Synthesis and Characterization of Dibenzalacetone | …
Synthesis of benzalacetone / raspberry ketone by chalcone synthase ..
Benzalacetone Synthesis essay ..
Benzalacetone synthase (BAS), a member of the plant-specific chalcone synthase (CHS) superfamily of type III polyketide synthases (PKSs) (–), catalyzes the one-step decarboxylative condensation of 4-coumaroyl-CoA with malonyl-CoA to produce a diketide benzalacetone, 4-(4-hydroxyphenyl)but-3-en-2-one (A and ) (). BAS is a crucial enzyme in the biosynthesis of the C6-C4 moiety of biologically active phenylbutanoids such as the antiinflammatory glucoside lindleyin in rhubarb, and raspberry ketone, the characteristic aroma of raspberry fruit. In contrast, the typical type III PKSs catalyze iterative condensations of malonyl-CoA with a CoA-linked starter molecule () (–). For example, CHS and stilbene synthase (STS), sharing ≈70% amino acid sequence identity with BAS, catalyze sequential condensations of 4-coumaroyl-CoA and three molecules of malonyl-CoA to produce the tetraketides naringenin chalcone and resveratrol, respectively. Recent crystallographic analyses of the type III PKSs have revealed that the functional diversity of the CHS-superfamily enzymes is principally derived from the small modifications of the active-site architecture (–).
Test the last drop of water wash with red litmus
paper, continue the washing if it is still basic.
Transfer the precipitate into an Erlenmeyer flask.
Recrystallize the product using ethanol and water.
Cool the flask in ice bath for 5-10 minutes.
Collect the crystals by vacuum filtration
Determine the melting point
benzaldehyde + acetone
layers: top oily liquid and clear colorless bottom
mixture + ethanol
clear colorless mixture
mixture + NaOH
pale yellow mixture
stand at room temp
creamy yellow mixture
pale yellow crystalline solid
yellow green crystals
MP: 103- 108 C
Theoretical Yield: 0.91 g
Percent Yield: 102.46%
Percent Recovery: 59.14%
2,4 DNP test: positive
Iodoform test: negative
Tollens' test: negative
The purpose of this experiment was to synthesize dibenzalacetone via an aldol condensation reaction between acetone and benzaldehyde.
Dibenzalacetone synthesis!? | Yahoo Answers
Abstract: Synthesis of hydroxyl radical scavengers from benzalacetone and its derivatives has been done. Benzalacetone synthesis was done by crossed aldol condensation between benzaldehyde and acetone with 1:1 mol ratio, while dibenzalacetone in 2:1 mol ratio. Benzalacetone derivatives were synthesized by replacing benzaldehyde with its derivatives, i.e. p-anisaldehyde, veratraldehyde and cinnamaldehyde. The compounds that were active as radical scavengers based on the IC50 value from the highest level were: dibenzalacetone, veratralacetone, dicinnamalacetone, diveratralacetone and anisalacetone.
The synthesis of dibenzalacetone is ..
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