156783-96-9

Basic information

• Product Name: Carbonic acid, ethyl 2,2,2-trifluoroethyl ester
• Synonyms: ethyl 2,2,2-trifluoroethyl carbonate
• CAS NO: 156783-96-9
• Molecular Formula: C5H7F3O3
• Molecular Weight: 172.10200
• Mol File: 156783-96-9.mol

Chemical Properties

• Density: 1.253g/ml
• CAS DataBase Reference: Carbonic acid, ethyl 2,2,2-trifluoroethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbonic acid, ethyl 2,2,2-trifluoroethyl ester(156783-96-9)
• EPA Substance Registry System: Carbonic acid, ethyl 2,2,2-trifluoroethyl ester(156783-96-9)

Safety Data

• Hazardous Substances Data: 156783-96-9(Hazardous Substances Data)

Usage

Uses

Used in the Chemical Industry:
Carbonic acid, ethyl 2,2,2-trifluoroethyl ester is used as an intermediate in the synthesis of fluorinated dialkyl carbonates. It is particularly useful for the preparation of these compounds by reacting with fluorinated alcohols and chloroformate derivatives in the presence of an imidazole compound. The resulting fluorinated dialkyl carbonates have a wide range of applications, including as solvents, electrolytes, and additives in various industrial processes.
Used in the Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, carbonic acid, ethyl 2,2,2-trifluoroethyl ester, due to its unique chemical structure and reactivity, could potentially be used in the pharmaceutical industry as a building block for the synthesis of novel fluorinated drugs. Fluorinated compounds often exhibit improved pharmacokinetic properties, such as increased lipophilicity, metabolic stability, and bioavailability, which can lead to enhanced drug efficacy and reduced side effects.
Used in the Electrochemical Industry:
Fluorinated dialkyl carbonates, which can be synthesized using carbonic acid, ethyl 2,2,2-trifluoroethyl ester, are known to have potential applications in the electrochemical industry. They can be used as electrolytes in lithium-ion batteries, providing improved performance and safety due to their high thermal stability and non-flammability.

Upstream product

• 75-89-8 2,2,2-trifluoroethanol 
• 541-41-3 chloroformic acid ethyl ester 
• 64-17-5 ethanol 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 6482-34-4 bis-2-propyl carbonate 

Relevant articles and documents

Improved Synthesis of Unsymmetrical Carbonate Derivatives Using Calcium Salts

An effective synthetic method for unsymmetrical carbonate species has been developed. Calcium oxide and calcium hydroxide were found to be highly effective for this reaction, affording unsymmetrical carbonates in high yield and purity. Calcium chloride, which is a coproduct, serves as a water scavenger that can be easily removed. Additional drying processes and complicated purification steps are not necessary in this reaction. This improved process is important in terms of green sustainable chemistry principles.

The manufacturing process of fluorinated dialkylcarbonate compounds

The present invention relates to a preparation method of a fluorine-containing dialkyl carbonate compound which is suitable as a non-aqueous solvent of a non-aqueous electrolyte used in a secondary battery. A preparation method of dialkyl carbonate of the present invention is represented by chemical formula 3 by making an alkyl chloroformate represented by chemical formula 1 react with an alcohol represented by chemical formula 2, R_2OH, under the presence of a base, wherein the base is one or more selected from 1-(methoxymethyl)imidazole, 1-(ethoxymethyl)imidazole, 1-(propoxymethyl)imidazole, 1-(butoxymethyl)imidazole, 1-(2-methoxyethyl)imidazole, 1-(2-ethoxyethyl)imidazole, 1-(2-propoxyethyl)imidazole, 1-(2-butoxyethyl)imidazole, 1-(3-methoxypropyl)imidazole, and 1-(3-ethoxypropyl)imidazole. In chemical formulas 1 to 3, R_1 and R_2 each independently represent an unsubstituted C_1-C_20 alkyl group and a fluorine-substituted C_1-C_20 alkyl group. The preparation method according to the present invention enables a reaction process to be performed even at room temperature, and can separate a product from a reactant in a short period of time compared to the prior art by making the alkyl chloroformate react with the alcohol under the presence of an ether-containing imidazole derivative base. The preparation method according to the present invention can simply obtain alkyl carbonate including a fluorine atom without any difficulty in removing a solvent, a salt produced during the reaction, and a by-product by performing the foregoing process that is an economic process. Therefore, the preparation method according to the present invention may be effectively applied to the preparation of fluorine-containing dialkyl carbonate that is widely used in a secondary battery electrolyte, medicines and fine chemicals, agricultural chemicals, a polar aprotic solvent, synthetic lubricating oil and the like.COPYRIGHT KIPO 2018

Trifluorolactic methyl ester carbonate containing straight chain

Disclosed is a trifluoromethyl straight-chain carbonic ester preparation method. Preparation steps are: mixing trifluoromethyl saturated monohydric alcohol or a mixture of trifluoromethyl saturated monohydric alcohol and saturated straight-chain monohydric alcohol with triphosgene; and under an organic amine acid-binding agent, adjusting a temperature to 25 to 80 °C, reacting for 1 to 10 h, to obtain mixed liquor containing the trifluoromethyl straight-chain carbonic ester; and performing filtering and separation, and performing distillation and purification on the mixed liquor containing the trifluoromethyl straight-chain carbonic ester, to obtain the trifluoromethyl straight-chain carbonic ester. The trifluoromethyl straight-chain carbonic acid obtained by using the process disclosed by the present invention is a high-voltage solvent of a power lithium battery, which can greatly improve thermal stability, cycle performance, and high-voltage characteristics of the power lithium battery. The preparation method has simple process, high yield, and low costs. At the same time, the triphosgene has strong stability, and has little resolution under a boiling point of 200°C, and therefore, problems of major security and environmental protection do not exist in the preparation process.

Non-aqueous electrolytic solutions and batteries comprising non-aqueous electrolytic solutions

A novel carbonate compound represented by the general formula [I]: wherein R1 represents a hydrogen atom, an alkyl group or an alkyl group substituted with one or more halogen atoms, and R2 represents an alkyl group having no hydrogen atom at the α-position thereof or an alkyl group substituted with one or more halogen atoms having no hydrogen atom at the α-position thereof, with the proviso that R1 is not identical to R2, which has excellent properties as solvent, is disclosed. A non-aqueous electrolytic solution and a battery utilizing the novel carbonate compound are also disclosed.