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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.
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]
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 (>C=O).It is a colorless, highly volatile, and flammable liquid with a characteristic pungent odour, very reminiscent of the smell of pear drops.
Figure 6:Reaction Coordinate Diagrams showing reactions with 0, 1 and 2 intermediates: The double-headed arrow shows the first, second and third step in each reaction coordinate diagram. In all three of these reactions the first step is the slow step because the activation energy from the reactants to the transition state is the highest.
Acetophenone is formed as a byproduct of the cumene process, the industrial route for the synthesis of phenol and acetone.In the Hock rearrangement of isopropylbenzene hydroperoxide, migration of a methyl group rather than the phenyl group gives acetophenone and methanol as a result of an alternate rearrangement of the intermediate:
Isopropenyl acetate is an organic compound, which is the acetate ester of the enol tautomer of acetone. This colorless liquid is significant commercially as the principal precursor to acetylacetone. In organic synthesis, it is used to prepare enol acetates of ketones and acetonides from diols. [1]
Acetone is prepared by air-oxidation of cumene. For specialized or small scale organic synthetic applications, ketones are often prepared by oxidation of secondary alcohols: R 2 CH(OH) + "O" → R 2 C=O + H 2 O. Typical strong oxidants (source of "O" in the above reaction) include potassium permanganate or a Cr(VI) compound.
In carbohydrate chemistry carbohydrate acetalisation is an organic reaction and a very effective means of providing a protecting group. The example below depicts the acetalisation reaction of D-ribose 1. With acetone or 2,2-dimethoxypropane as the acetalisation reagent the reaction is under thermodynamic reaction control and results in the ...