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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. This is very similar to malonic ester synthesis. Acetoacetic ester synthesis equation
A general method of synthesis is to treat a metal salt with acetylacetone in the presence of a base: [12] MB z + z Hacac ⇌ M(acac) z + z BH. Both oxygen atoms bind to the metal to form a six-membered chelate ring. In some cases the chelate effect is so strong that no added base is needed to form the complex.
The original Bargellini reaction (1906): Reaction mechanism for original Bargellini reaction (1906): Present-day Bargellini reaction used for synthesis of hindered morpholinones or piperazinones from ketones (primarily acetone) and 2-amino-2-methylpropan-1-ol (β-amino alcohols) OR 1,2-diaminopropanes (diamines).
Acetone (2-propanone or dimethyl ketone) is an organic compound with the formula (CH 3) 2 CO. [22] It is the simplest and smallest ketone (R−C(=O)−R').It is a colorless, highly volatile, and flammable liquid with a characteristic pungent odour, very reminiscent of the smell of pear drops.
Most of the worldwide production of phenol and acetone is now based on this method. In 2022, nearly 10.8 million tonnes of phenol was produced by the cumene process. [4] In order for this process to be economical, there must also be demand for the acetone by-product as well as the phenol. [5]
This page contains tables of azeotrope data for various binary and ternary mixtures of solvents. The data include the composition of a mixture by weight (in binary azeotropes, when only one fraction is given, it is the fraction of the second component), the boiling point (b.p.) of a component, the boiling point of a mixture, and the specific gravity of the mixture.
The usual synthesis involves treatment of a metal salt with acetylacetone, acacH: [2] [page needed] M z+ + z Hacac ⇌ M(acac) z + z H + Addition of base assists the removal of a proton from acetylacetone and shifts the equilibrium in favour of the complex. Both oxygen centres bind to the metal to form a six-membered chelate ring.
The reaction of acetone and iodine produces iodoacetone. The reaction is typically acid catalysed and first order with respect to acetone and the acid catalyst: [ 3 ] [ 6 ] C 3 H 6 O + I 2 → HI + C 3 H 5 IO