53446-90-5

Basic information

• Product Name: 4-TRIFLUOROACETAMIDOANILINE
• Synonyms: 4-TRIFLUOROACETAMIDOANILINE;4-TRIFLUOROACETYL-P-PHENYLENEDIAMINE;TFAN;N-(4-Aminophenyl)-2,2,2-trifluoroacetamide, 4-[(Trifluoroacetyl)amino]aniline, N1-(Trifluoroacetyl)benzene-1,4-diamine;2,2,2-Trifluoro-N-(4-aMinophenyl)acetaMide;N-(4-AMinophenyl)-2,2,2-trifluoro-acetaMide;AcetaMide, N-(4-aMinophenyl)-2,2,2-trifluoro-;N-(4-Aminophenyl)-2,2,2-trifluoroacetamide, N1-(Trifluoroacetyl)benzene-1,4-diamine
• CAS NO: 53446-90-5
• Molecular Formula: C₈H₇F₃N₂O
• Molecular Weight: 204.15
• Product Categories: Miscellaneous Reagents;Amines;Aromatics
• Mol File: 53446-90-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 118 °C
• Boiling Point: 218.4°C at 760 mmHg
• Flash Point: 85.9°C
• Appearance: Yellow to brown/Crystalline Powder
• Density: 1.445g/cm³
• Vapor Pressure: 0.126mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: −20°C
• Solubility: Diethyl Ether, Ethanol, Ethyl Acetate
• CAS DataBase Reference: 4-TRIFLUOROACETAMIDOANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TRIFLUOROACETAMIDOANILINE(53446-90-5)
• EPA Substance Registry System: 4-TRIFLUOROACETAMIDOANILINE(53446-90-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 53446-90-5(Hazardous Substances Data)

Usage

Description

4-TRIFLUOROACETAMIDOANILINE, also known as TFAN, is an organic compound with the molecular formula C7H7F3N2O. It is characterized by the presence of a trifluoroacetamido group attached to an aniline moiety. 4-TRIFLUOROACETAMIDOANILINE is known for its reactivity with reducing oligosaccharides, making it a valuable compound in various applications.

Uses

Used in Chemical Synthesis:
4-TRIFLUOROACETAMIDOANILINE is used as a reagent for the synthesis of aminoalditol derivatives from reducing oligosaccharides. The reaction occurs in the presence of sodium cyanoborohydride, which facilitates the formation of the desired products. This application is particularly useful in the field of biochemistry and pharmaceutical research, as aminoalditol derivatives can be linked to proteins or solid matrices for various purposes.
Used in Biochemistry and Pharmaceutical Research:
In the biochemistry and pharmaceutical industries, 4-TRIFLUOROACETAMIDOANILINE is used as a key intermediate in the preparation of glycoconjugates. These glycoconjugates are essential for studying the interactions between carbohydrates and proteins, which play a crucial role in various biological processes. The use of TFAN in this context allows for the efficient synthesis of glycoconjugates with potential applications in drug development and diagnostic tools.
Used in Analytical Chemistry:
4-TRIFLUOROACETAMIDOANILINE is also utilized in analytical chemistry, specifically for the separation and analysis of reducing oligosaccharides by high-performance liquid chromatography (HPLC). The treated oligosaccharides can be easily separated using this technique, which is vital for the characterization and quantification of these complex molecules in various samples.

InChI:InChI=1/C8H7F3N2O/c9-8(10,11)7(14)13-6-3-1-5(12)2-4-6/h1-4H,12H2,(H,13,14)

Upstream product

• 404-27-3 2,2,2-trifluoro-N-(4-nitrophenyl)acetamide 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 32478-71-0 C₁₇H₁₅F₃N₄O₂ 
• 79692-50-5 N-[4-(4-Diethylamino-1-methyl-butylamino)-phenyl]-2,2,2-trifluoro-acetamide 
• 79692-45-8 Hexadecanoic acid (4-amino-phenyl)-(4-diethylamino-1-methyl-butyl)-amide 
• 344747-21-3 Hexadecanoic acid (4-diethylamino-1-methyl-butyl)-[4-(2,2,2-trifluoro-acetylamino)-phenyl]-amide 
• 79692-35-6 Hexadecanoic acid (4-diethylamino-1-methyl-butyl)-[4-(3-{4-[(4-diethylamino-1-methyl-butyl)-hexadecanoyl-amino]-phenyl}-ureido)-phenyl]-amide 
• 32479-29-1 N-acetamid 

Relevant articles and documents

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Modification of polymer beads by bis(arylcarbene) insertion provides access to materials with similar bulk properties, but different surface chemical characteristics, compared to the unmodified polymer. A subsequent dyeing process using different diazonium salts generates colored polymers with a variety of surface functional groups. XPS and solid state NMR spectra were used to characterize modified and dyed polymers, which showed this protocol was both successful and general. BET data showed that the surface area changed significantly after modification, while BJH data showed pore size distribution was unchanged. TG/DSC analysis and Elemental Analysis were also used to characterize modified polymers. This permitted calculation and comparison of the loadings of surface area and the modification effects with different chemical structure of bis(arylcarbene)s. This work shows that the bis(arylcarbene) system is as effective as mono(arylcarbene)s, but of significance since the starting bis(aryldiazomethane)s are more easily accessible and easier to handle than the mono(aryldiazomethane)s. All this data indicates that the surface property of polymers is modified.

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