Acetoacetanilide

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Acetoacetanilide is an organic compound that is used in the production of various dyes and pigments. It is a white crystalline solid that is soluble in hot water and most organic solvents. The chemical formula for acetoacetanilide is C10H11NO2.

Chemical Structure[edit | edit source]

The chemical structure of acetoacetanilide consists of a benzene ring attached to an aniline group and an acetoacetyl group. The benzene ring is a six-membered ring of carbon atoms with alternating single and double bonds. The aniline group is a nitrogen atom bonded to two hydrogen atoms and one carbon atom. The acetoacetyl group is a carbon atom double-bonded to an oxygen atom and single-bonded to two other carbon atoms.

Synthesis[edit | edit source]

Acetoacetanilide can be synthesized through the acetylation of aniline using acetic anhydride. The reaction is carried out in the presence of a catalyst, such as sulfuric acid or hydrochloric acid. The resulting product is then reacted with acetoacetic ester to form acetoacetanilide.

Uses[edit | edit source]

Acetoacetanilide is primarily used in the production of dyes and pigments. It is a key ingredient in the synthesis of azo dyes, which are widely used in the textile industry. It is also used in the production of pigments, such as yellow pigment 12, which is used in plastics, paints, and inks.

Safety[edit | edit source]

Like many organic compounds, acetoacetanilide can be harmful if ingested or inhaled. It can cause irritation to the skin and eyes, and prolonged exposure can lead to more serious health effects. Therefore, it is important to handle acetoacetanilide with care and use appropriate personal protective equipment.

See Also[edit | edit source]

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Contributors: Prab R. Tumpati, MD