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TCI

CAS 20139-55-3

4'-Chloro-2'-methylacetoacetanilide TCI C2104

4'-Chloro-2'-methylacetoacetanilide TCI C2104
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Description

TCI C2104 4'-Chloro-2'-methylacetoacetanilide is an acetoacetanilide derivative in which the aniline ring carries both a chlorine atom and a methyl group. The compound belongs to the family of non-heterocyclic building blocks and is most widely used as a coupling component in the synthesis of yellow azo pigments and their derivatives. Supplied by TCI under catalogue number C2104 and identified by CAS number 20139-55-3, it occupies a well-defined place in the chemistry building-block shelf of any synthetic laboratory.

In the laboratory, the active methylene group positioned between two carbonyl groups causes this compound to react rapidly with diazonium salts, so researchers can obtain coloured products in a short time using a simple procedure that reproduces well from one experiment to the next. Its outstanding characteristics are the high reactivity of that methylene group combined with the stability of the solid at room temperature. The acetoacetyl chain can also undergo reactions other than azo coupling, including condensation with hydrazine to form pyrazolone rings, so its usefulness extends beyond the field of dyes alone.

The methyl group in the ortho position introduces a mild steric hindrance that influences how the molecules pack within the crystal lattice of the resulting pigment, while the chlorine atom lowers the water solubility of the product and improves its durability. This combination gives the derived pigments bright colour together with good stability, which is why Indonesian laboratories working on colourants, pigment formulation, and heterocyclic synthesis keep this building block on hand as a routine starting material.

Laboratory Applications

  • Yellow azo pigment synthesis: it serves as the standard coupling component, reacting with diazonium salts through its active methylene group to give bright, well-defined pigment products.
  • Diazonium coupling studies: the rapid reaction between the active methylene group and diazonium salts lets researchers follow colour formation quickly with a simple, repeatable procedure.
  • Pyrazolone ring construction: the acetoacetyl chain condenses with hydrazine to build pyrazolone heterocycles, extending the compound's usefulness beyond colourant chemistry into general heterocyclic synthesis.
  • Non-heterocyclic building-block chemistry: as a general acetoacetanilide derivative, it provides a reactive scaffold for further transformations of the acetoacetyl chain in multi-step routes.
  • Pigment crystal and durability work: the ortho methyl group and the chlorine substituent let researchers study how steric hindrance and reduced water solubility affect lattice packing and pigment durability.

Specifications

  • Brand: TCI (catalogue number C2104)
  • CAS number: 20139-55-3
  • Chemical name: 4'-Chloro-2'-methylacetoacetanilide
  • Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
  • Physical form: solid, stable at room temperature
  • Storage note: keep in the original closed container under normal laboratory storage conditions

Handling and Storage

Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, moisture, and sources of ignition. The material is a solid that is stable at room temperature, so the original manufacturer container is the most suitable primary packaging; if repackaging is required, use a clean, dry, chemically compatible container that is clearly labelled with the chemical name and CAS number. Handle the compound in a fume hood or a well-ventilated working area, wear a laboratory coat, safety glasses, and chemical-resistant gloves, and avoid generating or inhaling dust during weighing and transfer. Keep it separate from strong oxidising agents and from the reagents used in coupling reactions until they are required, and always consult the manufacturer's safety data sheet before use.

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