2-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethyl methanesulfonate
[CAS# 160969-03-9]

Identification

• Classification: Organic raw materials >> Inorganic acid ester
• Name: 2-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethyl methanesulfonate
• Molecular Formula: C₁₁H₁₃F₃O₅S
• Molecular Weight: 314.28
• CAS Registry Number: 160969-03-9
• EC Number: 801-482-2
• SMILES: CS(=O)(=O)OCCOC1=CC=CC=C1OCC(F)(F)F

Properties

• Density: 1.362±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.469, Calc.^*
• Boiling Point: 396.4±42.0 ºC (760 mmHg), Calc.^*
• Flash Point: 193.5±27.9 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovory and Applicatios

2-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethyl methanesulfonate is an organic compound that belongs to the class of methanesulfonate esters. Its structure features a trifluoroethoxy group attached to a phenoxy ring, which is further connected to an ethyl chain ending with a methanesulfonate group. The trifluoroethoxy group imparts unique chemical properties to this compound, particularly enhancing its stability and reactivity under certain conditions. The presence of the methanesulfonate ester group makes it reactive and suitable for various chemical transformations, particularly in the synthesis of more complex molecules.

The discovery of 2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl methanesulfonate is part of the broader field of developing specialized chemicals for use in synthetic chemistry and industrial applications. Methanesulfonate esters, such as this compound, are often used as electrophilic reagents in organic synthesis, particularly for nucleophilic substitution reactions. The trifluoroethoxy group, in particular, offers enhanced solubility in polar solvents and increases the compound’s stability, making it valuable in reactions that require robust conditions or higher temperature processing.

In terms of applications, 2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl methanesulfonate is primarily used as a reagent in the synthesis of complex organic molecules. Its ability to act as a leaving group in nucleophilic substitution reactions makes it a useful intermediate in the synthesis of pharmaceutical compounds and agrochemicals. The trifluoroethoxy moiety is particularly significant because it imparts both steric and electronic effects that can influence the reactivity and selectivity of reactions, making this compound an important tool in fine chemical synthesis.

The application of 2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl methanesulfonate extends to the development of new materials and functional compounds. In the pharmaceutical industry, this compound can be used in the synthesis of bioactive molecules, where its reactivity may be harnessed to introduce functional groups into drug candidates. The trifluoroethoxy group is known for providing enhanced metabolic stability and favorable pharmacokinetic properties, which can be crucial in drug design.

Additionally, the compound has potential in the field of agrochemicals, where it may serve as a precursor to herbicides, fungicides, or other crop protection agents. The ability to manipulate the reactivity of the methanesulfonate ester group opens up possibilities for designing compounds with targeted activity and selective toxicity against pests or diseases.

In the broader context of chemical research, 2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl methanesulfonate can also serve as a building block in the creation of new materials with advanced properties, such as coatings, adhesives, and polymers. The stability of the trifluoroethoxy group makes it attractive for use in environments that require high resistance to heat, chemicals, and moisture.

As research into its synthesis and applications continues, 2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl methanesulfonate may find additional uses in diverse fields, from medicinal chemistry to material science. The compound’s versatility and reactivity make it a valuable tool for the development of a wide range of functional materials and bioactive molecules.