1,3-Dichloro-5-[1-(trifluoromethyl)ethenyl]benzene
[CAS# 864725-22-4]

Identification

• Classification: Organic raw materials >> Organic fluorine compound
• Name: 1,3-Dichloro-5-[1-(trifluoromethyl)ethenyl]benzene
• Synonyms: 2-(3,5-Dichlorophenyl)-3,3,3-trifluoro-1-propene; 3,5-Dichloro-1-(1-trifluoromethylethenyl)benzene
• Molecular Formula: C₉H₅Cl₂F₃
• Molecular Weight: 241.04
• CAS Registry Number: 864725-22-4
• SMILES: C=C(C1=CC(=CC(=C1)Cl)Cl)C(F)(F)F

Properties

• Solubility: Insoluble (1.3E^-3 g/L) (25 °C), Calc.^*
• Density: 1.373±0.06 g/cm³ (20 °C 760 Torr), Calc.^*
• Index of Refraction: 1.489, Calc.^*
• Boiling Point: 265.6±40.0 °C (760 mmHg), Calc.^*
• Flash Point: 127.9±20.8 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2019 ACD/Labs)

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P305+P351+P338

Discovery and Applications

1,3-Dichloro-5-[1-(trifluoromethyl)ethenyl]benzene is a chemical compound that belongs to the class of chlorinated aromatic compounds. It has gained attention in the field of synthetic chemistry due to its unique molecular structure and potential applications in various industrial sectors. The compound consists of a benzene ring substituted with two chlorine atoms at positions 1 and 3, and a trifluoromethylvinyl group at position 5, which contributes to its distinct chemical reactivity and properties.

The discovery of 1,3-dichloro-5-[1-(trifluoromethyl)ethenyl]benzene was part of ongoing research into fluorinated compounds and their role in enhancing the properties of materials used in advanced applications, such as electronics and pharmaceuticals. The trifluoromethyl group, in particular, is known for imparting increased stability, lipophilicity, and unique electronic properties to the molecule, making it useful in a variety of contexts.

In terms of its applications, 1,3-dichloro-5-[1-(trifluoromethyl)ethenyl]benzene is primarily used as an intermediate in the synthesis of specialty chemicals, including agrochemicals and pharmaceuticals. The chlorinated structure of the compound allows for easy functionalization and incorporation into more complex molecules, which can be used to modify biological or chemical activities. Additionally, the trifluoromethylvinyl group enhances the compound's reactivity, making it useful for the design of new materials with improved characteristics.

One of the key applications of 1,3-dichloro-5-[1-(trifluoromethyl)ethenyl]benzene is in the development of advanced polymer materials. The introduction of fluorine atoms into polymers can significantly improve their chemical resistance, thermal stability, and insulating properties. These characteristics are highly valued in the electronics industry, where polymers with these properties are used in the production of semiconductors, insulating materials, and coatings.

The compound's role in agrochemical research has also been significant. The ability to modify its chemical structure by introducing various functional groups allows for the development of more efficient pesticides and herbicides. The enhanced stability and solubility of the trifluoromethyl group are particularly beneficial in formulations that require long-term efficacy and resistance to environmental degradation.

In pharmaceutical research, 1,3-dichloro-5-[1-(trifluoromethyl)ethenyl]benzene serves as a building block for the synthesis of compounds with potential bioactivity. The presence of both chlorine and trifluoromethyl groups in its structure may provide valuable pharmacological properties, such as increased bioavailability and enhanced binding affinity to biological targets.

In conclusion, 1,3-dichloro-5-[1-(trifluoromethyl)ethenyl]benzene is a versatile chemical compound with significant applications in materials science, agrochemicals, and pharmaceuticals. Its unique structure, which combines chlorination and trifluoromethylation, makes it an important intermediate in the development of specialized chemicals with enhanced properties for various industrial applications.

References

none