651-89-8

Basic information

• Product Name: PERFLUORO-P-XYLENE
• Synonyms: Perfluoro-p-xylene, 1,4-Bis(trifluoromethyl)-2,3,5,6-tetrafluorobenzene, 1,4-Bis(trifluoromethyl)tetrafluorobenzene;TETRAFLUORO-1,4-BIS(TRIFLUOROMETHYL)BENZENE;PERFLUORO-P-XYLENE;Decafluoro-p-xylol;Perfluoro-4-xylene;1,4-BIS(TRIFLUOROMETHYL)TETRAFLUOROBENZENE;1,2,4,5-Tetrafluoro-3,6-(trifluoromethyl)benzene;1,2,4,5-tetrafluoro-3,6-bis(trifluoromethyl)benzene
• CAS NO: 651-89-8
• Molecular Formula: C₈F₁₀
• Molecular Weight: 286.07
• Mol File: 651-89-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 121-122
• Flash Point: 33.5°C
• Appearance: /
• Density: 1.65g/cm³
• Vapor Pressure: 9.97mmHg at 25°C
• Refractive Index: 1.3606
• CAS DataBase Reference: PERFLUORO-P-XYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: PERFLUORO-P-XYLENE(651-89-8)
• EPA Substance Registry System: PERFLUORO-P-XYLENE(651-89-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 651-89-8(Hazardous Substances Data)

Usage

General Description

PERFLUORO-P-XYLENE, also known as Octafluoro-m-xylene, is a chemical compound that belongs to the category of organofluorines which are organic compounds that contain fluorine. It features a perfluorinated benzene ring and is an isomer of perfluoro-m-xylene and perfluoro-o-xylene. The unique characteristic of this chemical lies in its high reactivity with substances that contain active hydrogen. PERFLUORO-P-XYLENE is primarily used as a building block or an intermediate in synthesizing other organofluorine compounds, including pharmaceuticals and specialty polymers. It is also involved in the production of agricultural chemicals and surface-active fluorinated substances. Its handling requires caution as it can cause eye and skin irritation while prolonged exposure can lead to more serious health hazards.

InChI:InChI=1/C8F10/c9-3-1(7(13,14)15)4(10)6(12)2(5(3)11)8(16,17)18

Upstream product

• 374-77-6 perfluoro-1,4-dimethylcyclohexane 
• 652-36-8 2,3,5,6-tetrafluoroterephthalic acid 
• 106-42-3 para-xylene 
• 434-64-0 perfluorotoluene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 361-01-3 1,2,4,5-tetrachloro-3,6-bis-trifluoromethyl-benzene 
• 392-56-3 Hexafluorobenzene 

Downstream Products

• 3827-85-8 2,5-difluoro-3,6-bis(trifluoromethyl)benzene-1,4-dithiol 
• 2967-51-3 2,5-bis(trifluoromethyl)-3,4,6-trifluorobenzenethiol 
• 1683-29-0 2,5-(CF₃)2-C₆F₃NHNCHC₆H₅ 
• 2377-80-2 2,4,5-Treifluor-3,6-bis-trifluormethyl-benzolsulfonylamid 
• 2383-04-2 2,4,5-Trifluor-3,6-bis-trifluormethyl-acetanilid 
• 1799-12-8 Methyl-<2,4,5-trimethoxy-3,6-bis-trifluormethyl-phenyl>-sulfon 
• 2063-38-9 Methyl-<2,4,5-trifluor-3,6-bis-trifluormethyl-phenyl>-sulfon 
• 2600-40-0 Bis-<2,4,5-trifluor-3,6-bis-trifluormethyl-phenyl>-disulfid 
• 2063-34-5 Methyl-(2,5-difluor-4-mercapto-3,6-bis-trifluormethyl-phenyl)-sulfid 
• 1997-40-6 Methyl-<2,4,5-trifluor-3,6-bis-trifluormethyl-phenyl>-sulfid 
• 2355-94-4 1,4-bis(trifluoromethyl)-2,3,5-trifluorobenzene 
• 655-14-1 2,5-difluoro-1,4-benzenedicarboxylic acid 
• 117338-23-5 2,3,5,6-tetrafluoro-4-trifluoromethyl-benzoyl fluoride 
• 140455-18-1 heptafluoro-p-toluyl chloride 

Relevant articles and documents

A Key Intermediate in Copper-Mediated Arene Trifluoromethylation, [nBu4N][Cu(Ar)(CF3)3]: Synthesis, Characterization, and C(sp2)?CF3 Reductive Elimination

The synthesis, characterization, and C(sp2)?CF3 reductive elimination of stable aryl[tris(trifluoromethyl)]cuprate(III) complexes [nBu4N][Cu(Ar)(CF3)3] are described. Mechanistic investigations, including kinetic studies, studies of the effect of temperature, solvent, and the para substituent of the aryl group, as well as DFT calculations, suggest that the C(sp2)?CF3 reductive elimination proceeds through a concerted carbon–carbon bond-forming pathway.

Selective mono-and diamination of polyfluorinated benzenes and pyridines with liquid ammonia

Amination of pentafluoropyridine, 2,3,5,6-tetrafluoropyridine, 4-chlorotetrafluoropyridine, 3,5-dichlorotrifluoropyridine, octafluorotoluene, α,α,α,2,3,5,6-heptafluorotoluene, decafluoro-m-xylene, decafluorobiphenyl, hexafluorobenzene, and pentafluorobenzene with liquid ammonia was investigated. Bis-aminodefluorination temperatures for the majority of substrates were shown to exceed significantly the corresponding temperatures of monoaminodefluorination. The optimal conditions for selective preparation of mono-and diaminopolyfluoro(het)arenes were elucidated. An efficient method for isolation of particular polyfluorophenylenediamines from product mixtures formed in nonselective reactions of pentafluorobenzene and hexafluorobenzene with aqueous ammonia based on complexation with a crown ether is proposed.

TRIFLUOROMETHYLATION OF PERFLUOROAROMATIC COMPOUNDS USING TRIFLUOROMETHYLTRIMETHYLSILANE IN THE PRESENCE OF FLUORIDE IONS

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