653-34-9

Basic information

• Product Name: 2,3,4,5,6-PENTAFLUOROSTYRENE
• Synonyms: PENTAFLUOROSTYRENE;2',3',4',5',6'-PENTAFLUOROSTYRENE;2,3,4,5,6-PENTAFLUOROSTYRENE;2,3,4,5,6-PENTAFLUOROVINYLBENZENE;1,2,3,4,5-Pentafluoro-6-vinylbenzene;Styrene, 2,3,4,5,6-pentafluoro-;Vinylpentafluorobenzene;2,3,4,5,6-PENTAFLUOROSTYRENE, 98%, STAB. WITH 250PPM TERT-BU
• CAS NO: 653-34-9
• Molecular Formula: C₈H₃F₅
• Molecular Weight: 194.1
• EINECS: 211-500-5
• Product Categories: monomer;Alkenyl;Halogenated Hydrocarbons;Organic Building Blocks;Monomers;Polymer Science;Styrene and Functionalized Styrene Monomers
• Mol File: 653-34-9.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 62-63 °C50 mm Hg(lit.)
• Flash Point: 94 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.406 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.34mmHg at 25°C
• Refractive Index: n20/D 1.446(lit.)
• Storage Temp.: −20°C
• Water Solubility: Immiscible with water.
• Stability: Flammable. Incompatible with strong oxidizing agents.
• BRN: 1874390
• CAS DataBase Reference: 2,3,4,5,6-PENTAFLUOROSTYRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,5,6-PENTAFLUOROSTYRENE(653-34-9)
• EPA Substance Registry System: 2,3,4,5,6-PENTAFLUOROSTYRENE(653-34-9)

Safety Data

• Hazard Codes: F
• Statements: 10
• Safety Statements: 23-24/25-16
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 653-34-9(Hazardous Substances Data)

Usage

Chemical Properties

colourless liquid

Uses

Different sources of media describe the Uses of 653-34-9 differently. You can refer to the following data:
1. 2,3,4,5,6-Pentafluorostyrene is used in the synthesis of optically active copolymers having low surface energies by utilizing beta-pinene as another monomer. It is also used in the synthesis of fluorinated and photo crosslinkable liquid prepolymers, which is used for flexible optical waveguides. Polymeric fluorinated nano particles prepared using 2,3,4,5,6-Pentafluorostyrene and styrene is explored in magnetic resonance image (MRI) applications, since it has larger structural design potential compared to traditional systems like emulsions and solutions of smaller molecules.
2. Copolymers of 2,3,4,5,6-Pentafluorostyrene and N-phenylmaleimide were synthesized by free radical polymerization. Diblock copolymers of D,L-lactide and pentafluorostyrene with narrow molecular weight distributions have been reported. Fluorinated and photocrosslinkable liquid prepolymers have been synthesized for flexible optical waveguides, the prepolymers are photocurable to afford flexible and transparent films. Phase copolymers consisting of poly(methylmethacrylate) (p-MMA)/n-butylacrylate (nBA) and poly(nBA)/pentafluorostyrene (p-PFS)have been prepared.

General Description

2,3,4,5,6-Pentafluorostyrene is a fluorinated monomer.

InChI:InChI=1/C7H2ClF5/c8-1-2-3(9)5(11)7(13)6(12)4(2)10/h1H2

Upstream product

• 74-85-1 ethene 
• 827-15-6 1,2,3,4,5-pentafluoro-6-iodobenzene 
• 1241572-89-3 1-pentafluorophenyl-2-propyn-1-ol 
• 65-85-0 benzoic acid 
• 652-29-9 2',3',4',5',6'-pentafluoroacetophenone 
• 719-60-8 pentafluorocinnamic acid 
• 344-04-7 bromopentafluorobenzene 
• 74-86-2 acetylene 
• 34234-46-3 2,3,4,5,6-pentafluoro-trans-cinnamic acid 
• 653-37-2 perfluorobenzaldehyde 
• 19493-09-5 Methylenetriphenylphosphorane 
• 653-31-6 2-(pentafluorophenyl)ethanol 
• 60129-85-3 Perfluorophenyl trifluoromethanesulfonate 
• 7486-35-3 tri-n-butyl(vinyl)tin 

Downstream Products

• 13235-87-5 Dichloro-methyl-(2-pentafluorophenyl-ethyl)-silane 
• 2251-81-2 ethylpentafluorobenzene 
• 73239-46-0 2-Methylsulfanyl-1-pentafluorophenyl-ethanol 
• 73239-44-8 Acetic acid 2-methylsulfanyl-1-pentafluorophenyl-ethyl ester 
• 21514-57-8 3-pentafluorophenyl-1-phenyl-1-propanone 
• 897049-54-6 2-(1-pentafluorophenyl-ethyl)-benzo[1,3,2]dioxaborole 
• 1007090-71-2 N-(4-nitrophenyl)-2-pentafluorophenylaziridine 
• 196882-67-4 Ni(PEt3)2(η(2)-CH2=CHC6F5) 
• 187472-24-8 4-ferrocenylethynylene-2,3,5,6-tetrafluorostyrene 
• 1258783-04-8 5-pentafluorophenyl-tetrahydrofuran-2-one 
• 1380439-29-1 (2-(perfluorophenyl)ethene-1,1-diyl)dibenzene 

Relevant articles and documents

+: A Masked Potent Boron Lewis Acid

The chemistry of the boron cation has been revitalized in the past decade due to its newfound application in stoichiometric and catalytic organic reactions. To extend the frontier of boron cation catalysis, we came to discover that a mesityl-substituted η5-Cp*-coordinated boron cation could serve as a powerful Lewis acid for organic catalytic transformations. The boron cation [Cp*B-Mes][B(C6F5)4] ([1][B(C6F5)4]) stabilized in a boronium-like electronic structure binds to Et3PO readily and displays an acceptor number exceeding that of B(C6F5)3 on the Gutmann-Beckett acidity scale. The steric and electronic stabilization exerted by the electron-donating Cp? renders the highly Lewis acidic boron cation an easy-to-handle catalyst for hydrodeoxygenation of aryl ketones at ambient temperature. The exceptional catalytic performance of [1]+ implies that the incorporation of a coordinatively flexible substituent at boron is critical in bringing catalytic activity and stability to boron cation catalysts.

Reaction discovery using acetylene gas as the chemical feedstock accelerated by the stop-flow micro-tubing reactor system

Acetylene gas has been applied as a feedstock under transition-metal catalysis and photo-redox conditions to produce important chemicals including terminal alkynes, fulvenes, and fluorinated styrene compounds. The reaction discovery process was accelerated through the use of stop-flow micro-tubing reactors. This reactor prototype was developed by joining elements from both continuous micro-flow and conventional batch reactors, which was convenient and effective for gas/liquid reaction screening. Notably, the developed transformations were either inefficient or unsuccessful in conventional batch reactors. Its success relies on the unique advantages provided by this stop-flow micro-tubing reactor system.

A transition-metal-free Heck-type reaction between alkenes and alkyl iodides enabled by light in water

A transition-metal-free coupling protocol between various alkenes and non-activated alkyl iodides has been developed by using photoenergy in water for the first time. Under UV irradiation and basic aqueous conditions, various alkenes efficiently couple with a wide range of non-activated alkyl iodides. A tentative mechanism, which involves an atom transfer radical addition process, for the coupling is proposed.