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

Chemical Properties

clear colorless liquid

Uses

Different sources of media describe the Uses of 433-27-2 differently. You can refer to the following data:
1. Alternative to gaseous unstable trifluoroacetaldehyde: used to prepare α-trifluoromethylated alcohols for antifungals, antitumor, and chemotherapeutic agents.1,2,3
2. Trifluoroacetaldehyde Ethyl Hemiacetal is used in the synthesis of peptidomimetic inhibitors of the human cytomegalovirus protease. It is also used in the synthesis of transforming growth factor-β typ e receptor inhibitors.
3. Trifluoroacetaldehyde Ethyl Hemiacetal is used in the synthesis of peptidomimetic inhibitors of the human cytomegalovirus protease. It is also used in the synthesis of transforming growth factor-β type receptor inhibitors.

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

Downstream Products

• 116757-85-8 2,2,2-trifluoro-1-(indol-3-yl)ethanol 
• 112037-78-2 1-trifluoromethyl-1,2,3,4-tetrahydro-β-carboline 
• 107699-70-7 1-<<2-(phenylmethyl)-2H-tetrazol-5-yl>amino>2,2,2-trifluoroethanol (1-R,S) 
• 107699-68-3 N-(1-ethoxy-2,2,2-trifluoroethyl)-1-(phenylmethyl) 1-H-tetrazol-5-amine (racemique) 
• 99333-36-5 trans-1-(4-Methoxyphenyl)-3-dibenzylamino-4-trifluoromethyl-2-azetidinone 
• 99333-34-3 N-(2,2,2-trifluoroethylidene)-4-methoxyaniline 
• 99333-35-4 1-ethoxy-2,2,2-trifluoro-N-(4-methoxyphenyl)ethanamine 
• 125512-16-5 2,2,2-trifluoro-1-[2-(benzyloxy)ethoxy]ethyl methanesulfonate 
• 124745-20-6 diphenylthioacetal of trifluoroacetaldehyde 
• 156748-67-3 2,2,2-Trifluoroethane-1-hydroxy-1-phosphonic acid diethyl ester 
• 81963-42-0 phenylhydrazone of trifluoroacetaldehyde 
• 77342-37-1 1,1,1-trifluoropent-4-en-2-ol 
• 131252-26-1 1-(3,4-dimetoksyfenylo)-2,2,2-trifluoroetan-1-ol 
• 102626-50-6 2,2,2-trifluoro-1,1-bis(3,4-dimethoxyphenyl)-ethane 

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.

Taming of fluoroform: Direct nucleophilic trifluoromethylation of Si, B, S, and C centers

Fluoroform (CF3H), a large-volume by-product of the manufacture of Teflon, refrigerants, polyvinylidene fluoride (PVDF), fire-extinguishing agents, and foams, is a potent and stable greenhouse gas that has found little practical use despite the growing importance of trifluoromethyl (CF3) functionality in more structurally elaborate pharmaceuticals, agrochemicals, and materials. Direct nucleophilic trifluoromethylation using CF3H has been a challenge. Here, we report on a direct trifluoromethylation protocol using close to stoichiometric amounts of CF3H in common organic solvents such as tetrahydrofuran (THF), diethyl ether, and toluene. The methodology is widely applicable to a variety of silicon, boron, and sulfur-based electrophiles, as well as carbon-based electrophiles.