Knoevenagel Flashcards
gen. procedure:
- add .., …, .., …, and … to a rb. fk. don’t …
- … for 1 hr. store and leave overnight
- vacuum filter using …
salicylaldehyde; diethyl malonate; piperidine; ethanol; glacial acetic acid; reflux; ethanol
piperidine acts as a .. by … the ethyl malonate to initiate the rxn
base catalyst; deprotonating
ethanol is the …
solvent
glacial acetic acid also … by acting as a …
catalyzes rxn; proton source
what does glacial mean
it’s anhydrous
water is removed from the rxn bc it is a …, so removing it … towards … also, since base/acid is present, having water present could … ethyl malonate
byproduct; pushes rxn; product formation; hydrolyze
knoevenagel-robinson condensation is a rxn to form a … : cyclic compound w/ at least 1 atom that is part of the ring that isn’t C
heterocyl
This rx is: carbon … group (ethyl malonate) reacts with … (salicylaldehyde) to yield … intermediate that reacts with the aldehyde to form … that undergoes …
acid; aldehyde; enol; aldol; base-induced elimination n
… is in excess, again to push rxn towards product formation since its an eq. rxn
ethyl malonate
(toxicity) salicylaldehyde: skin and eye …, respiratory …
irritation; sensitization
(toxicity) diethyl malonate: mild skin …, serious eye …
irritation; irritation
(toxicity) ethanol: severe eye …, moderate skin …
irritation; irritation
(toxicity) piperidine: skin …, serious eye …, acute toxicity
corrosion; damage
(toxicity) glacial acetic acid: skin …, serious …
corrosion; eye damage
(toxicity) ethyl-3-coumarin-carboxylate (product): possible eye and skin
irritation
