Synthesis of Dibenzalacetone by the Aldol Condensation Essay

Experiment 11: Synthesis of Dibenzalacetone by the Aldol condensation Introduction: The Aldol condensation reaction, under basic conditions, involves the nucleophilic addition of an enolate ion to another carbonyl group. The resulting product, a beta-hydroxy ketone or aldehyde, is called an aldol because it contains both and aldehyde group and the hydroxy group of alcohol. Condensations, including aldol condensation, combine two or more molecules, typically with a loss of a smaller molecule (including water or alcohol). In the presence of a base, the aldol condensation occurs by a nucleophilic addition of the enolate ion (a strong nucleophile) to a carbonyl group. The final step, protonation, gives the desired aldol. In this lab, the†¦show more content†¦Na+ -O-H * Ethanol= C2H6O; molar mass- 46.07 g/mol; BP- 78.4C; MP- -114.3C; IUPAC- ethyl alcohol, grain alcohol; safety- flammable, harmful. * Benzaldehyde= C7H6O; molar mass- 106.12 g/mol; BP- 178.1C; MP- -26C; IUPAC- phenylmethanol, benzoic aldehyde; safety- stable, combustible. * Acetone= C3H6O; molar mass- 58.08 g/mol; BP- 56.53C; MP- -94.9C; IUPAC- propanone; safety- flammable, harmful. * Dibenzalacetone= C17H14O; molar mass- 234.29 g/mol; MP- 110.5-112C; BP-: IUPAC- 1,5-diphenylpenta-1,4-dien-3-one; safety- irritant. Results: i. Moles of benzaldehyde= 0.424g/106.12 g/mol= 0.0040 moles/2 moles= 0.0019977 moles ii. Moles of acetone= 0.116g/58.08 g/mol= 0.0019972 moles iii. Moles of sodium hydroxide= 3M x 0.004L= 0.012 moles iv. Moles of ethanol= 3mL x 0.789g/mL= 2.367g/46.07 g/mol= 0.0514 moles v. Moles of water= 9g/18g/mol= 0.5 moles vi. Limiting reagent= acetone vii. Theoretical moles of dibenzalacetone= 0.0019972 moles viii. Actual moles ofShow MoreRelatedAldol Condensation : An Experiment1163 Words   |  5 PagesAldol Condensation 2 March 2017 Delaney Griffin Ron Hickman Abstract: This experiment used Aldol Condensation, more specifically, double Claisen-Schmidt condensation in order to synthesize dibenzalacetone from benzaldehyde and acetone. In part one of the experiment, an aldol reaction occurred. In part two of the experiment, the product was recrystallized. The results concluded that the percent yield of dibenzalacetone was 82.80%. The melting point range of the product was 106.5  °C -109.3  °CRead MorePreparation of Dibenzalacetone by the Aldol Condensation1483 Words   |  6 PagesPreparation of Dibenzalacetone by the Aldol condensation David o Neill Date of experiment: 14/12/2011 Apparatus Steam bath, ice bath, Buchner funnel, beaker, conical flask, filter paper, TLC apparatus, Melting point apparatus Materials / chemicals Benzaldehyde, acetone, ethanolic sodium hydroxide, ethanol Introduction The synthesis of dibenzalacetone is formed from an Aldol condensation reaction. An Aldol condensation reaction is a very effective way of forming a carbon – carbon bond reaction, inRead MoreSynthesis of Dibenzalacetone1396 Words   |  6 PagesExperiment2: Preparation of Dibenzalacetone Aim: Using the cabon-cabon bond making ability in carbonyl chemistry, Dibenzalacetone is synthesized from 2 equivalent of benzaldehyde and 1 equivalent of acetone in a base catalyzed reaction. Physical Data1: *detailed risk and safety phrases are attached. substance Hazards, risks and safety practices MW (g/mol) Amt. Used Mol. mp (K) bp (K) density(g/cm^3) acetone R11, R36, R67, S9, S25, S26 58.08 0.24 g 0.004 178.2 329.4 0.79 benzaldehyde R22Read MoreExperiments1835 Words   |  8 Pagesenolate ions with carbonyl groups. One technique used was Doebner reaction and the other technique used was Claisen-Schmidt reaction. Therefore the aim of this experiment is to synthesize trans p-methoxycinnamic acid and to synthesize dibenzalacetone via an aldol condensation reaction between acetone and benzaldehyde. The products would be recrystallized using ethanol, then characterized using melting point analysis. Introduction: In this experiment we learnt on carbonyl compounds, enols and enolates