932724-63-5

Basic information

• Product Name: tris(4-fluorobenzyl)amine
• Synonyms: tris(4-fluorobenzyl)amine
• CAS NO: 932724-63-5
• Molecular Weight: 341.376
• Mol File: 932724-63-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: tris(4-fluorobenzyl)amine(CAS DataBase Reference)
• NIST Chemistry Reference: tris(4-fluorobenzyl)amine(932724-63-5)
• EPA Substance Registry System: tris(4-fluorobenzyl)amine(932724-63-5)

Safety Data

• Hazardous Substances Data: 932724-63-5(Hazardous Substances Data)

Usage

Description

Tris(4-fluorobenzyl)amine is an organic compound with the chemical formula C19H18F3N. It is a trisubstituted amine, where three 4-fluorobenzyl groups are attached to a central nitrogen atom. tris(4-fluorobenzyl)amine is known for its unique chemical properties and potential applications in various fields.

Uses

Used in Chemical Synthesis:
Tris(4-fluorobenzyl)amine is used as a reagent in the study of amination, oxidative dehydrogenation, and efficient catalytic synthesis of tertiary and secondary amines. It plays a crucial role in the development of new synthetic methods and the production of valuable amine compounds.
Used in Catalysis:
In the field of catalysis, tris(4-fluorobenzyl)amine is used in conjunction with Ru(OH)x/TiO2 as a catalyst for the synthesis of tertiary and secondary amines from alcohols and urea. This catalytic system offers a green and efficient approach to amine production, which is essential for various industrial applications.
Used in Pharmaceutical Industry:
Tris(4-fluorobenzyl)amine is used as a building block or intermediate in the synthesis of pharmaceutical compounds. Its unique structure and reactivity make it a valuable component in the development of new drugs and therapeutic agents.
Used in Material Science:
In material science, tris(4-fluorobenzyl)amine can be used as a precursor for the synthesis of novel materials with specific properties, such as fluorescence, conductivity, or self-assembly capabilities. These materials have potential applications in various fields, including sensors, optoelectronics, and nanotechnology.

Upstream product

• 638-14-2 2,4,6-trimethyl-[1,3,5]triazinane 
• 352-11-4 1-chloromethyl-4-fluorobenzene 
• 459-57-4 4-fluorobenzaldehyde 
• 459-56-3 4-fluorobenzylic alcohol 

Relevant articles and documents

Rapid Multialkylation of Aqueous Ammonia with Alcohols by Heterogeneous Iridium Catalyst under Simple Conditions

This paper reports the synthesis of tertiary and secondary amines from aqueous ammonia and benzylic alcohols by titania-supported iridium catalyst. It is a successful example of heterogeneous systems at moderate temperature without either additional solvent or high pressure. The catalytic system showed good tolerance to the atmosphere condition and performed rapidly to give tribenzylamine a yield of over 99 % within 6 hours in argon. The crystal structure of titania supports for iridium catalysts strongly affected their activity. The catalysis smoothly proceeded on larger scales. The catalyst could be easily reused and run at least for 5 cycles without significant loss of activity. The highly-dispersed iridium species of less than 2 nm in diameter would be responsible for the excellent catalytic activity. This catalyst is well applicable in multialkylation of aqueous ammonia with various primary and secondary benzylic alcohols.

Tris(8-methoxy-2-quinolylmethyl)amine (8-MeOTQA) as a highly fluorescent Zn2+ probe prepared by convenient C3-symmetric tripodal amine synthesis

A convenient synthesis of C3-symmetric tribenzylamine (TBA) derivatives has been investigated. The reaction of benzyl chlorides with acetaldehyde ammonia trimer (1) in the presence of base afforded tribenzylamines in high yields. This efficient method allows the diverse synthesis of TPA (tris(2-pyridylmethyl)amine) and TQA (tris(2-quinolylmethyl)amine) derivatives. Among the TQA compounds prepared, tris(8-methoxy-2-quinolylmethyl)amine (8-MeOTQA, 4) exhibited superior properties as a fluorescent zinc probe with high quantum yield (Zn = 0.51) and high sensitivity (limit of detection (LOD) = 3.4 nM). The X-ray crystallographic analysis of [Zn(8-MeOTQA)]2+ revealed that the steric and electronic effect of 8-methoxy substituents kicks out the solvent and counterion molecules from the metal coordination sphere, resulting in short Zn-Nquinoline coordination distances (2.04-2.07 ?). The pseudo hexacoordinate complex of 6-methoxy derivative, [Zn(6-MeOTQA)(DMF)(ClO4)]+, exhibited longer Zn-Nquinoline distances (2.07-2.19 ?) and much smaller fluorescence intensity (Zn = 0.027). The replacement of one of the three 8-methoxyquinolines with pyridine also afforded much less fluorescent zinc complex (Zn = 0.095) due to the solvent coordination (Zn-Nquinoline = 2.05-2.18 ? for [Zn(8-MeOBQPA)(CH3OH)]2+).

Highly efficient heterogeneous gold-catalyzed direct synthesis of tertiary and secondary amines from alcohols and urea

Urea, the white gold: The efficient synthesis of tertiary and secondary amines is achieved by heterogeneous gold-catalyzed direct amination of stoichiometric alcohols with urea in good to excellent yields. Via a hydrogen autotransfer pathway, the reactions of primary alcohols with urea give tertiary amines exclusively, while secondary alcohols selectively afford secondary amines.