Preparation 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‚ in
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Aldol Condensation Discussion: 1. Aldol condensation reactions take place in basic conditions‚ where a deprotonated enol becomes an enolate and proceeds to attack the aldehyde. Since the solution is basic‚ it is able to deprotonate the alpha carbons of the product‚ which forces the hydroxide groups to leave. The product is then considered to be dehydrated and unsaturated. In terms of our reaction‚ cyclopentatone is deprotonated to form an enolate‚ which then attacks the two molecules of p-tolualdehyde
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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
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Objective: The benefit of this lab was to acquaint oneself with the fundamentals of the Aldol Condensation reaction by demonstrating the synthesis of dibenzalacetone (trans‚ trans-1‚5-Diphenyl-1‚4-pentadien-3-one) through the aldol condensation of acetone with benzaldehyde. The synthesis began by using a strong base to generate the acetone enolate ion. The ketone/enol tautomerization is an equilibrium process that produces little of the enol (ppm or less). However‚ any enol that formed quickly reacted
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Aldol Condensation: Synthesis of Dibenzalacetone Aldol Condensation: Synthesis of Dibenzalacetone Leah Monroe May 15‚ 2003 Organic Chemistry Lab II Experiment performed on May 6 and 8‚ 2003 Abstract: The purpose of this experiment was to synthesize dibenzalacetone via an aldol condensation reaction between acetone and benzaldehyde. This was done by mixing the two reactants with NaOH and ethanol‚ then allowing the reaction to sit for thirty minutes. The crystals were then washed with
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Aldol Condensation Wei-Hsuan Tsui 4/16/14 The reaction of an aldehyde with a ketone employing sodium hydroxide as the base is an example of a mixed aldol condensation reaction‚ the Claisen-Schmidt reaction. Dibenzalacetone is readily prepared by condensation of acetone with two equivalents of benzaldehyde -26 -95 113.9 1. Weigh 0.212 g of pure benzaldehyde directly into a 10 x 100 mm reaction tube. 2.
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The goal of this experiment was to synthesize dibenzalacetone by aldol synthesis. The name ’Aldol synthesis’ was taken from the words ’aldehyde and alcohol’. This is because the product of this reaction contains both an aldehyde and alcohol. The carbon-carbon bond-forming reaction is referred to as aldol addition. An aldol condensation yields many species of products if the reactant is more than one. Therefore‚ the aldehyde has to react with itself to yield one product. Procedure: Followed according
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Report Aldol Reaction Purpose: The purpose of this experiment is to be able to conduct an aldol condensation reaction using an unknown aldehyde and an unknown ketone. H NMR is used to identify the unknown aldehyde and ketone. Melting point is used to identify the aldol condensation reaction. Theory: Condensation reaction is also known as a dehydration reaction. In the mechanism of condensation reaction‚ a bond is formed between two molecules and creates water as a byproduct. Aldol condensation
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Introduction: Aldol Condensation‚ a useful carbon-carbon bond-forming is the an example of a reaction named based on the type of product formed. This product formed involves two aldehydes or ketones in the presence of dilute base‚ yields a molecule having both aldehyde and alcohol. The aldol products are β-hydroxyaldehydes or β- hydroxyketones. Condensation reaction is the transformation that result from combination of large molecules to produce another larger molecule. In an aldol condensation‚ β-hydroxyaldehyde
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Aldol Condensation Formal Abstract: An aldol condensation reaction was performed on acetophenone using p-anisaldehyde and sodium hydroxide as a base. This produced trans-p-anisalacetophenone in the form of a fluffy yellow crystal. The reaction was performed in a test tube and sodium hydroxide was added drop by drop followed by recrystallization and vacuum filtration. In order to verify the presence of the ketone 2‚4-dinitrophenylhydrazone was synthesized and reacted with trans-p-anisalacetophenone
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