2,2,2-Trifluoro-1-(3,4,5-trichlorophenyl)ethanone
[CAS# 158401-00-4]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Ketones
• Name: 2,2,2-Trifluoro-1-(3,4,5-trichlorophenyl)ethanone
• Molecular Formula: C₈H₂Cl₃F₃O
• Molecular Weight: 277.46
• CAS Registry Number: 158401-00-4
• SMILES: C1=C(C=C(C(=C1Cl)Cl)Cl)C(=O)C(F)(F)F

Properties

• Solubility: Insoluble (6.9E^-3 g/L) (25 ºC), Calc.^*
• Density: 1.601±0.06 g/cm³ (20 ºC 760 Torr), Calc.^*
• Index of Refraction: 1.506, Calc.^*
• Boiling Point: 316.7±42.0 ºC (760 mmHg), Calc.^*
• Flash Point: 145.3±27.9 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2016 ACD/Labs)

Safety Data

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

Discovory and Applicatios

2,2,2-Trifluoro-1-(3,4,5-trichlorophenyl)ethanone is a chemical compound that has drawn attention for its potential applications in various fields, particularly in the development of pharmaceuticals and agrochemicals. The compound features a trifluoromethyl group at the alpha position of the ethanone structure, coupled with a highly chlorinated aromatic ring. This unique structure imparts specific chemical and physical properties that are of interest in chemical synthesis and medicinal chemistry.

The discovery of 2,2,2-trifluoro-1-(3,4,5-trichlorophenyl)ethanone arose from the need to develop more efficient and selective compounds in the field of organic synthesis. The trifluoromethyl group is known to enhance the lipophilicity and metabolic stability of molecules, while the trichlorophenyl group introduces both electron-withdrawing and steric effects, which can modulate the reactivity of the molecule. This makes the compound a valuable tool for creating more potent and selective agents in various applications.

In terms of applications, 2,2,2-trifluoro-1-(3,4,5-trichlorophenyl)ethanone has been studied for its role as a building block in the synthesis of pharmaceutical intermediates. Its ability to modify the reactivity of other functional groups allows it to be used in the preparation of compounds with enhanced activity against specific biological targets. This has implications in drug discovery, especially in the context of developing new treatments for diseases such as cancer, inflammation, and bacterial infections.

Additionally, this compound has potential applications in the agrochemical industry. The trifluoromethyl and trichlorophenyl groups are often associated with increased potency in pesticides and herbicides, as they can improve the molecule’s ability to interact with specific enzymes or receptors in target organisms. Research is ongoing to evaluate the effectiveness of this compound in crop protection and pest management, aiming to develop safer and more effective agricultural chemicals.

Beyond pharmaceuticals and agrochemicals, 2,2,2-trifluoro-1-(3,4,5-trichlorophenyl)ethanone is also being explored for its potential in materials science. Its unique structure may offer opportunities in the synthesis of novel polymers, coatings, or other materials with specialized properties, particularly those requiring stability and resistance to environmental stress.

While the compound has shown promise in several areas, further research is needed to fully explore its potential in drug development, agricultural applications, and materials science. The ability to fine-tune its chemical structure for specific purposes will determine its future applications and success in various industries.