348-57-2 | 1-Bromo-2,4-difluorobenzene

CAS:348-57-2 | 1-Bromo-2,4-difluorobenzene,Description

Synthesis Analysis

The synthesis of 1-Bromo-2,4-difluorobenzene has been achieved through economical methods offering high yields and purity. A noted method involves starting from m-phenylene diamine, utilizing the Schiemann reaction and bromination, achieving a total yield of 40% with a purity over 98% (Z. He-ping, 2005).

Molecular Structure Analysis

The molecular structure of 1-Bromo-2,4-difluorobenzene and related fluorinated benzene compounds has been extensively studied. Techniques such as gas-phase electron diffraction and ab initio calculations have been employed to determine the structural parameters of these molecules, offering insights into their geometric and electronic characteristics.

Chemical Reactions and Properties

1-Bromo-2,4-difluorobenzene participates in a variety of chemical reactions, serving as an intermediate for medicinal and pharmaceutical agents, organic dyes, and electroluminescent materials. Its reactivity has been explored in contexts such as electrochemical fluorination, where the mechanism and outcomes of reactions involving halobenzenes were studied (Hirohide Horio et al., 1996).

Scientific Research Applications

Organic Chemistry

1-Bromo-2,4-difluorobenzene is a type of fluorinated building block. It’s used in various chemical reactions due to its unique properties.

Application

One of the applications of 1-Bromo-2,4-difluorobenzene is in the preparation of (2 S )-1- (2,4-difluorophenyl)-2- (1,1-dimethyl-1-sila-ethoxy)-propan-1-one. This compound is likely used as an intermediate in the synthesis of more complex molecules.

Results or Outcomes

The outcome of the reaction would be the formation of (2 S )-1- (2,4-difluorophenyl)-2- (1,1-dimethyl-1-sila-ethoxy)-propan-1-one. The yield and purity of the product would depend on the specific reaction conditions and the quality of the starting materials.

Chiral Azole Antifungal Agents

1-Bromo-2,4-difluorobenzene has been used in the enantiomeric preparation of the key intermediate of chiral azole antifungal agents by a chemoenzymatic process.

Results or Outcomes

The outcome of the reaction would be the formation of the key intermediate of chiral azole antifungal agents. The yield and purity of the product would depend on the specific reaction conditions and the quality of the starting materials.

Synthesis of 6-Bromo-2,3-Difluorobenzoic Acid

1-Bromo-2,4-difluorobenzene undergoes lithiation exclusively at the position having two adjacent halogen substituents, to yield 6-bromo-2,3-difluorobenzoic acid.

Results or Outcomes

The outcome of the reaction would be the formation of 6-bromo-2,3-difluorobenzoic acid. The yield and purity of the product would depend on the specific reaction conditions and the quality of the starting materials.

Synthesis of 1-Ethynyl-2,4-difluorobenzene

1-Bromo-2,4-difluorobenzene can be used in the synthesis of 1-Ethynyl-2,4-difluorobenzene.

Results or Outcomes

The outcome of the reaction would be the formation of 1-Ethynyl-2,4-difluorobenzene. The yield and purity of the product would depend on the specific reaction conditions and the quality of the starting materials.

Synthesis of Tetrakis (triphenylphosphine)palladium (0)

1-Bromo-2,4-difluorobenzene can also be used in the synthesis of Tetrakis (triphenylphosphine)palladium (0).

Results or Outcomes

The outcome of the reaction would be the formation of Tetrakis (triphenylphosphine)palladium (0). The yield and purity of the product would depend on the specific reaction conditions and the quality of the starting materials.

Safety And Hazards

1-Bromo-2,4-difluorobenzene is considered hazardous. It is a flammable liquid and can cause skin irritation, serious eye irritation, and specific target organ toxicity (single exposure) with the respiratory system being the target organ.

Future Directions

1-Bromo-2,4-difluorobenzene has been used in the preparation of (2 S )-1- (2,4-difluorophenyl)-2- (1,1-dimethyl-1-sila-ethoxy)-propan-1-one. It has also been used in the enantiomeric preparation of the key intermediate of chiral azole antifungal agents by a chemoenzymatic process. This suggests potential future applications in the synthesis of pharmaceutical compounds.

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