The Claisen-Schmidt reaction is a type of condensation reaction that occurs between a ketone or aldehyde and an ester, leading to the formation of a beta-keto ester or a beta-diketone, respectively. This reaction is named after the German chemists, Rainer Ludwig Claisen and James Schmidt, who first described it in 1887.
One of the most commonly used variations of the Claisen-Schmidt reaction is the reaction between benzaldehyde and acetone, which results in the formation of 3,4-diphenyl-2-butanone, also known as diacetylbenzene. This reaction is an example of aldol condensation, as it involves the formation of a new carbon-carbon bond between the aldehyde group of benzaldehyde and the ketone group of acetone.
The reaction between benzaldehyde and acetone can be carried out in the presence of a base, such as sodium hydroxide or potassium hydroxide, to facilitate the elimination of water as a byproduct. The base also serves to deprotonate the aldehyde and ketone, making them more reactive towards each other. The reaction is typically carried out in a solvent, such as ethanol or water, and is usually heated to a temperature of around 80-100 degrees Celsius.
One of the main advantages of the Claisen-Schmidt reaction is its high yield, as it usually produces products in yields of up to 95%. This makes it an attractive synthetic method for the preparation of a variety of compounds, including pharmaceuticals, fragrances, and flavorings.
In conclusion, the Claisen-Schmidt reaction is a useful chemical transformation that allows the synthesis of various compounds, including 3,4-diphenyl-2-butanone, through the condensation of a ketone or aldehyde with an ester. Its high yield and versatility make it a valuable tool in the field of organic chemistry.
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Introduction: The ability to synthesize new carbon-carbon bonds and alter the carbon skeleton of molecule is crucial to the practical application of organic chemistry. The product, dibenzalacetone, crystallizes after a few minutes. Rate this post BACKGROUND Principle: When an ethanolic solution containing acetone and its two equivalents of benzaldehyde is made alkaline with sodium hydroxide, rapid condensation occurs with the formation of dibenzal-acetone, or dibenzylidene-acetone. We used 5 of benzaldehyde, 1 of acetone which gives us a total of 6. In this experiment, acetone is deprotonated by sodium hydroxide, forming a nucleophilic enolate that can then attack the electrophile, benzaldehyde.
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The intermediate product, β-hydroxyenolate, rapidly undergoes dehydration to give dibenzalacetone, an α, β-unsaturated carbonyl. This can be seen in Table 1. Dur to this, it was extracted via Hirsch funnel and discarded. This is a particular example of Claisen Reaction as Claisen showed that aldehyde under the influence of sodium hydroxide condenses with i another aldehyde, or ii a ketone, with the elimination of water. CHE 224 Aldol Condensation Lab Report Abstract : The purpose of the Aldol Condensation experiment was to introduce the concept of the carbon-carbon bond formation reaction and to understand the basic mechanism of the aldol condensation reaction. A yellow solid is obtained that is ethyl acetate or ethanol 2.
Synthesis of Dibenzal Acetone from Benzaldehyde by Claison Schmidt Reaction
This allowed us to determine the purity of the product. The benzalacetone, once formed, can then easily react with another mole of benzaldehyde to give the product, dibenzalacetone. Answer and Explanation: 1 In the Claisen-Schmidt reaction between Benzaldehyde and Acetone, the process is to add the Acetone in small parts to a mixture of the Benzaldehyde and the aq. El aducto inicial de aldolización no puede ser aislado ya que deshidrata espontáneamente bajo las condiciones de reacción. In the second part, benzaldehyde is present in a double excess. During this α, β-unsaturated ketones are synthesized by the process of condensation between a ketone with an aromatic aldehyde.
