The purpose of this experiment was to synthesize dibenzalacetone via an aldol condensation reaction between acetone and benzaldehyde. Experiment 15 preparation of dibenzalacetone in this experiment we will prepare dibenzalacetone from acetone and two equivalents of benzaldehyde under basic conditions. May 21, 2008 which was then weighted and recrystallised in ethyl acetate approximately 2ml to afford dibenzalacetone, a shiny powedery yellow solid 0. Use more reactive aldehyde in the presence of a less reactive ketone. The name aldol synthesis was taken from the words aldehyde and alcohol. Table 1 synthesis of ee dibenzalacetone compound molar mass. Aug 03, 2017 in this video the synthesis of dibenzalacetone is shown and the mechanism of the reaction is explained. On line technique and resources for this experiment. Pdf on oct 1, 2012, sri handayani and others published novel synthesis of 1,5 dibenzalacetone using naohzro2montmorillonite as cooperative catalyst. Dibenzalacetone synthesis flashcards from boning z. You will do a double mixedaldol condensation reaction between acetone and benzaldehyde.
Dec 31, 20 praktikum sintesis dibenzalaseton bertujuan untuk mempelajari reaksi aldol kondensasi melalui pembuatan dibenzalaseton. The product is filtered from the mixture, washed, pressed dry, and realized from an ethanolwater mixture. If you continue browsing the site, you agree to the use of cookies on this website. This is due to the positive nature of carbonyl carbon and the electronegativity of the oxygen, most of the electron in a carbonyl molecule is around the oxygen thus leaving the carbon bare and susceptible to nuecleophilic attack. Novel synthesis of 1,5dibenzalacetone using naohzro2 staff site. Results of the aldol condensation 2 dibenzalacetone yield vs. For example, in the aldol condensation shown in figure 1, two molecules of ethanal are reacted to produce an a,bunsaturated aldehyde and water. Learn vocabulary, terms, and more with flashcards, games, and other study tools. The reaction of an aldehyde with a ketone employing sodium hydroxide as the base is an example of a mixed aldol condensation reaction.
Report guidelines for aldol condensation synthesis of dibenzalacetone prelab guidelines prelab and postlab reports must be written inside your lab notebook. The reaction of an aldehyde with a ketone employing sodium hydroxide as. Read this science research paper and over 89,000 other research documents. Aldol condensation of benzaldehyde and acetone to dibenzalacetone to avoid the use of cooling and controlled reagent addition, futurechemistry has translated this reaction from a batch process to a continuous flow process. Scribd is the worlds largest social reading and publishing site. Sintesis dibenzalaseton dilakukan dengan cara menimbang 2,55 ml 0,025 mol benzaldehida di dalam erlenmeyer. To study the mechanism of aldol condensation reaction. Which was then weighted and recrystallised in ethyl acetate approximately 2ml to afford dibenzalacetone, a shiny powedery yellow solid 0. Synthesis of dibenzalacetone leah monroe may 15, 2003 organic chemistry lab ii experiment performed on may 6 and 8, 2003 abstract. Collect the recrystallized product using a buchner funnel and dry it to remove any remaining ethyl acetate.
Microscale procedure in this experiment an ethanolic solution of acetone and benzaldehyde is to aqueous sodium hydroxide. Trisdibenzylideneacetone dipalladium tritertbutyl phosphonium tetrafluoroborate mixture mole ratio. This was done by mixing the two reactants with naoh. Nov 20, 2009 read this science research paper and over 89,000 other research documents. Dibenzalacetone synthesis organic chemistry 311 with. This is because the product of this reaction contains both an aldehyde and alcohol. In this experiment, you will perform a type of basecatalyzed crossed aldol condensation called the claisenschmidt reaction. Descargue como docx, pdf, txt o lea en linea desde scribd. The goal of this experiment was to synthesize dibenzalacetone by aldol synthesis. Synthesis of dibenzalacetone by aldol condensation. Williamson, macroscale and microscale organic experiments, 2nd ed.
This is an example of a crossedaldol or mixedaldol reaction. The reaction of an aldehyde with a ketone employing sodium hydroxide as the base is an example of a mixed aldol condensation reaction, the claisenschmidt reaction. Dibenzalacetone by aldol condensation 45 aldol synthesis of dibenzalacetone, an organic screen overview. In other word we have turned our acetone into an anion. Abstract in this experiment we did experiment about dibenzalacetone synthesis with purpose to understand addition reaction an aldehyde molecule to another aldehyde.
In this experiment an ethanolic solution of acetone and benzaldehyde is to aqueous sodium hydroxide. Lower concentrations of base slow up the formation of the dibenzalacetone and thus favor side reactions which yield a sticky product. The product, dibenzalacetone, crystallizes after minutes. Pdf novel synthesis of 1,5dibenzalacetone using naohzro2. In this video the synthesis of dibenzalacetone is shown and the mechanism of the reaction is explained.
Using the caboncabon bond making ability in carbonyl chemistry, dibenzalacetone is synthesized from 2 equivalent of benzaldehyde and. Synthesis of dibenzalacetone by sandy thea san carlos on prezi. Synthesis of dibenzalacetone essays 1401 words cram. Synthesis of analogeous dibenzalacetone by reacting acetone and benzaldehyde and its derivatives is a wellknown reaction. The benefit of this lab was to acquaint oneself with the fundamentals of the aldol condensation reaction by demonstrating the synthesis of dibenzalacetone trans, trans1,5diphenyl1,4pentadien3one through the aldol condensation of acetone with benzaldehyde. Remote work advice from the largest allremote company. This anion likes to attack and form a covalent bond with a carbonyl carbon. Relazione di laboratorio sul dibenzalacetone appunti di. Introduction in an aldol condensation, two molecules of aldehyde or ketone are joined together along with the loss of water. Aldol condensation aldol condensation synthesis of.
Seyawa dibenzalaseton merupakan senyawa karbonil yang memiliki hidrogen yang terikat pada atom karbon. Synthesis of dibenzalacetone 1,5diphenyl1,4pentadien3one introduction. Report guidelines for aldol condensation synthesis of. Table 1 synthesis of ee dibenzalacetone compound molar mass volume yield from ch 337 at oregon state university. Synthesis of hydroxyl radical scavengers from benzalacetone and its derivatives. The aldol reaction is used extensively to synthesize new cc bonds. Dibenzalacetone has been prepared by condensing benzaldehyde with acetone using as condensing agents dry hydrogen chloride, 1 10 per cent sodium hydroxide solution, 2 and glacial acetic acid with sulfuric acid. Sintesis dibenzalaseton dibuat melalui kondensasi aldol. Dibenzylideneacetone is used as a component in sunscreens and as a ligand in organometallic chemistry.
Dibenzylideneacetone or dibenzalacetone, often abbreviated dba, is an organic compound with the formula c 17 h 14 o. Type written reports will not be accepted with the exception of graphs. Crossed aldol condensation synthesis of dibenzalacetone 1,5diphenyl1,4pentadien3one introduction in this experiment, you will perform a type of basecatalyzed crossed aldol condensation called the claisenschmidt reaction. The product dibenzalacetone is used as a uv blocker and as a ligand in organometallic chemistry. Department of chemical education, faculty of mathematics and natural sciences, state university of yogyakarta, karangmalang, depok, yogyakarta 55283, indonesia corresponding author. Search any search singlecomponent structures only search multicomponent structures only. Crystals of dibenzalacetone will form as the solution is cooled. Higher concentrations of base give added difficulty in washing. Product calculations for adol formation of dibenzalacetone weight of the receiver flask 16. Sufficient alcohol is used to dissolve the benzaldehyde rapidly and to retain the benzalacetone in solution until it has had time to react with the second molecule of aldehyde. Aldol synthesis of dibenzalacetone essay free essays, term.
Kemudian ditambahkan 20 ml atanol 95%,pada proses ini larutan berubah menjadi bening dan ketika ditambahkan 5 ml larutan naoh 20% larutan berubah menjadi kuning jernih. Table 1 synthesis of ee dibenzalacetone compound molar mass volume mass moles jomo kenyatta university of agriculture and technology, nairobi business 465 winter 2017 chemistry report. Expt 10 synthesis of dibenzalacetone by aldol condensation from k. It is a paleyellow solid insoluble in water, but soluble in ethanol. Table 1 synthesis of ee dibenzalacetone compound molar. Aldol synthesis of dibenzalacetone, an organic screen.
986 405 1235 1088 348 583 833 1221 329 465 474 370 1610 128 582 1397 469 1384 1318 1313 655 240 679 1038 45 1155 1063 651 258 1200 388 1099