1423-12-7

Upstream product

• 771-61-9 2,3,4,5,6-pentafluorophenol 
• 17540-47-5 4-nitro-2,3,4,5,6-pentafluorocyclohexa-2,5-dien-1-one 
• 120-80-9 benzene-1,2-diol 
• 95-54-5 1,2-diamino-benzene 
• 95-55-6 2-amino-phenol 
• 602-94-8 Pentafluorobenzoic acid 
• 1996-23-2 3,4,5,6-tetrafluorobenzene-1,2-diol 

Downstream Products

• 1353670-90-2 2,3,4,5-tetrafluoro-6-hydroxy-6-(1-methyl-1H-pyrrol-2-yl)-cyclohexa-2,4-dienone 
• 1353670-93-5 C₇H₄F₄O₃ 
• 1353670-97-9 C₉H₁₀F₂O₅ 
• 1353670-86-6 2,3,4,5-tetrafluoro-6-(1-hexyl-1H-indol-3-yl)-6-hydroxycyclohexa-2,4-dienone 
• 1353671-02-9 C₆F₄O₂*C₁₂H₁₈ 
• 1374518-17-8 2-(cyclohex-2-en-1-yloxy)-3,4,5,6-tetrafluorophenol 
• 1374518-15-6 2,3,4,5-tetrafluoro-6-hydroxyphenyl benzoate 
• 120-80-9 benzene-1,2-diol 
• 1374518-16-7 2-(1-ethoxyethoxy)-3,4,5,6-tetrafluorophenol 
• 1996-23-2 3,4,5,6-tetrafluorobenzene-1,2-diol 
• 1374518-12-3 2,3,4,5-tetrafluoro-6-((tetrahydrofuran-2-yl)oxy)phenol 

Relevant academic research and scientific papers

Photocatalytic cleavage of C-F bond in pentafluorobenzoic acid with titanium dioxide-P25

The photocatalytic C-F bond cleavage in pentafluorobenzoic acid (PFBA) with TiO2-P25 using UV-C light has been investigated under different conditions. Complete cleavage of C-F is observed with TiO2-P25 under UV-C light irradiation.

The multifaceted reactivity of o -fluoranil

In addition to Diels-Alder and hetero-Diels-Alder reactions, tetrafluoro-o-benzoquinone (o-fluoranil) undergoes nucleophilic additions, addition-eliminations, dioxole formation, and charge-transfer complexation, reacting at every site on the molecular skeleton. It also effects dehydrogenations and other oxidations. The quinone can function as a (CF) 4 synthon.

o-fluoranil chemistry: Diels-Alder versus hetero-Diels-Alder cycloaddition

(Chemical Equation Presented) The title quinone undergoes [4 + 2] cycloadditions in two ways, Diels-Alder on the ring and hetero-Diels-Alder by attack at the oxygens. The latter mode of reaction is strongly favored thermodynamically, but there is a kinetic bias favoring the normal Diels-Alder addition that often prevails, especially with cycloaddends that are not electron-rich.

New Routes to Hexafluorocyclopentadiene and Related Compounds

Hexafluorocyclopentadiene (1) has been synthesized in two steps from pentafluorophenol (2) by fluorination followed by flash vacuum pyrolysis of the resulting hexafluorocyclohexadienones 3 and 4.Similar pyrolysis of 6-chloropentafluorocyclohexadienone (13) gave an equilibrium mixture of 1- and 2-chloropentafluorocyclopentadiene (15 and 16), presumably via the 5-chloro isomer.Flash vacuum pyrolysis of tetrafluoro-o-benzoquinone 17 yielded tetrafluorocyclopentadienone (20).Hexafluorocyclopentadiene was also prepared via a ring-expansion route which entailed cycloaddition (accompanied by rearrangement) of bromotrifluoroethylene to tetrafluorocyclopropene followed by reductive debromofluorination.

INTERACTION OF PENTAFLUOROPHENOL WITH LEAD TETRAACETATE IN ACIDS

The ability of polyfluorinated hydroxyaromatic compounds to be oxidised by radical and ionic mechanisms is discussed.Oxidation of pentafluorophenol by lead tetraacetate in hydrogen fluoride and trifluoroacetic acid gave the products of a reaction proceeding by an ionic mechanism - hexafluorocyclohexa-2,5-dienone and trifluoroacetoxydienones respectively.