452-69-7 | 2-Fluoro-5-aminotoluene

CAS:452-69-7 | 2-Fluoro-5-aminotoluene,Description

4-Fluoro-3-methylaniline is a chemical compound with the molecular formula C7H8FN. It is used in the synthesis of well-defined rod-coil block copolymers of trifluoromethylated poly (phenylene oxide).

Synthesis Analysis

The synthesis of 4-Fluoro-3-methylaniline involves several steps. It is used in the synthesis of well-defined rod-coil block copolymers of trifluoromethylated poly (phenylene oxide). The synthesis of 4-Fluoro-3-methylaniline from 2-Fluoro-4-nitrotoluene has also been reported.

Molecular Structure Analysis

The molecular structure of 4-Fluoro-3-methylaniline consists of a benzene ring substituted with a fluorine atom, a methyl group, and an amine group. The compound has a molecular weight of 125.144 Da.

Physical And Chemical Properties Analysis

4-Fluoro-3-methylaniline is a solid at 20 degrees Celsius. It has a density of 1.1±0.1 g/cm3, a boiling point of 207.6±20.0 °C at 760 mmHg, and a vapor pressure of 0.2±0.4 mmHg at 25°C. The compound has a molar refractivity of 35.3±0.3 cm3.

Scientific Research Applications

Nucleobase-Specific Hybridization Probe

A study utilized a fluorinated aniline derivative in the synthesis of a nucleoside that showed enhanced duplex stability and nucleobase-specific binding when incorporated into an oligonucleotide. This application highlights the utility of fluorinated anilines in molecular biology for specific DNA interactions, providing a tool for genetic studies and diagnostic applications (Aro-Heinilä, Lönnberg, & Virta, 2019) .

Catalyst for CO2 Utilization

Fluoro-functionalized polymeric complexes, incorporating fluorinated aniline units, have been designed for efficient catalysis in the formylation and methylation of amines using CO2. This research demonstrates the potential of fluorinated anilines in catalytic systems to address environmental concerns by facilitating the use of CO2 as a raw material, thereby contributing to sustainable chemistry practices (Yang et al., 2015).

Reactive Intermediate Formation

The enzymatic activity of flavin-containing monooxygenase 1 (FMO1) on 4-fluoro-N-methylaniline was investigated, revealing a mechanism for the formation of a reactive intermediate. This study provides insights into the metabolic pathways of fluorinated compounds, contributing to our understanding of their behavior in biological systems and their potential toxicological effects (Driscoll et al., 2010).

Metal-Free C−H Amination

Research demonstrated a metal-free method for the benzylic C−H amination of methylanilides, using fluorinated reagents. This represents a novel approach in organic synthesis, allowing for the regioselective introduction of nitrogen functionalities into organic molecules, which is crucial for pharmaceutical development (Yang et al., 2018).

Conformational Landscape Exploration

A comprehensive study on 4-fluoro-threonine, involving quantum chemistry and microwave spectroscopy, explored its conformational complexity. This application underscores the importance of fluorinated amino acids in understanding biomolecular structure and function, which is vital for the design of new drugs and biomaterials (Barone et al., 2023).

Safety And Hazards

4-Fluoro-3-methylaniline is harmful if swallowed, in contact with skin, or if inhaled. It causes skin irritation and serious eye irritation. Prolonged or repeated exposure may cause damage to organs. Safety measures include avoiding breathing dust/fume/gas/mist/vapors/spray, using only outdoors or in a well-ventilated area, and wearing protective gloves/protective clothing/eye protection/face protection.

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