2,3,4,5,6-Pentafluorostyrene

Base Information

• Chemical Name: 2,3,4,5,6-Pentafluorostyrene
• CAS No.: 653-34-9
• Molecular Formula: C8H3F5
• Molecular Weight: 194.104
• Hs Code.: 29039990
• European Community (EC) Number: 211-500-5
• NSC Number: 97009
• UNII: Y8W8899THA
• DSSTox Substance ID: DTXSID30215645
• Nikkaji Number: J205.940A
• Wikidata: Q72499880
• Mol file: 653-34-9.mol

Synonyms:2,3,4,5,6-Pentafluorostyrene;653-34-9;Pentafluorostyrene;1-ethenyl-2,3,4,5,6-pentafluorobenzene;Benzene, ethenylpentafluoro-;C8H3F5;1,2,3,4,5-pentafluoro-6-vinyl-benzene;MFCD00000300;26838-55-1;1,2,3,4,5-Pentafluoro-6-vinylbenzene;Y8W8899THA;EINECS 211-500-5;NSC-97009;NSC97009;Vinylpentafluorobenzene;UNII-Y8W8899THA;SCHEMBL85510;DTXSID30215645;AMY14252;C8-H3-F5;BBL101922;CK2542;NSC 97009;STL555719;Styrene, 2,3,4,5,6-pentafluoro-;AKOS005063317;2',3',4',5',6'-pentafluorostyrene;AS-45924;SY046630;1,2,3,4,5-Pentafluoro-6-vinylbenzene #;CS-0199198;FT-0609331;P0862;EN300-1845477;A835067;J-506848;2,3,4,5,6-Pentafluorostyrene (stabilized with TBC);BENZENE, 1-ETHENYL-2,3,4,5,6-PENTAFLUORO-;2,3,4,5,6-Pentafluorostyrene, purum, >=98.0% (GC);2,3,4,5,6-Pentafluorostyrene, >/=98%,stabilized with TBC;2,3,4,5,6-Pentafluorostyrene, 99%, contains 0.1% p-tert-butylcatechol as inhibitor

Chemical Property of 2,3,4,5,6-Pentafluorostyrene

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 3.34mmHg at 25°C
• Refractive Index: n20/D 1.446(lit.)
• Boiling Point: 141.1 °C at 760 mmHg
• Flash Point: 34.4 °C
• PSA: 0.00000
• Density: 1.422 g/cm³
• LogP: 3.02510
• Storage Temp.: −20°C
• Water Solubility.: Immiscible with water.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 194.01549091
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3,4,5,6-Pentafluorostyrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 10
• Safety Statements: 23-24/25-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CC1=C(C(=C(C(=C1F)F)F)F)F
• Uses: 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. 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.

Technology Process of 2,3,4,5,6-Pentafluorostyrene

There total 15 articles about 2,3,4,5,6-Pentafluorostyrene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

2-Pentafluorophenylethyl bromide (2412-72-8) + potassium phtalimide (1074-82-4) → 2,3,4,5,6-pentafluorostyrene (653-34-9,26838-55-1) + 2-Pentafluorophenylethyl phthalimide

Guidance literature:

at 180 - 190 ℃; for 12h;

DOI:10.1016/0022-1139(94)03202-B

Reference yield: 80.0%

Vinyl bromide (593-60-2,25951-54-6) + bromopentafluorobenzene (344-04-7) → 2,3,4,5,6-pentafluorostyrene (653-34-9,26838-55-1)

Guidance literature:

With ytterbium;

DOI:10.1007/BF00954395

Reference yield: 70.0%

bromopentafluorobenzene (344-04-7) + acetylene (74-86-2,25067-58-7) → 2,3,4,5,6-pentafluorostyrene (653-34-9,26838-55-1) + Pentafluorobenzene (363-72-4)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 60 ℃; for 3h; under 1034.32 Torr; Pressure; Reagent/catalyst; Irradiation;

DOI:10.1039/c7sc00408g

upstream raw materials:

1-(pentafluorophenyl)ethanol

Vinyl bromide

bromopentafluorobenzene

Hexafluorobenzene

Downstream raw materials:

(1,2-dibromo-ethyl)-pentafluoro-benzene

Pentafluorobenzoic acid

trans-2,3,4,5,6-pentafluoro-4'-nitrostilbene

(E)-1,2,3,4,5-pentafluoro-6-styrylbenzene

Refernces

• 1、 Aleku, Godwin A.,Prause, Christoph,Bradshaw-Allen, Ruth T.,Plasch, Katharina,Glueck, Silvia M.,Bailey, Samuel S.,Payne, Karl A. P.,Parker, David A.,Faber, Kurt,Leys, David. "Terminal Alkenes from Acrylic Acid Derivatives via Non-Oxidative Enzymatic Decarboxylation by Ferulic Acid Decarboxylases". . p. 3736 - 3745. Retrieved 2018/08/03.
• 2、 Liu, Wenbo,Li, Lu,Chen, Zhengwang,Li, Chao-Jun. "A transition-metal-free Heck-type reaction between alkenes and alkyl iodides enabled by light in water". supporting information. p. 6170 - 6174. Retrieved 2015/06/08.