Chapter 8 Flashcards
carboxylic acid
-oic acid
carboxylic acid salt
-oate
dicarboxylic acid
oxalic acid, malonic, succinic or -dioic acid
carboxylic acid properties
polar, can make H bonds, high intermolecular attractions, increase bp and mp
acidity due to resonance
dicarboxylic acid properties
EWG
second proton is less acidic
nucleophilic acyl substitution
nucleophilic addition to form tetra intermediate
then water leaves and carbonyl reforms
includes amide, ester, eswter anhydride
amide formation
uses ammonia (NH3) or amino as nucleophile
C acid derivative with N and H,R
replaces -oic with -amide
ester formation
carboxylic acid + ROH with acid to form ester and water
names -oate
anhydride formation
carboxylic acid condensation
decarboxylation
loss of carbonyl as CO2 and replace with hydrogen
nucleophile and electrophile in same molecule
cyclic transition state
saponification
long chain of carboxylic acid reacts with Na/KOH to form salt