57041-67-5

Basic information

• Product Name: DIFLUOROMETHYL 1,2,2,2-TETRAFLUOROETHYL ETHER
• Synonyms: DIFLUOROMETHYL 1,2,2,2-TETRAFLUOROETHYL ETHER;DESFLURANE;1,2,2,2-TETRAFLUOROETHYL DIFLUOROMETHYL ETHER;i653;Difluoromethyl 1,2,2,2-tetrafluoroethyl ether 99%;Difluoromethyl1,2,2,2-tetrafluoroethylether99%;Desfluran;2-(Difluoromethoxy)-1，1，1，2-tetrafluoroethane
• CAS NO: 57041-67-5
• Molecular Formula: C₃H₂F₆O
• Molecular Weight: 168.04
• Product Categories: refrigerants
• Mol File: 57041-67-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 23-24°C
• Appearance: /
• Density: 1,47 g/cm3
• Vapor Pressure: 1180mmHg at 25°C
• Refractive Index: 1.3577 (estimate)
• Solubility: Practically insoluble in water, miscible with anhydrous ethanol.
• CAS DataBase Reference: DIFLUOROMETHYL 1,2,2,2-TETRAFLUOROETHYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: DIFLUOROMETHYL 1,2,2,2-TETRAFLUOROETHYL ETHER(57041-67-5)
• EPA Substance Registry System: DIFLUOROMETHYL 1,2,2,2-TETRAFLUOROETHYL ETHER(57041-67-5)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 23
• HazardClass: GAS
• Hazardous Substances Data: 57041-67-5(Hazardous Substances Data)

Usage

Description

DIFLUOROMETHYL 1,2,2,2-TETRAFLUOROETHYL ETHER is a fluorinated ether compound with the chemical formula C3H2F6O. It is characterized by the presence of two fluorine atoms attached to a methyl group and a tetrafluoroethyl group connected to an oxygen atom. This unique structure endows it with specific properties that make it suitable for various applications.

Uses

Used in Anesthetic Applications:
DIFLUOROMETHYL 1,2,2,2-TETRAFLUOROETHYL ETHER is used as an inhalation anesthetic for the induction and maintenance of general anesthesia in adults. Its unique structure allows for improved pharmacokinetics, making it less soluble in blood and tissue, which results in a faster onset of action and a more rapid recovery from anesthesia compared to other anesthetics.
Used in Medical Industry:
In the medical industry, DIFLUOROMETHYL 1,2,2,2-TETRAFLUOROETHYL ETHER is used as a maintenance anesthetic for children, due to reports of respiratory irritation when used for induction. The halogen replacement in its structure provides a safer and more effective option for pediatric anesthesia.
Used in Pharmaceutical Industry:
DIFLUOROMETHYL 1,2,2,2-TETRAFLUOROETHYL ETHER can also be utilized in the pharmaceutical industry for the development of new drugs and drug delivery systems, taking advantage of its unique chemical properties and potential interactions with biological systems.

Originator

Anaquest (BOC Healthcare) (U.S.A.)

History

Desflurane was first synthesized by Russel et al U.S. at the 29. of July 1975. The synthesis was started by using floural methyl hemiacetal (CF3CH(OH)OCH3) and converting it to 1,2,2,2- tetraflouroethyl methyl ether (CF3CHFOCH3). Next step was chlorinating two hydrogen atoms of the methyl-group to CF3CHFOCHCl2. This next to last molecule was charged with HF in the presence of antimony pentachloride (SBCL5) to Desflurane. But this way of synthesizing Desfluran was not usable for industrial synthesis, because of the less yield of Desflurane and the expensive educts.

Preparation

Isoflurane and bromine trifluoride were reacted overnight at room temperature to synthesize desflurane in 62% yield.

Biological Functions

Desflurane (Suprane) shares most of the pharmacological properties of isoflurane. Desflurane has low tissue and blood solubility compared with other halogenated hydrocarbons, and its anesthetic partial pressure is thus established more rapidly. Recovery is similarly prompt when the patient is switched to room air or oxygen. Desflurane’s popularity for outpatient procedures stems from its rapid onset and prompt elimination from the body by exhalation. A disadvantage is that desflurane irritates the respiratory tract; thus, it is not preferred for induction of anesthesia using an inhalational technique. However, desflurane may be used to maintain anesthesia after induction with an alternative IV or inhalational agent, preserving the advantage of rapid recovery. Desflurane, like other halogenated hydrocarbon anesthetics, causes a decrease in blood pressure.The reduced pressure occurs primarily as a consequence of decreased vascular resistance, and since cardiac output is well maintained, tissue perfusion is preserved. Desflurane stimulates the sympathetic nervous system and causes abrupt transient tachycardia during induction or as the concentration of the agent is raised to meet the patient’s changing needs. Desflurane causes an increase in the rate of ventilation, a decrease in tidal volume, and a decrease in minute volume as inspired concentrations only slightly exceed 1 MAC. Thus should anesthesiologists require desflurane to be administered near or above MAC levels, patients are likely to have marked reductions in PCO2.

Metabolism

Desflurane is not metabolized to any great extent and, therefore, has not been associated with hepatotoxicity or nephrotoxicity. Metabolites, mostly trifluoroacetate, account for less than 0.02% of the administered dose. Whereas desflurane can react with soda lime or Baralyme to form carbon monoxide, no reports of adverse outcomes in patients have appeared.

InChI:InChI=1/C3H2F6O/c4-1(3(7,8)9)10-2(5)6/h1-2H

Upstream product

• 56885-29-1 1,2,2,2-tetrafluoroethyl dichloromethyl ether 
• 26675-46-7 isoflurane 

Relevant articles and documents

Production Method for 1,2,2,2-Tetrafluoroethyl Difluoromethyl Ether (Desflurane)

Fluoral is obtained by gas-phase fluorination of chloral in the presence of a catalyst and then reacted with trimethyl orthoformate, thereby readily forming 1,2,2,2-tetrafluoroethyl methyl ether as an intermediate for production of desflurane. 1,2,2,2-Tetrafluoroethyl difluoromethyl ether (desflurane) is produced with high yield from the thus-formed 1,2,2,2-tetrafluoroethyl methyl ether by chlorination and fluorination. This method enables efficient industrial-scale production of desflurane useful as an inhalation anesthetic