433-27-2

Basic information

• Product Name: TRIFLUOROACETALDEHYDE ETHYL HEMIACETAL
• Synonyms: 1-ethoxy-2,2,2-trifluoro-ethano;Fluoral ethyl hemiacetal;fluoralethylhemiacetal;PERFLUOROACETALDEHYDE ETHYL HEMIACETAL;TFAL-ETOH;TRIFLUOROACETALDEHYDE ETHYL HEMIACETAL;TRIFLUOROACETALDEHYDE HEMIETHYLACETAL;1-ETHOXY-2,2,2-TRIFLUOROETHANOL
• CAS NO: 433-27-2
• Molecular Formula: C₄H₇F₃O₂
• Molecular Weight: 144.09
• EINECS: 207-087-6
• Product Categories: Fluorinated Building Blocks;Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds;Synthetic Organic Chemistry;Acetals/Ketals/Ortho Esters;Building Blocks;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 433-27-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 104-105 °C745 mm Hg(lit.)
• Flash Point: 97 °F
• Appearance: Clear colorless/Liquid
• Density: 1.221 g/mL at 25 °C(lit.)
• Vapor Pressure: 16.4mmHg at 25°C
• Refractive Index: n20/D 1.342(lit.)
• Storage Temp.: 0-6°C
• Solubility: Chloroform, Ethyl Acetate
• PKA: 10.57±0.20(Predicted)
• BRN: 906797
• CAS DataBase Reference: TRIFLUOROACETALDEHYDE ETHYL HEMIACETAL(CAS DataBase Reference)
• NIST Chemistry Reference: TRIFLUOROACETALDEHYDE ETHYL HEMIACETAL(433-27-2)
• EPA Substance Registry System: TRIFLUOROACETALDEHYDE ETHYL HEMIACETAL(433-27-2)

Safety Data

• Hazard Codes: Xn,T,F
• Statements: 10-22-11-2017/10/22
• Safety Statements: 16-24-23-45-36/37/39
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• RTECS: KK9000000
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 433-27-2(Hazardous Substances Data)

Usage

Description

Trifluoroacetaldehyde Ethyl Hemiacetal is a clear colorless liquid that serves as a versatile intermediate in the synthesis of various pharmaceutical compounds. It is particularly useful in the preparation of α-trifluoromethylated alcohols, which are key components in the development of antifungal, antitumor, and chemotherapeutic agents.

Uses

Used in Pharmaceutical Industry:
Trifluoroacetaldehyde Ethyl Hemiacetal is used as a key intermediate for the synthesis of α-trifluoromethylated alcohols, which are essential in the development of antifungal, antitumor, and chemotherapeutic agents. Its application in this industry is crucial for the creation of life-saving medications and treatments.
Used in the Synthesis of Peptidomimetic Inhibitors:
Trifluoroacetaldehyde Ethyl Hemiacetal is utilized in the synthesis of peptidomimetic inhibitors of the human cytomegalovirus protease. These inhibitors play a significant role in the treatment and management of cytomegalovirus infections, which can be particularly harmful to individuals with weakened immune systems.
Used in the Synthesis of Transforming Growth Factor-β Type Receptor Inhibitors:
Additionally, Trifluoroacetaldehyde Ethyl Hemiacetal is employed in the synthesis of transforming growth factor-β type receptor inhibitors. These inhibitors are vital in the development of treatments for various diseases and conditions, including cancer and fibrosis, by targeting and regulating the activity of specific cellular receptors.

InChI:InChI=1/C4H7F3O2/c1-2-9-3(8)4(5,6)7/h3,8H,2H2,1H3/t3-/m1/s1

Upstream product

• 64-17-5 ethanol 
• 75-90-1 2,2,2-Trifluoroacetaldehyde 
• 383-63-1 ethyl trifluoroacetate, 
• 75-46-7 trifluoromethan 
• 109-94-4 formic acid ethyl ester 
• 1254592-76-1 C₁₀H₂₁F₃O₂Si 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 421-53-4 2,2,2-trifluoro-1,1-ethanediol 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 184775-08-4 benzyl 4-(1-hydroxy-2,2,2-trifluoroethyl)-3,5-dimethylpyrrole-2-carboxylate 
• 77342-37-1 1,1,1-trifluoropent-4-en-2-ol 
• 698-87-3 3-phenyl-2-propanol 
• 136808-13-4 2-phenyl-5-(trifluoromethyl)tetrahydrofuran 
• 1120-06-5 decan-2-ol 
• 136808-27-0 1,1,1-trifluoro-4-dodecen-2-ol 
• 177755-74-7 4-[4-(methylthio)phenyl]-5-phenyl-2-(trifluoromethyl)-1H-imidazole 
• 177754-42-6 5-(4-fluorophenyl)-4-(4-(methylsulfonyl)phenyl)-2-(trifluoromethyl)-1H-imidazole 

Relevant articles and documents

METHOD FOR PRODUCING 1,2,2,2-TETRAFLUORO-ETHYL DIFLUOROMETHYL ETHER (DESFLURANE)

PROBLEM TO BE SOLVED: To provide a method for efficiently producing 1,2,2,2-tetrafluoro-ethyl difluoromethyl ether (desflurane), which is useful as an inhalation anesthetic, on an industrial scale. SOLUTION: By reacting hydrogen fluoride and trimethyl orthoformate to an equivalent (hemiacetal) of fluoral synthesized by hydrogenation reaction of methyl trifluoroacetate in the presence of a ruthenium catalyst, it can easily be converted to 1,2,2,2-tetrafluoro-ethyl methyl ether which is a synthetic intermediate of desflurane. The resulting 1,2,2,2-tetrafluoro-ethyl methyl ether can efficiently be derived to desflurane by chlorination followed by fluorination reaction. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

PROCESS FOR PRODUCING A-FLUOROALDEHYDES

A production process of an α-fluoroaldehyde according to the present invention includes reaction of an α-fluoroester with hydrogen gas (H2) in the presence of a ruthenium complex. It is possible in the present invention to allow relatively easy industrial production of the α-fluoroaldehyde and to directly obtain, as stable synthetic equivalents of the α-fluoroaldehyde, not only a hydrate (as obtained by conventional techniques) but also a hemiacetal that is easy to purify and is of high value in synthetic applications. The present invention provides solutions to all problems in the conventional techniques and establishes the significantly useful process for production of the α-fluoroaldehyde.

The asymmetric synthesis of CF3- or -CF2-substituted tetrahydroquinolines by employing a chiral phosphoric acid as catalyst

CF3- or -CF2-containing tetrahydroquinolines have been asymmetrically synthesized from the reaction of fluorinated N-arylimines with benzyl N-vinylcarbamate in the presence of a chiral phosphoric acid.