163733-96-8

Basic information

• Product Name: 3,4,5-Trifluoroaniline
• Synonyms: 3,4,5-TRIFLUOROANILINE;Benzenamine, 3,4,5-trifluoro- (9CI);3,4,5-Trifluoroaniline 98%;3,4,5-Trifluoroaniline98%;3,4,5-Trifluroaniline;3,4,5-Trifluoroanili;(3,4,5-trifluorophenyl)-(7-MethoxyMethyl-[1,4]-dioxano[2,3-g]quinazolin-4-yl)-aMine;3,4,5-Trifluoroaniline, 97+%
• CAS NO: 163733-96-8
• Molecular Formula: C₆H₄F₃N
• Molecular Weight: 147.1
• EINECS: -0
• Product Categories: HALIDE;Fluoro-Aromatics;Anilines, Aromatic Amines and Nitro Compounds;Amines;C2 to C6;Nitrogen Compounds
• Mol File: 163733-96-8.mol

Chemical Properties

• Melting Point: 61-64 °C(lit.)
• Boiling Point: 100.5°C (rough estimate)
• Flash Point: 82.4 °C
• Appearance: pale brown crystalline powder
• Density: 1.3510 (estimate)
• Vapor Pressure: 0.325mmHg at 25°C
• Refractive Index: 1.495
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.63±0.10(Predicted)
• Water Solubility: Soluble in methanol (almost transparency). Insoluble in water.
• BRN: 4977254
• CAS DataBase Reference: 3,4,5-Trifluoroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5-Trifluoroaniline(163733-96-8)
• EPA Substance Registry System: 3,4,5-Trifluoroaniline(163733-96-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-38-21/22
• Safety Statements: 26-36-36/37/39
• RIDADR: UN2941
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 163733-96-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Chemical Research:
3,4,5-Trifluoroaniline is utilized as a research compound for studying Cytochrome P450 2E1/2A6-selective inhibition on metabolic activation of dimethylnitrosamine in human liver microsomes. This application is crucial for understanding the metabolic pathways and potential drug interactions involving Cytochrome P450 enzymes, which play a significant role in drug metabolism and detoxification processes.
Used in Organic Synthesis:
As a halogenated aniline, 3,4,5-Trifluoroaniline serves as a valuable intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its unique fluorinated structure allows for the development of novel molecules with improved properties, such as enhanced biological activity, selectivity, and stability.
Used in Material Science:
The distinctive chemical and physical properties of 3,4,5-Trifluoroaniline make it a potential candidate for the development of new materials with specific characteristics. For instance, it can be incorporated into polymers to create fluorinated materials with improved thermal stability, chemical resistance, and other desirable properties for various industrial applications.

InChI:InChI=1/C6H4F3N/c7-4-1-3(10)2-5(8)6(4)9/h1-2H,10H2

Upstream product

• 2367-82-0 1,2,3,5-tetrafluorobenzene 
• 1140391-90-7 N-(3,4,5-trifluorophenyl)acetamide 
• 653-22-5 1-Acetylamino-2,3,4,5,6-pentafluorobenzen 
• 138526-69-9 3,4,5-trifluoro-1-bromobenzene 

Downstream Products

• 1489-53-8 1,2,3-trifluorobenzene 
• 252580-25-9 2,2-dimethyl-N-(3,4,5-trifluorophenyl)-propionamide 
• 138526-69-9 3,4,5-trifluoro-1-bromobenzene 
• 953429-03-3 C₁₃H₇ClF₃N₃OS 
• 950727-18-1 diethyl [[(3,4,5-trifluorophenyl)amino]methylene]malonate 
• 950727-34-1 4-(3,4,5-trifluorophenyl)aminotetrahydropyran 
• 455-40-3 3,5-difluorobenzoic acid 
• 121602-93-5 3,4,5-trifluorobenzoic acid 
• 771-69-7 2,3,4-trifluoronitrobenzene 
• 66684-58-0 3,4,5-trifluoronitrobenzene 
• 836621-17-1 N-(1-ethylpropyl)-3,4,5-trifluoroaniline 
• 1780-17-2 quinolin-2-ylmethanol 
• 1033771-66-2 1-[3-(2-oxo-2,3-dihydro-1H-indol-6-ylamino)phenyl]-3-(3,4,5-trifluoro-phenyl)urea 

Relevant articles and documents

Synthesis method of 3, 4, 5-trifluorophenol

The invention discloses a synthesis method of 3, 4, 5-trifluorophenol. The synthesis method includes following steps: taking 3, 4, 5-trifluorobromobenzene as a raw material, adding a certain volume ofammonia water and cuprous complexing catalyst, allowing

Activation of C-F bonds in ionic liquids catalyzed by nickel complex compounds

A nickel complex-catalyzed hydrodefluorination of acet(pentafluoroanilide) with zinc in ionic liquids resulted in the corresponding 2,3,4,5-tetrafluoro, 3,4,5-trifluoro, and 3,4-difluoro derivatives. The influence of the ionic liquid nature and the reaction conditions on its selectivity were studied, a possibility of the multiple reuse of the ionic liquids as the reaction media was demonstrated.

The ionic liquid [bmim]Br as an alternative medium for the catalytic cleavage of aromatic C-F and C-Cl bonds

The potential of [bmim]Br as an alternative to aprotic dipolar solvents in nickel-catalyzed hydrodehalogenation reactions is demonstrated. Hydrodechlorination of pentafluorochlorobenzene proceeds under the action of zinc in aqueous [bmim]Br. Under the above conditions aromatic C-F bonds also undergo slow cleavage. The reaction is significantly accelerated in the presence of nickel complexes with 2,2′-bipyridine or 1,10-phenanthroline. In the case of pentafluoroacetanilide highly regioselective ortho-hydrodefluorination leading to the formation of 3,4,5-trifluoroacetanilide is observed.

Reaction of pentafluoroacetanilide with zinc catalyzed by nickel complexes

The reaction of pentafluoroacetanilide hydrodefluorination under the action of zinc in the presence of catalytic amounts of complexes, generated in situ from nickel chloride and 2,2′-bipyridine or 1,10-phenanthroline, was studied. The influence of the sol

4-(Phenylamino)-[1,4]dioxano[2,3-g]quinazoline derivatives and process for preparing the same

The present invention relates to 4-(phenylamino)-[1,4]dioxano[2,3-g]quinazoline derivatives which inhibit tyrosine kinase of epidermal growth factor receptor (EGFR), and pharmaceutically acceptable salts, hydrates and solvates thereof, and a process for preparing the same. Since 4-(phenylamino)-[1,4]dioxano[2,3-g]quinazoline derivatives of the invention have a high solubility in water and inhibit the activity of EGFR tyrosine kinase and the growth of cancer cells, they can be practically applied in the treatment of overproliferation-associated diseases such as cancer.

REACTIONS OF AROMATIC COMPOUNDS WITH NUCLEOPHILIC REAGENTS IN LIQUID AMMONIA. REACTION OF POLYFLUORINATED DERIVATIVES OF BENZENE WITH SODIUM AMIDE

Under the influence of sodium amide in liquid ammonia at a temperature no higher than -33 deg C pentafluorobenzene, 1,2,4,5-tetrafluorobenzene, and 1,3-difluorobenzene undergo deprotonation with the formation of fluorinated phenyl anions, which are resistant to the elimination of a fluoride ion and can be detected by the formation of the products from interaction with electrophiles (with the initial compound in the first case and with methyl iodide in the other two cases). 1,3,5-Trifluorobenzene behaves similarly in reaction with one equivalent of sodium amide, but with two equivalents of sodium amide this compound and 1,2,3,5-tetrafluorob enzene undergo substitution of a fluorine atom by an amino group with the formation of 3,5-di- and 3,4,5-trifluoroanilines respectively.This is clearly due to the double deprotonation of these compounds with the formation of polyfluorinated m-phenylene dianions, which are then converted with the elimination of a fluoride ion into the corresponding dehydrophenyl anions.