452-77-7 | 3-Fluoro-4-methylaniline

CAS:452-77-7 | 3-Fluoro-4-methylaniline,Description

3-Fluoro-4-methylaniline is a chemical compound with the molecular formula C7H8FN. It is also known by other names such as 3-Fluoro-p-toluidine and 4-Amino-2-fluorotoluene. The compound has an average mass of 125.144 Da and a monoisotopic mass of 125.064079 Da.

Molecular Structure Analysis

The molecular structure of 3-Fluoro-4-methylaniline consists of a benzene ring substituted with a fluorine atom, a methyl group, and an amino group. The exact positions of these substituents on the benzene ring can influence the properties and reactivity of the molecule.

Physical And Chemical Properties Analysis

3-Fluoro-4-methylaniline has a density of 1.1±0.1 g/cm3, a boiling point of 203.8±20.0 °C at 760 mmHg, and a vapor pressure of 0.3±0.4 mmHg at 25°C. It has an enthalpy of vaporization of 44.0±3.0 kJ/mol and a flash point of 88.9±0.0 °C. The compound has a refractive index of 1.542 and a molar refractivity of 35.3±0.3 cm3.

Scientific Research Applications

1. Toxicity Assessment and Biomarker Identification

3-Fluoro-4-methylaniline has been utilized in studies assessing toxicity. For instance, an experiment involving earthworms (Eisenia veneta) exposed to this compound revealed biochemical changes, suggesting its potential as a biomarker of xenobiotic toxicity. Such research is crucial in understanding the environmental impact of various chemicals (Bundy et al., 2002) .

2. Biochemical Probing and Molecular Interactions

The use of 3-Fluoro-4-methylaniline in biochemical probing has been significant. For example, a study demonstrated its incorporation into an oligonucleotide, which formed mercury-mediated base pairs and displayed unique UV melting properties and NMR resonance shifts. This shows its potential in understanding nucleobase-specific interactions (Aro-Heinilä, Lönnberg, & Virta, 2019) .

3. Metabolism and Biotransformation Studies

Research has delved into the microsomal metabolism of halogenated methylanilines, including 3-Fluoro-4-methylaniline. Understanding its metabolism in biological systems like rat liver microsomes is essential for pharmacology and toxicology (Boeren et al., 1992).

4. Crystallography and Material Science

The compound has also been a subject in crystallography. A study involving chlorination of 3-Fluoro-4-methylaniline and subsequent co-crystallization with succinimide provided insights into molecular structures and interactions, relevant for material science applications (Mayes et al., 2008) .

5. Medicinal Chemistry and Drug Synthesis

In medicinal chemistry, 3-Fluoro-4-methylaniline is valuable in synthesizing various pharmaceutical compounds. It has been investigated for its role in the biotransformation of secondary aromatic amines. A study using this compound as a model showed that both cytochromes P-450 and flavin-containing monooxygenase play a role in its metabolic transformation, providing insight into drug metabolism and disposition (Boersma et al., 1993).

6. Catalysis Research

3-Fluoro-4-methylaniline is involved in the development of catalysts for chemical reactions. For instance, its derivatives have been used in the design of fluoro-functionalized polymeric complexes, which have demonstrated efficiency in reactions like the formylation and methylation of amines using CO2 as a building block. This application is crucial in green chemistry and industrial catalysis (Yang et al., 2015).

7. Spectroscopy and Theoretical Chemistry

The compound has been a focus in spectroscopy and theoretical chemistry research. A study involving 3-fluoro-N-methylaniline, which is structurally related, investigated its rotamers using spectroscopic techniques and theoretical calculations. This kind of research aids in understanding molecular behavior and structure, essential in fields like material science and pharmaceutical development (Zhang et al., 2014).

Safety And Hazards

3-Fluoro-4-methylaniline is classified as acutely toxic and can cause damage to organs through prolonged or repeated exposure. It is harmful if swallowed or inhaled, and it can cause skin and eye irritation. Safety measures should include the use of personal protective equipment such as N95 dust masks, eyeshields, and gloves.

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