199287-52-0 | Benzaldehyde, 4,5-difluoro-2-hydroxy- (9CI)

CAS:199287-52-0 | Benzaldehyde, 4,5-difluoro-2-hydroxy- (9CI),Description

4,5-Difluoro-2-hydroxybenzaldehyde is a chemical compound with the molecular formula C7H4F2O2. It has a molecular weight of 158.1and is a solid at room temperature. The IUPAC name for this compound is 4,5-difluoro-2-hydroxybenzaldehyde.

Molecular Structure Analysis

The InChI code for 4,5-Difluoro-2-hydroxybenzaldehyde is 1S/C7H4F2O2/c8-5-1-4(3-10)7(11)2-6(5)9/h1-3,11H. This code provides a specific description of the molecule’s structure.

Physical And Chemical Properties Analysis

4,5-Difluoro-2-hydroxybenzaldehyde is a solid at room temperature. It has a molecular weight of 158.1and a density of 1.5±0.1 g/cm3. The boiling point is 224.1±35.0 °C at 760 mmHg, and the melting point is 68-72℃.

Scientific Research Applications

Synthesis Applications

4,5-Difluoro-2-hydroxybenzaldehyde has been explored in various synthesis applications. For instance, it's been investigated as a linker for solid phase organic synthesis, particularly in the synthesis of benzylic secondary amines and their derivatives such as ureas, sulfonamides, and aryl amides (Swayze, 1997). Additionally, it has shown effectiveness in reactions with alkynes, alkenes, and allenes, facilitated by a rhodium-based catalyst system, to yield 2-alkenoylphenols (Kokubo et al., 1999).

Analytical Chemistry

In the field of analytical chemistry, 4,5-Difluoro-2-hydroxybenzaldehyde has been used as a fluorescence derivatization reagent for aromatic aldehydes in liquid chromatography, demonstrating selective reactivity and aiding in the detection of these compounds (Nohta et al., 1994).

Anticancer Research

Research into anticancer applications has shown that fluorinated analogues of 4,5-Difluoro-2-hydroxybenzaldehyde can be synthesized for potential use in cancer treatment. These compounds, such as fluoro combretastatins, retain cell growth inhibitory properties and are significant for their in vitro anticancer properties (Lawrence et al., 2003).

Solubility and Thermodynamics

The solubility and solution thermodynamics of 4,5-Difluoro-2-hydroxybenzaldehyde have been extensively studied, providing fundamental data for its purification process and optimization of bromination processes. The solubility data and thermodynamic studies contribute to the understanding of its solution process (Jian Wang et al., 2017).

Electrocatalysis

This compound has also been used in electrocatalysis, particularly in the oxidation of similar compounds, showing promising results in the development of stable, redox-active electropolymerized films (Pariente et al., 1994).

Environmental Monitoring

In environmental monitoring, 4,5-Difluoro-2-hydroxybenzaldehyde-based compounds have been used for the enrichment and detection of trace amounts of copper(II) ions in water samples. This is significant for monitoring and maintaining environmental safety (Fathi & Yaftian, 2009).

Safety And Hazards

4,5-Difluoro-2-hydroxybenzaldehyde may cause respiratory irritation (H335), skin irritation (H315), and serious eye irritation (H319). Precautionary measures include using only outdoors or in a well-ventilated area, avoiding breathing dust/fumes, wearing protective gloves, clothing, eye protection, and face protection, and washing all exposed external body areas thoroughly after handling.

More Information