Chap 17 Flashcards
ketone/aldehyde + ketone/aldehyde
NaOH, H2O
aldol addition - B-hydroxy
ketone/aldehyde + ketone/aldehyde
NaOH, H2O
HEAT
aldol condensation - a-B-unsaturated compound
what type of mechanism is the aldol condensation
e1cb
what happens in e1cb mechanism
enolate forms after the b-hydroxy forms
1,3-dicarbonyl + a-B-unsaturated
NaOH, H2O
Micheal. adds unsaturated at beta
2 eq of esters
1. NaOR, HOR -or- CH3ONa
2. H+ -or- HCl
claisen. forms B-ketoester
1 diester
1. NaOR, HOR
2. H+
Diekmann. cyclic B-ketoeter
if there are 2 alpha protons which will be removed?
less substituted
1,3-dicarbonyl + a-B-unsaturated
NaOH, H2O
HEAT
Robinson ring. forms a ring.whi
which alpha proton will be removed in Robinson ring
the one that makes a favorable ring (6)
acetoacetic
1,3 dicarbonyl with one O- group
acetoacetic
HCl, H2O
HEAT
decarboxylation - KETONE
Malonic ester
1,3 dicabronyl with 2 o group
Malonic ester
HCl, H2O
HEAT
decarboxylation - CARBOXLIC ACID