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

Description

TRIFLUOROACETALDEHYDE HYDRATE, 75% AQ. SOL. is a chemical compound consisting of trifluoroacetaldehyde monohydrate in a 75% aqueous solution. It is a versatile reagent used in various industries due to its unique properties and reactivity.
Used in Agricultural Industry:
TRIFLUOROACETALDEHYDE HYDRATE, 75% AQ. SOL. is used as an agricultural chemical for its ability to control pests and diseases in crops.
Used in Pharmaceutical Industry:
TRIFLUOROACETALDEHYDE HYDRATE, 75% AQ. SOL. is used as a drug and therapeutic agent, playing a crucial role in the development of new medications.
Used in Fungicide Applications:
TRIFLUOROACETALDEHYDE HYDRATE, 75% AQ. SOL. is used as a fungicide to protect plants from fungal infections and to maintain crop health.
Used in Bactericide Applications:
TRIFLUOROACETALDEHYDE HYDRATE, 75% AQ. SOL. is used as a bactericide to eliminate or inhibit the growth of bacteria, which can be useful in various settings, including agriculture and medicine.
Used in Wood Preservation Industry:
TRIFLUOROACETALDEHYDE HYDRATE, 75% AQ. SOL. is used as a wood preservative to protect wood from decay, fungi, and insects, thereby extending its lifespan and maintaining its structural integrity.
Used in Chemical Synthesis:
TRIFLUOROACETALDEHYDE HYDRATE, 75% AQ. SOL. is used as a reagent in the preparation of trifluoroethylamino derivatives via reductive amination reaction. This synthesis involves the formation of N,O-acetal intermediates, which are then reduced using NaBH4 or 2-picoline borane complex, yielding the desired trifluoroethylamino compounds in moderate to good yields.
Used in the Synthesis of Chiral Compounds:
TRIFLUOROACETALDEHYDE HYDRATE, 75% AQ. SOL. is used in the synthesis of chiral α-substituted trifluoroethylamino compounds, which are important in various chemical and pharmaceutical applications.

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

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

Downstream Products

• 434-39-9 3-nitro-1,1,1-trifluorobutan-2-ol 
• 453-35-0 1,1,1-trifluoro-3-nitro-2-propanol 
• 86884-21-1 rac-4,4,4-trifluoro-3-hydroxybutanoic acid 
• 31185-49-6 2,2,2-Trifluoraethylidoncyclohexylamin 
• 180791-32-6 N-(1-phenylsulfanyl-2,2,2-trifluoroethyl)formamide 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 17049-74-0 tert-butyl (2,2,2-trifluoro-1-hydroxyethyl)carbamate 
• 6798-33-0 1-(benzyloxycarbonylamino)-2,2,2-trifluoroethanol 
• 1579-83-5 1--3-phenyl-harnstoff 
• 249728-78-7 [(2,2,2-trifluoro-1-hydroxy-ethylcarbamoyl)-methyl]-carbamic acid benzyl ester 
• 1524-15-8 4,4,4-trifluoro-3-hydroxy-1-phenylbutan-1-one 
• 1234506-79-6 N-benzyl-N-[(Z)-2,2,2-trifluoroethylidene]amine oxide 
• 1234506-78-5 N-cyclohexyl-N-[(Z)-2,2,2-trifluoroethylidene]amine oxide 
• 1234506-81-0 N-[(R)-2-methoxy-1-phenylethyl]-N-[(Z)-2,2,2-trifluoroethylidene]amine oxide 

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