2991-28-8 | 2,5-Difluorobenzoic acid

CAS:2991-28-8 | 2,5-Difluorobenzoic acid,Description

2,5-Difluorobenzoic acid is a compound that is not directly discussed in the provided papers, but its structural analogs and synthesis methods are well represented. The papers focus on various halogenated benzoic acids, which are important intermediates in the pharmaceutical industry and material science due to their unique chemical properties and reactivity.

Synthesis Analysis

The synthesis of halogenated benzoic acids, similar to 2,5-difluorobenzoic acid, involves several steps and can be achieved through different pathways. For instance, the synthesis of 2,4,5-trifluorobenzoic acid is reported using a continuous microflow process involving the generation of an aryl-Grignard reagent followed by carboxylation with gaseous CO2. Another method for synthesizing 4-chloro-2,5-difluorobenzoic acid from 2,5-difluoroaniline involves the Sandmeyer reaction, bromination, and a Grignard reaction, with the final product achieving a high purity of 99.16%.

Molecular Structure Analysis

The molecular structures of halogenated benzoic acids are characterized by the presence of halogen atoms, which significantly influence their chemical behavior. For example, the crystal structure of a diorganotin(IV) complex with 2,3,4,5-tetrafluorobenzoic acid exhibits a tetra-nuclear geometry and can form supramolecular structures such as 1D chains or 2D networks through intermolecular interactions. These structural features are crucial for understanding the reactivity and potential applications of these compounds.

Chemical Reactions Analysis

The reactivity of halogenated benzoic acids is largely determined by the presence and position of the halogen substituents. These compounds can undergo various chemical reactions, including nitration, selective reduction, diazotization, and chlorination, as demonstrated in the synthesis of 5-chloro-2,3,4-trifluorobenzoic acid. The halogen atoms also facilitate the formation of organometallic complexes and can participate in weak hydrogen bonding and non-bonded interactions, which are important for the assembly of supramolecular structures.

Physical and Chemical Properties Analysis

The physical and chemical properties of halogenated benzoic acids are influenced by their molecular structure. The presence of halogen atoms, particularly fluorine, can increase the acidity of the benzoic acid and affect its solubility and reactivity. The papers provided do not directly discuss the physical properties of 2,5-difluorobenzoic acid, but the synthesis and characterization techniques used for similar compounds, such as elemental analysis, IR, 1H, 13C, 119Sn NMR spectra, and X-ray crystallography, are indicative of the methods that could be employed to analyze 2,5-difluorobenzoic acid.

Scientific Research Applications

Petrochemical Industry

• Scientific Field : Petrochemical Exploration and Geochemical Investigations.
• Application Summary : 2,5-Difluorobenzoic acid is used as a conservative tracer in the petrochemical industry. It helps track the movement of injected solvents in oil or gas bearing formations, which is crucial for enhancing the production of hydrocarbons.
• Methods of Application : The acid is added to the injected solvent. The subsurface flow in the reservoir is monitored by tagging solvents at each injection well with a different tracer and monitoring the tracers that appear at each producing well.
• Results : The information obtained from tracer tests are tracer response curves that may be qualitatively and quantitatively evaluated to observe breakthrough and interwell communication.

Synthesis of Novel Hydrazone Derivatives

• Scientific Field : Pharmaceutical Science.
• Application Summary : 2,5-Difluorobenzoic acid is used in the synthesis of novel hydrazone derivatives, which have potential as antibacterial agents.

Tracer in Petrochemical Exploration

• Scientific Field : Petrochemical Exploration.
• Application Summary : 2,5-Difluorobenzoic acid is used as a conservative tracer in petrochemical exploration. It helps track the movement of injected solvents in oil or gas bearing formations, which is crucial for enhancing the production of hydrocarbons.
• Methods of Application : The acid is added to the injected solvent. The subsurface flow in the reservoir is monitored by tagging solvents at each injection well with a different tracer and monitoring the tracers that appear at each producing well.
• Results : The information obtained from tracer tests are tracer response curves that may be qualitatively and quantitatively evaluated to observe breakthrough and interwell communication.

Synthesis of Antibacterial Agents

• Scientific Field : Pharmaceutical Science.
• Application Summary : 2,5-Difluorobenzoic acid is used in the preparation of hydrazone derivatives, which act as potential antibacterial agents.

Detection in Complex Matrices

• Scientific Field : Analytical Chemistry.
• Application Summary : 2,5-Difluorobenzoic acid is used in various approaches to detect them in complex matrices at low ppb-levels.
• Methods of Application : Typical LC-MS parameters are Acquity UPLC BEH C18 column (150 mm × 2.1 mm × 1.7 μm) with matching precolumn. Gradient 0.05% acetic acid in both water and acetonitrile (ACN) mobile phases, starting with 13% ACN and increasing up to 80% ACN within 13 min. Flow rate 0.45 ml/min. Detection by MS/MS (triple quad) in MRM (multiple reaction).

Preparation of Hydrazone Derivatives

• Scientific Field : Pharmaceutical Science.
• Application Summary : 2,5-Difluorobenzoic acid is used in the preparation of hydrazone derivatives, which act as potential antibacterial agents.

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