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TCI

CAS 144292-32-0

4-Bromo-2,3-difluorophenol TCI D3913

4-Bromo-2,3-difluorophenol TCI D3913
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Description

TCI D3913 4-Bromo-2,3-difluorophenol is a fluorinated building block that carries three different types of functional groups at once: a phenolic hydroxyl group, a bromine atom, and two fluorine atoms on the benzene ring. In the laboratory, this compound serves as an important starting material for the synthesis of fluorinated molecules, particularly in medicinal chemistry research and liquid crystal materials research. The combination of these groups provides many possible reaction routes, allowing researchers to design target molecules with highly specific substitution patterns.

The properties that make this reagent highly valuable are the influence of the fluorine atoms on electron distribution, the acidity of the phenol group, and the lipophilicity of the resulting synthesized molecules, which is frequently exploited to improve the profile of drug candidate compounds. The bromine atom functions as a handle for directing cross-coupling reactions such as Suzuki or Buchwald couplings, while the hydroxyl group can be etherified or esterified. These three reactive points work orthogonally, so that stepwise synthesis can be planned by the researcher in a neat and controlled sequence.

In Indonesian laboratories, this reagent is used by organic synthesis research groups at universities, as well as in research laboratories working on fluorinated molecules and liquid crystal materials. It supports work in medicinal chemistry, where fluorine substitution patterns are explored to refine the character of candidate compounds, and it fits routine multi-step synthesis planning where each reactive site is addressed in a deliberate order.

Laboratory Applications

  • Suzuki cross-coupling reactions — the bromine atom acts as the coupling handle, letting researchers build carbon–carbon bonds onto the difluorinated ring while the phenol and fluorine substituents remain intact.
  • Buchwald amination chemistry — the same bromine position directs carbon–nitrogen bond formation, giving access to fluorinated aniline-type scaffolds needed in medicinal chemistry research programmes.
  • Etherification of the phenolic hydroxyl — the free hydroxyl group can be converted to an ether, an orthogonal step that can be sequenced before or after the coupling chemistry on bromine.
  • Esterification of the phenolic hydroxyl — the phenol can equally be acylated, allowing protection or permanent derivatisation while the researcher works on other reactive positions of the molecule.
  • Liquid crystal materials synthesis — the two ring fluorine atoms shape electron distribution and molecular character, properties that materials research groups exploit when preparing fluorinated liquid crystal intermediates.

Specifications

  • Brand: TCI (Tokyo Chemical Industry)
  • CAS number: 144292-32-0
  • Category: Chemistry > Building Blocks > Fluorinated Building Blocks
  • Catalogue reference: D3913
  • Pack sizes: supplied in standard TCI research-scale packaging; please confirm the available pack size when ordering
  • Storage: keep in the tightly closed original container as indicated on the manufacturer label

Handling and Storage

Store the reagent in its original tightly closed container, kept in a cool, dry and well-ventilated area away from heat, ignition sources and incompatible materials, and follow the storage conditions stated on the manufacturer label and safety data sheet. Keep the container closed when not in use to limit moisture pickup and vapour release. Handle the material inside a fume hood, using nitrile gloves, safety glasses and a laboratory coat, since phenolic and brominated aromatics can irritate skin, eyes and the respiratory tract. Weigh out only the quantity required, use clean dry spatulas and glassware, label all working solutions clearly, and collect halogenated organic waste separately for disposal according to institutional procedures. Consult the current safety data sheet before first use.

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