421-53-4

Basic information

• Product Name: TRIFLUOROACETALDEHYDE HYDRATE, 75% AQ. SOL.
• Synonyms: 2,2,2-Trifluoro-1,1-ethanediol;2,2,2-trifluoro-1-ethanediol;Acetaldehyde, trifluoro-, hydrate;Tfaih;TRIFLUOROACETALDEHYDE HYDRATE, 75% AQ. SOL.;2,2,2-trifluoroethanediol;Trifluoroacetaldehyde monohydrate, tech.;Trifluoroacetaldehydehydrate,aqueoussolution
• CAS NO: 421-53-4
• Molecular Formula: C₂H₃F₃O₂
• Molecular Weight: 116.0392296
• EINECS: 207-006-4
• Mol File: 421-53-4.mol
• Article Data: 13

Chemical Properties

• Melting Point: 69-70℃
• Boiling Point: 104-106°C
• Flash Point: 104-106°C
• Appearance: /
• Density: 1,4 g/cm3
• Vapor Pressure: 4740mmHg at 25°C
• Refractive Index: 1.33
• PKA: 10.22±0.41(Predicted)
• Water Solubility: Soluble in water.
• CAS DataBase Reference: TRIFLUOROACETALDEHYDE HYDRATE, 75% AQ. SOL.(CAS DataBase Reference)
• NIST Chemistry Reference: TRIFLUOROACETALDEHYDE HYDRATE, 75% AQ. SOL.(421-53-4)
• EPA Substance Registry System: TRIFLUOROACETALDEHYDE HYDRATE, 75% AQ. SOL.(421-53-4)

Safety Data

• Hazard Codes: T
• Statements: 20/21/22-43-36-22-11
• Safety Statements: 24/25-36/37-26-16
• RIDADR: 1989
• RTECS: KI2850000
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 421-53-4(Hazardous Substances Data)

Usage

Chemical Properties

colourless liquid

Uses

Different sources of media describe the Uses of 421-53-4 differently. You can refer to the following data:
1. Trifluoroacetaldehyde monohydrate is used as an agricultural chemical, a drug and therapeutic agent, a fungicide, bactericide, and wood preservative.
2. One general application of trifluoroacetaldehyde is the preparation of trifluoroethylamino derivatives via reductive amination reaction. This synthesis includes the formation of the corresponding N,O-acetal intermediates followed by their reduction using NaBH4?or 2-picoline borane complex, affording the target trifluoroethylamino compounds in moderate to good yields. Another general application of trifluoroacetaldehyde is the synthesis of chiral α-substituted trifluoroethylamino compounds.

Safety Profile

Moderately toxic by ingestion,intravenous, and intraperitoneal routes. When heated todecomposition it emits very toxic fumes of F??.

InChI:InChI=1/C2HF3O.H2O/c3-2(4,5)1-6;/h1H;1H2

Upstream product

• 75-46-7 trifluoromethan 
• 75-90-1 2,2,2-Trifluoroacetaldehyde 
• 60-29-7 diethyl ether 
• 76-05-1 trifluoroacetic acid 
• 75-89-8 2,2,2-trifluoroethanol 
• 426-58-4 (trifluoromethylsulfonyl)benzene 
• 68-12-2 N,N-dimethyl-formamide 
• 865-47-4 potassium tert-butylate 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 75-07-0 acetaldehyde 
• 50-00-0 formaldehyd 
• 407-25-0 trifluoroacetic anhydride 
• 353-85-5 trifluoroacetonitrile 
• 421-07-8 1,1,1-trifluoropropane 

Downstream Products

• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 1524-15-8 4,4,4-trifluoro-3-hydroxy-1-phenylbutan-1-one 
• 821777-50-8 4-[(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile 
• 821778-33-0 4-bromo-N,N-bis-(2,2,2-trifluoroethyl)-3-(trifluoromethyl)aniline 
• 249728-78-7 [(2,2,2-trifluoro-1-hydroxy-ethylcarbamoyl)-methyl]-carbamic acid benzyl ester 
• 1579-83-5 1--3-phenyl-harnstoff 
• 6798-33-0 1-(benzyloxycarbonylamino)-2,2,2-trifluoroethanol 
• 17049-74-0 tert-butyl (2,2,2-trifluoro-1-hydroxyethyl)carbamate 
• 177838-10-7 (E)-N-(2,2,2-trifluoroethylidene)-4-methoxyaniline 
• 431-46-9 2,2,2-trifluoro-1-methoxy-ethanol 
• 77342-37-1 1,1,1-trifluoropent-4-en-2-ol 
• 180791-32-6 N-(1-phenylsulfanyl-2,2,2-trifluoroethyl)formamide 
• 81963-42-0 phenylhydrazone of trifluoroacetaldehyde 

Relevant articles and documents

Catalytic vapor-phase oxidation of 2,2,2-trifluoroethanol

The synthesis of trifluoroacetaldehyde by vapor-phase oxidation of 2,2,2-trifluoroethanol using supported vanadium catalysts was studied. Significant differences were observed in the reaction outcomes resulting from different types of catalysts. The ZrO2- and Al2O3-supported catalyst demonstrated both high catalytic activity and selectivity. The addition of co-catalysts such as MoO3 or SnO2 improved catalytic performance (Selectivity: up to 91%; S.T.Y.: >200 g L-1 h-1). The experimental results on catalyst lifetime showed a marked decrease in the activity of the Al2O3-supported catalyst within tens of hours, while the ZrO2-supported catalyst showed little, if any, performance alterations for 2000 h.

Direct aldol reaction of trifluoroacetaldehyde ethyl hemiacetal with ketones by use of the combination of amines and acids

Trifluoroacetaldehyde ethyl hemiacetal reacts with unmodified ketones in the presence of 30-50 each mol % of amines and acids at ambient temperature, affording the corresponding β-hydroxy-β-trifluoromethylated ketones in good yields with good to excellent diastereoselectivities.

1,2-Bis(trifluoromethyl)ethene-1,2-dicarbonitrile: (2+2) cycloadditions with vinyl ethers

The title compound (short version: BTE) occurs in (E)- and (Z)-isomers (both with b.p. of ca. 100°) which equilibrate with nucleophilic catalysts. Both undergo (2+2) cycloadditions with methyl vinyl ether at 25°. Three stereogenic centers in the cyclobutanes led to four rac-diastereoisomers, which were obtained in pure and crystalline state. The structures were elucidated by 19F-NMR spectroscopy and confirmed by two X-ray analyses. The cycloadditions were not stereospecific: e.g., (E)-BTE furnished 73% trans-adducts (with respect to the CF3 groups) and 27% cis-adducts. The loss of stereochemical integrity occurs in the intermediate gauche-zwitterions which can cyclize or rotate, but not dissociate. Under extreme conditions (2M LiClO4 in Et2O, 70°, 3months), the thermodynamic equilibrium of the four cyclobutanes was achieved. Considerations of Coulombic attraction and conformational strain in the zwitterionic intermediates allow us to rationalize the observed proportions of diastereoisomeric cyclobutanes. Ethyl vinyl ether and butyl vinyl ether furnished cyclobutanes in similar diastereoisomer ratios. Copyright

Magnesium metal-mediated reductive trifluoromethylation of aldehydes with phenyl trifluoromethyl sulfone

An unprecedented reductive nucleophilic trifluoromethylation of aldehydes by using phenyl trifluoromethyl sulfone is reported. Mercury(II) chloride efficiently activates magnesium metal to induce the desulfonylative trifluoromethylation process. The new r