452-64-2 | 1,2-Dimethyl-4-fluorobenzene

CAS:452-64-2 | 1,2-Dimethyl-4-fluorobenzene,Description

Luminescent Metal-Organic Frameworks for Detection of o-Xylene

The study of luminescent metal-organic frameworks (MOFs) has led to the development of a novel fluorescent MOF, NUS-40, which shows promise in differentiating o-xylene from its isomeric counterparts. The differentiation of xylene isomers is a significant challenge in the chemical industry due to their similar physical properties. NUS-40's ability to selectively detect o-xylene is demonstrated by a distinct red shift in fluorescence emission when suspended in o-xylene, as opposed to m-xylene or p-xylene. This shift is not only distinct but also concentration-dependent, offering a quantitative method for o-xylene detection. The study delves into the mechanism behind this selective detection using various spectroscopic techniques and highlights the potential for fine-tuning the sensing properties through metalation of the porphyrin centers within the MOF.

Aerobic Oxidative Coupling of o-Xylene

The synthesis of important monomers for polyimide resins can be streamlined through an improved method of direct oxidative coupling of o-xylene. The research introduces the use of 2-fluoropyridine as a ligand in a Pd-catalyzed aerobic oxidative coupling reaction, which has shown to provide high levels of chemo- and regioselectivity. This discovery is significant as it offers a more efficient pathway for the functionalization of o-xylene. The paper provides preliminary insights into why 2-fluoropyridine is effective as a ligand, suggesting potential for further exploration and optimization in the synthesis of o-xylene derivatives.

Molecular Structure Analysis

While the provided papers do not directly analyze the molecular structure of 4-Fluoro-o-xylene, the studies do provide insights into the molecular interactions and structural considerations of o-xylene. For instance, the selective detection of o-xylene by NUS-40 implies a specific interaction between the MOF and the molecular structure of o-xylene, which could be extrapolated to understand how substituents like fluorine might affect such interactions. Similarly, the ligand's role in the oxidative coupling reaction suggests that the molecular structure of o-xylene is conducive to selective functionalization, which could be relevant when considering the effects of fluorination on the compound.

Chemical Reactions Analysis

The chemical reactivity of o-xylene is highlighted in the context of its oxidative coupling, which is a key reaction for the synthesis of various industrial monomers. The use of 2-fluoropyridine as a ligand to achieve high selectivity in the Pd-catalyzed reaction underscores the importance of understanding the chemical reactions involving o-xylene. This knowledge can be applied to 4-Fluoro-o-xylene, as the introduction of a fluorine atom could influence the reactivity and selectivity of such coupling reactions.

Physical and Chemical Properties Analysis

The physical and chemical properties of o-xylene, such as its boiling point and molecular size, are crucial in the context of its separation from isomers and its detection using MOFs. The research on NUS-40 demonstrates the practical application of these properties in designing selective sensors. Although the papers do not specifically discuss 4-Fluoro-o-xylene, the principles derived from the studies can be relevant to understanding how the introduction of a fluorine atom might alter the physical and chemical properties of the molecule, potentially affecting its detection and reactivity.

Scientific Research Applications

1. Catalysis and Synthesis

4-Fluoro-o-xylene is involved in catalytic processes and synthesis of various chemicals. For instance, an innovative method utilizing 2-fluoropyridine as a ligand has been developed for the oxidative coupling of o-xylene, which is crucial in producing monomers for polyimide resins (Izawa & Stahl, 2010). Additionally, the protonation of halogen-containing benzenes, including fluoro-, chloro-, and bromo-xylenes, in HF-SbF5 has been explored to form stable benzenium ions with specific structural properties (Brouwer, 2010).

2. Material Science

In the field of material science, 4-Fluoro-o-xylene has been used in the synthesis of various compounds and materials. For example, the study of polycondensation of 1,2-dichloroethane with fluorobenzene in the presence of aluminum chloride led to the synthesis of new compounds like 4-Fluoro-m-xylene (Korshak, Kolesnikov & Fedorova, 1958). This demonstrates its role in creating new polymeric materials and chemicals.

3. Environmental and Health Studies

Research on xylene and its derivatives, including 4-Fluoro-o-xylene, has also focused on their environmental impact and health concerns. For example, a comprehensive review of xylene as an environmental pollutant and its health risks outlines the various effects of exposure to xylene in different industries (Niaz et al., 2015). This highlights the importance of understanding the potential risks associated with these compounds.

4. Analytical Chemistry

In analytical chemistry, 4-Fluoro-o-xylene plays a role in the study of molecular interactions and properties. Research has delved into the structural aspects of compounds containing o-xylene rings, including their dihedral angles and molecular interactions (Mughal et al., 2012). Such studies are crucial for understanding the chemical behavior of these compounds.

Safety And Hazards

4-Fluoro-o-xylene is a flammable liquid and vapor that may cause respiratory irritation. It should be used only outdoors or in a well-ventilated area and kept away from heat, sparks, open flames, and hot surfaces.

More Information