68834-05-9

Basic information

• Product Name: 1-BROMO-4-(TETRAFLUOROETHOXY)BENZENE
• Synonyms: 1-BROMO-4-(TETRAFLUOROETHOXY)BENZENE;1-BROMO-4-(1,1,2,2-TETRAFLUOROETHOXY)BENZENE;1-bromo-4-(1,1,2,2-tetrafluoroethoxy)-benzen;4-bromotetrafluoroethoxybenzene;1-BROMO-4-(1,1,2,2-TETRAFLUOROETHOXY)BE&;4-Bromo-1-(1,1,2,2-tetrafluoroethoxy)benzene;4-Bromo-alpha,alpha,beta,beta-tetrafluorophenetole
• CAS NO: 68834-05-9
• Molecular Formula: C8H5BrF4O
• Molecular Weight: 273.02
• EINECS: 272-431-4
• Product Categories: Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 68834-05-9.mol

Chemical Properties

• Boiling Point: 195-196 °C(lit.)
• Flash Point: 190 °F
• Appearance: /
• Density: 1.628 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.205mmHg at 25°C
• Refractive Index: n20/D 1.4600(lit.)
• CAS DataBase Reference: 1-BROMO-4-(TETRAFLUOROETHOXY)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMO-4-(TETRAFLUOROETHOXY)BENZENE(68834-05-9)
• EPA Substance Registry System: 1-BROMO-4-(TETRAFLUOROETHOXY)BENZENE(68834-05-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 68834-05-9(Hazardous Substances Data)

Usage

Uses

Intermediates of Liquid Crystals

InChI:InChI=1/C8H5BrF4O/c9-5-1-3-6(4-2-5)14-8(12,13)7(10)11/h1-4,7H

Upstream product

• 116-14-3 polytetrafluoroethylene 
• 106-41-2 4-bromo-phenol 
• 124-73-2 1,2-dibromo-1,1,2,2-tetrafluoroethane 
• 113939-45-0 1-bromo-4-(2-bromo-1,1,2,2-tetrafluoroethoxy)benzene 
• 555-16-8 4-nitrobenzaldehdye 

Relevant articles and documents

TMSCF3 as a Convenient Source of CF2=CF2 for Pentafluoroethylation, (Aryloxy)tetrafluoroethylation, and Tetrafluoroethylation

A new method for the on-site preparation of tetrafluoroethylene (TFE) and a procedure for its efficient use in pentafluoroethylation by fluoride addition were developed by using a simple two-chamber system. The on-site preparation of TFE was accomplished by dimerization of difluorocarbene derived from (trifluoromethyl)trimethylsilane (TMSCF3) under mild conditions. Other fluoroalkylation reactions, such as (aryloxy)tetrafluoroethylation and tetrafluoroethylation processes, were also achieved using a similar approach. This work not only demonstrates a convenient and safe approach for the generation and use of TFE in academic laboratories, but also provides a new strategy for pentafluoroethylation.

Method for compounding synthetic trifluorovinyl aryl ether compound and application thereof

The invention provides a convenient and high-efficient method for compounding synthetic trifluorovinyl aryl ether compound and an application thereof. Particularly, the invention provides a trifluorovinyl aryl ether compound with formula Ia structure and a trifluorovinyl aryl ether structure unit with formula Ib structure, and an application thereof; definition of every radical in the formula is the same as the description in a specification. The preparation method of the Ia and Ib structural compounds include steps of removing aryl trifluorovinyl ester, and thereby forming the trifluorovinyl aryl ether compound. Ar-(OCF=CF2)n(Ia)-Ar-(OCF=CF2)N(Ib).

Nucleophilic tetrafluoroethylation employing in situ formed organomagnesium reagents

Tetrafluoroalkyl bromides are metalated with equimolar iPrMgCl·LiCl (Turbo Grignard) to form organomagnesium compounds which are stable at low temperatures and react with various electrophiles (aldehydes, ketones, CO2, cyclic sulfate and sulfamidate, N-sulfonylimines, nitrone, chlorophosphate, nonaflyl azide) to afford novel functionalized tetrafluoroethylene-containing products. Ease of operation, excellent selectivity, high nucleophilicity, and enhanced stability of the reactive species together with a broad substrate scope comprise a highly attractive nucleophilic tetrafluoroethylation protocol affording unique synthetic building blocks.