attack 1. Nucleophilic attack 2. Mg salt of imine 3. H+ -> imine H3O+ -> Ketone
Li+ -AlH(O-t-Bu)3 is a ____
Why use it for acid chlorides->aldehydes instead of LiH?
milder reducing agent than LiH
LiH would bring it to the alcohol
DIBAL-H will reduce ____ to _____ at dry ice temperature
esters to aldehyde
lithium dialkylcuprates are
a weaker organometallic reagent that turns an acid chloride into a ketone instead of an alcohol
Things you can do with carbonyl groups
Strong nucleophilic addition
carbonyls can be activated by H+ to become electrophilic