What is ethyl acetoacetate used for?
ethyl acetoacetate (CH3COCH2COOC2H5), also called acetoacetic ester, an ester widely used as an intermediate in the synthesis of many varieties of organic chemical compounds. Industrially it is employed in the manufacture of synthetic drugs and dyes.
How do I get ethyl acetoacetate?
Ethyl acetoacetate is produced industrially by treatment of diketene with ethanol. The preparation of ethyl acetoacetate is a classic laboratory procedure. It is prepared via the Claisen condensation of ethyl acetate. Two moles of ethyl acetate condense to form one mole each of ethyl acetoacetate and ethanol.
What is the result of Ketonic hydrolysis of EAA?
Ethyl acetoacetate anion is nucleophilic and reacts with alkyl halides to give alkyl acetoacetic ester. (3) Ketonic Hydrolysis. This type of hydrolysis of ethyl acetoacetate (or its alkyl derivatives) to give a carboxylic acid is called acid hydrolysis.
What does ethyl acetoacetate smell like?
Ethyl acetoacetate appears as a colorless liquid with a fruity odor.
Is acetoacetate a ketone body?
Ketone bodies are produced by the liver and used peripherally as an energy source when glucose is not readily available. The two main ketone bodies are acetoacetate (AcAc) and 3-beta-hydroxybutyrate (3HB), while acetone is the third, and least abundant, ketone body.
Is ethyl acetoacetate a ketone?
Acetoacetic ester synthesis is a chemical reaction where ethyl acetoacetate is alkylated at the α-carbon to both carbonyl groups and then converted into a ketone, or more specifically an α-substituted acetone.
Is acetoacetate a ketone?
How is ethyl acetoacetate synthesized using Claisen condensation?
Acetoacetate Ester Synthesis The Claisen condensation of ethyl acetate yields ethyl acetoacetate. Acid hydrolysis converts the β-keto ester to a β-keto acid that readily decarboxylates when heated.
Is ethyl acetoacetate flammable?
Flammable. ETHYL ACETOACETATE, a beta-keto ester, is more reactive than many esters.
Is Acetoacetate a ketone body?
What are the 3 ketone bodies?
Ketone bodies – 3-hydroxybutyrate (3-OHB), acetoacetate, and acetone – are ancient, evolutionarily preserved, small fuel substrates, which uniquely can substitute and alternate with glucose under conditions of fuel and food deficiency.
What is the molecular formula for ethyl 3 oxobutanoate?
ethyl 3-oxobutanoate CAS 141-97-9 Molecular Formula: C 6 H 10 O 3 Molecular Weight: 130.144 g/mol
How is ethyl acetoacetate subject to keto-enol tautomerism?
Ethyl acetoacetate is subject to keto-enol tautomerism. In the neat liquid at 33 °C, the enol consists of 15% of the total. Ethyl acetoacetic acid is a building block in organic synthesis since the protons alpha to carbonyl groups are acidic, and the resulting carbanion undergoes nucleophilic substitution.
How many moles are in ethyl acetoacetate and ethanol?
Two moles of ethyl acetate condense to form one mole each of ethyl acetoacetate and ethanol. Ethyl acetoacetate is subject to keto-enol tautomerism. In the neat liquid at 33 °C, the enol consists of 15% of the total.
How is ethyl acetoacetate reduced to ethyl 3-hydroxybutyrate?
Ethyl acetoacetate can also be reduced to ethyl 3-hydroxybutyrate. Ethyl acetoacetate, when heated alone (uncatalyzed) with benzyl alcohol, forms synthetically useful benzyl acetoacetate (benzyl groups being easily removed later by catalytic hydrogenolysis over Pd/C under neutral conditions), via a mechanism involving acetylketene.
