123195-23-3

Basic information

• Product Name: (2-[4-(TRIFLUOROMETHOXY)PHENYL]ETHYL)AMINE
• Synonyms: 1-[4-(TRIFLUOROMETHOXY)PHENYL]ETHYLAMINE;(2-[4-(TRIFLUOROMETHOXY)PHENYL]ETHYL)AMINE;RARECHEM AL BW 0662;Benzenemethanamine, .alpha.-methyl-4-(trifluoromethoxy)-;1-(4-TrifluoroMethoxyphenyl)ethylaMine HCl
• CAS NO: 123195-23-3
• Molecular Formula: C9H10F3NO
• Molecular Weight: 205.18
• Product Categories: Fluorine series
• Mol File: 123195-23-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 69.7-70.1
• Flash Point: 78℃
• Appearance: /
• Density: 1.228
• Vapor Pressure: 0.262mmHg at 25°C
• Refractive Index: 1.468
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 8.71±0.10(Predicted)
• CAS DataBase Reference: (2-[4-(TRIFLUOROMETHOXY)PHENYL]ETHYL)AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-[4-(TRIFLUOROMETHOXY)PHENYL]ETHYL)AMINE(123195-23-3)
• EPA Substance Registry System: (2-[4-(TRIFLUOROMETHOXY)PHENYL]ETHYL)AMINE(123195-23-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 123195-23-3(Hazardous Substances Data)

Usage

General Description

2-[4-(trifluoromethoxy)phenyl]ethylamine is a chemical compound with the molecular formula C9H11F3NO. It is a primary amine with a phenethylamine structure and a trifluoromethoxy substituent. (2-[4-(TRIFLUOROMETHOXY)PHENYL]ETHYL)AMINE is used in the field of medicinal chemistry as a building block for the synthesis of various pharmaceuticals and bioactive molecules. It can also be used as a reagent in organic synthesis for the introduction of the trifluoromethoxy group into other compounds. The trifluoromethoxy substituent can significantly alter the physicochemical properties and biological activity of the parent molecules, making this compound a valuable tool in drug discovery and development. Additionally, it is important to handle and store this compound with care, as primary amines can be corrosive and the presence of the trifluoromethoxy group adds additional hazards to its handling. Overall, 2-[4-(trifluoromethoxy)phenyl]ethylamine is a versatile and valuable compound with applications in both research and industry.

InChI:InChI=1/C9H10F3NO/c1-6(13)7-2-4-8(5-3-7)14-9(10,11)12/h2-6H,13H2,1H3

Upstream product

• 659-28-9 p-trifluoromethoxybenzaldehyde 
• 85013-98-5 1-[4-(trifluoromethoxy)phenyl]ethan-1-one 

Downstream Products

• 1208989-31-4 C₃₀H₃₃F₃N₆O₄S 

Relevant articles and documents

General and selective synthesis of primary amines using Ni-based homogeneous catalysts

The development of base metal catalysts for industrially relevant amination and hydrogenation reactions by applying abundant and atom economical reagents continues to be important for the cost-effective and sustainable synthesis of amines which represent highly essential chemicals. In particular, the synthesis of primary amines is of central importance because these compounds serve as key precursors and central intermediates to produce value-added fine and bulk chemicals as well as pharmaceuticals, agrochemicals and materials. Here we report a Ni-triphos complex as the first Ni-based homogeneous catalyst for both reductive amination of carbonyl compounds with ammonia and hydrogenation of nitroarenes to prepare all kinds of primary amines. Remarkably, this Ni-complex enabled the synthesis of functionalized and structurally diverse benzylic, heterocyclic and aliphatic linear and branched primary amines as well as aromatic primary amines starting from inexpensive and easily accessible carbonyl compounds (aldehydes and ketones) and nitroarenes using ammonia and molecular hydrogen. This Ni-catalyzed reductive amination methodology has been applied for the amination of more complex pharmaceuticals and steroid derivatives. Detailed DFT computations have been performed for the Ni-triphos based reductive amination reaction, and they revealed that the overall reaction has an inner-sphere mechanism with H2metathesis as the rate-determining step.

Chemoselective reductive alkylation of ammonia with carbonyl compounds: Synthesis of primary and symmetrical secondary amines

An efficient, general procedure for highly chemoselective reductive mono-alkylation of ammonia with ketones is reported. Treatment of ketones with ammonia in ethanol and titanium(IV) isopropoxide, followed by in situ sodium borohydride reduction, and a straightforward workup afforded primary amines in good to excellent yields. Reductive alkylation of ammonia with aldehydes, on the other hand, afforded the corresponding symmetrical secondary amines selectively.