Organic Chem Flashcards
A carboxylic acid is comprised of a carbonyl and what other functional group?
OH
An ester is comprised of a carbonyl and what other functional group?
OR
An amide is comprised of a carbonyl and what other functional group?
NR2
An acyl halide is comprised of a carbonyl and what other functional group?
X (halogen)
All carboxylic acid derivatives act as electrophiles. What are the carboxylic acid derivatives? (Hint: EAA)
Ester; Amide; Acyl Halide
IUPAC Rules state that what functional group is the highest priority?
The most oxidized functional group (i.e. an Ester R-COOR’)
Amides
-RCONR2
amide
made with ammonia + anhydride-
Ester
- lacks h bonding and thus has lower b.p
- triacylglycerol
- oate
- formed by alcohol + anhydride
Anhydride
formed by two carboxylic acids
RC(O)OC(O)R
higher bp due to greater weight
Reactivity of Carboxylic Acid Derivatives
1) Anhydrides are resonance stabilized and have 3 EWG
2) Esters lack 1 EWG oxygen and are thus less reactive
3) Amides have an EDG amino group
High Hydrolysis in B Lactams occurs due to __
higher strain and the forcing of the trigonal pyramidal bond geometry on the N atom in the ring reduces resonance , hydrolysis move likely
In transesterification the alcohols act as __ and the carbonyl carbon serves as __
nucleophile ; electrophile
Esterification cannot occur in water because __
it would revert back to the carboxylic acid
Carboxylic acid derivatives are formed via __ reactions which have a loss of water to make 2 molecules –> 1 molecule.
condensation