aldol condensation

purpose

studying synthesis and isolation of trans-p-anisalacetophenone via aldol condensation

aldol reaction

addition reaction of an enol/enolate to a carbonyl compund (aldehyde/ketone)

aldol reaction essentially converts what

2 carbonyl compounds into a B-hydroxyl carbonyl compound

The B-hydroxyl carbonyl compound undergoes what

further dehydration under elevated temps to produce a,B-unsaturated carbonyl comppound

enol/enolate of reaction is formed from what

aldehyde or ketone with an alpha proton

why are we using one carbonyl with an alpha proton in this experiment

to avoid the need to preform the enolate as a second step

what are the reactants

acetophenone and p-anisaldehyde

what are the reactants mixed with

NaOH

what is the intermediate

3-hydroxy-3-(4-methoxyphenyl)-1-phenylpropan-1-one

what is the product

trans-p-anisalacetophenone

general issues

after NaOH is added, stir until it is super thick (may be less than 15 min as said in procedure)

mutagens

ethanol

aldol condensations are important in orgo synthesis why

good way to form CC bonds

claisen schmidt condensation

cross aldol condensation between carbonyl and aromatic carbonyl compound

what is in the conical vial

p-anisaldehyde

acetophenone

ethanol

what do we add to conical vial

3 drops NaOH

what do we do after adding NaOH

stir until solution solidifies

while reaction is stirring

set up buchner

buchner

filter and rinse with cold ethanol

what do we do with product

save for next week ( mass, MP, IR)