87014-29-7

Basic information

• Product Name: 1-Nitro-3-(2,2,2-trifluoroethoxy)benzene
• Synonyms: 1-Nitro-3-(2,2,2-trifluoroethoxy)benzene
• CAS NO: 87014-29-7
• Molecular Formula: C₈H₆F₃NO₃
• Molecular Weight: 221.1333496
• Mol File: 87014-29-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 58.0-58.5 °C
• Boiling Point: 252.2±40.0 °C(Predicted)
• Appearance: /
• Density: 1.398±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Nitro-3-(2,2,2-trifluoroethoxy)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Nitro-3-(2,2,2-trifluoroethoxy)benzene(87014-29-7)
• EPA Substance Registry System: 1-Nitro-3-(2,2,2-trifluoroethoxy)benzene(87014-29-7)

Safety Data

• Hazardous Substances Data: 87014-29-7(Hazardous Substances Data)

Usage

General Description

1-Nitro-3-(2,2,2-trifluoroethoxy)benzene, also known as 2,2,2-trifluoroethoxy-1-nitrobenzene, is a chemical compound with the molecular formula C8H6F3NO3. It is a nitro compound that contains a benzene ring with a nitro group and a trifluoroethoxy group attached to it. 1-Nitro-3-(2,2,2-trifluoroethoxy)benzene is commonly used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. It is also used as a building block in organic synthesis and in research laboratories. 1-Nitro-3-(2,2,2-trifluoroethoxy)benzene has potential applications in the production of dyes, pigments, and electronic materials. It is important to handle this compound with care as it can be hazardous to health and the environment if not properly managed.

Upstream product

• 586-36-7 3-nitrophenyldiazonium tetrafluoroborate 
• 99-65-0 meta-dinitrobenzene 
• 75-89-8 2,2,2-trifluoroethanol 
• 585-79-5 m-nitrobromobenzene 
• 13331-27-6 m-nitrobenzene boronic acid 
• 402-67-5 3-fluoro-1-nitrobenzene 
• 420-87-1 sodium 2,2,2-trifluoroethanolate 

Relevant articles and documents

Synthesis of Fluorinated Alkyl Aryl Ethers by Palladium-Catalyzed C-O Cross-Coupling

Herein, we report a highly effective protocol for the cross-coupling of (hetero)aryl bromides with fluorinated alcohols using the commercially available precatalyst tBuBrettPhos Pd G3 and Cs2CO3 in toluene. This Pd-catalyzed coupling features a short reaction time, excellent functional group tolerance, and compatibility with electron-rich and-poor (hetero)arenes. The method provides access to 18F-labeled trifluoroethyl ethers by cross-coupling with [18F]trifluoroethanol.

Method for preparing aryl trifluoroethoxyl ether

The invention relates to a method for preparing aryl trifluoroethoxyl ether. The method includes the steps that aryl boron compounds and trifluoroethanol are added to organic solvent, a copper salt catalyst, a ligand and an oxidizing agent are added, a reaction is conducted in a stirring mode for 1-40 hours at the temperature of 0-60 DEG C, filtering is conducted, column chromatography isolation is conducted, and the aryl trifluoroethoxyl ether is obtained. The method is simple in operation, raw materials are easy to obtain, the reaction condition is mild, the substrate universality is wide, the environmental friendliness is achieved, and the method is applicable to industrial application.

A product analytical study of the thermal and photolytic decomposition of some arenediazonium salts in solution

Products of thermal and photochemical reactions of eleven arenediazonium tetrafluoroborates in various solvents have been analyzed. All compounds in most solvents undergo unimolecular heterolysis to give singlet aryl cations which are captured by solvent. This mechanism is dominant for arenediazonium ions without electron-withdrawing substituents in all solvents, and the only reaction observed in water. Additionally, appreciable yields of fluoroarenes are obtained by fluoride abstraction by the aryl cation from fluorinated solvents and from tetrafluoroborate in fluorinated solvents. Yields from photochemical processes are very similar to those from thermal reactions indicating that the main reactions proceed through common or very similar intermediates. Aryl cations formed from ion-paired diazonium ions may react with the counterion, but fragmentation of dissociated diazonium ions leads only to solvent-derived product. Some arenediazonium ions in some solvents undergo an alternative radical reaction leading principally to hydrodediazoniation. It is proposed that this reaction involves initial rate-limiting electron transfer from ethanol to the arenediazonium ion followed rapidly by homolysis of the resultant aryldiazenyl radical. Within the same solvent cage, the aryl radical then either abstracts an α-hydrogen from the ethanol radical cation generated in the first step to give the reduction product and protonated acetaldehyde, or combines with it at the oxygen to give a protonated aryl ethyl ether.