853-39-4

Basic information

• Product Name: DECAFLUOROBENZOPHENONE
• Synonyms: Decafluorobenzophenone 98%;Decafluorobenzophenone98%;Decafluorobenzophenone, Perfluorobenzophenone;1,1'-Carbonylbis(2,3,4,5,6-pentafluorobenzene);Bis(pentafluorophenyl) ketone;Bis(pentafluorophenyl)methanone, Perfluorobenzophenone;bis(perfluorophenyl)methanone;Perfluorobenzophenone 98%
• CAS NO: 853-39-4
• Molecular Formula: C₁₃F₁₀O
• Molecular Weight: 362.12
• EINECS: 217-717-8
• Mol File: 853-39-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 90-95 °C(lit.)
• Boiling Point: 206
• Flash Point: 137.4 °C
• Appearance: solid
• Density: 1.6684 (estimate)
• Water Solubility: Soluble in methanol. Insoluble in water.
• Stability: Stable. Incompatible with strong oxidising agents.
• BRN: 2066476
• CAS DataBase Reference: DECAFLUOROBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: DECAFLUOROBENZOPHENONE(853-39-4)
• EPA Substance Registry System: DECAFLUOROBENZOPHENONE(853-39-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 853-39-4(Hazardous Substances Data)

Usage

Chemical Properties

solid

Uses

Perfluorobenzophenone was used in the synthesis of fluorinated acridones and acridines. Fluorinated polyetherketones prepared from decafluorobenzophenone. Laser pulse excitation of decafluorobenzophenone (DFB) in acetonitrile yields the triplet 3DFB.

Biochem/physiol Actions

Perfluorobenzophenone alcoholic solution generates ketyl and radical anion which can be studied by electron spin resonance spectra. Perfluorobenzophenone undergoes photolysis to form ketyl (C6F5)C.OH radical.

InChI:InChI=1/C13F10O/c14-3-1(4(15)8(19)11(22)7(3)18)13(24)2-5(16)9(20)12(23)10(21)6(2)17

Upstream product

• 363-72-4 Pentafluorobenzene 
• 616-38-6 carbonic acid dimethyl ester 
• 151798-54-8 Ethyl N-nitroso-N-carbamate 
• 602-94-8 Pentafluorobenzoic acid 
• 4830-58-4 Tetrakis-pentafluorbenzoyloxy-silan 
• 15989-99-8 2,3,4,5,6-pentafluorobenzoic anhydride 
• 434-64-0 perfluorotoluene 
• 38845-73-7 perfluorodiphenylmethane 
• 344-04-7 bromopentafluorobenzene 
• 541-41-3 chloroformic acid ethyl ester 
• 36629-42-2 methyl pentafluorobenzoate 
• 1076-44-4 pentafluorophenyl lithium 
• 879-06-1 pentafluorophenylmagnesium chloride 
• 827-15-6 1,2,3,4,5-pentafluoro-6-iodobenzene 

Downstream Products

• 1766-76-3 decafluorobenzhydrol 
• 7375-38-4 4-benzhydrylbenzophenone 
• 53106-74-4 perfluorobenzyl phenyl ether 
• 23278-02-6 1,1-bis(pentafluorophenyl)ethene 
• 5736-46-9 bis(pentafluorophenyl)methane 
• 4893-33-8 tris(pentafluoro phenyl) methanol 
• 1299484-46-0 1,2,3,4-tetrafluoro-7-phenylamino-9-pentafluorophenylacridine 
• 1299484-42-6 2-(4-phenylaminoanilino)-3,4,5,6,2',3',4',5',6'-nonafluorobenzophenone 

Relevant articles and documents

Electrochemical reduction of decafluorobenzil in DMF on a platinum electrode

The mechanism of electrochemical reduction of decafluorobenzil on a platinum electrode in DMF was investigated by cyclic voltammetry. The first reduction peak corresponded to a reversible single-electron transfer leading to the formation of a relatively stable anion-radical whose ESR spectrum was registered and characterized. The second peak corresponded to the reduction of the anion-radical into an unstable dianion that quickly reacted with initial decafluorobenzil, and the arising species (or its transformation product) at the given potential underwent further reduction. The effect of fluorine on the potentials and on the mechanism of the electrochemical reduction of decafluorobenzil was considered.

Formation of polyfluorofluorenes in the reactions of perfluoro-1,1-diphenylalkanes with antimony pentafluoride

Perfluoro-1,1-diphenylethane heated with SbF5 at 130 °C with further treatment of the reaction mixture with HF-pyridine and then with water, gave perfluorinated 9‐methylfluorene and 9-methyl-1,2,3,4-tetrahydrofluorene. Perfluoro-1,1-diphenylpro

Highly fluorinated aryl-substituted tris(indazolyl)borate thallium complexes: Diverse regiochemistry at the B-N bond

The synthesis and characterization (mainly by 19F NMR and X-ray diffraction) of highly fluorinated aryl-4,5,6,7-tetrafluoroindazoles and their corresponding thallium hydrotris(indazolyl)borate complexes are reported [aryl = phenyl, pentafluorophenyl, 3,5-dimethylphenyl, 3,5-bis(trifluoromethyl)phenyl]. Thanks to N-H???N hydrogen bonds, the indazoles crystallize as dimers that pack differently depending on the nature of the aryl group. The thallium hydrotris(indazolyl)borate complexes Tl[Fn-Tp4Bo,3aryl] resulting from the reaction of aryl-4,5,6,7-tetrafluoroindazoles [aryl = phenyl, 3,5-dimethylphenyl, 3,5-bis(trifluoromethyl)phenyl] with thallium borohydride adopt overall C3v symmetry with the indazolyl groups bound to boron via their N-1 nitrogen in a conventional manner. When the perfluorinated pentaphenyl-4,5,6,7-tetrafluoroindazole is reacted with thallium borohydride, a single regioisomer of Cs symmetry having one indazolyl ring bound to boron via its N-2 nitrogen, TlHB(3-pentafluorophenyl-4,5,6,7-tetrafluoroindazol- 1-yl)2(3-pentafluorophenyl-4,5,6,7-tetrafluoroindazol-2-yl) Tl[F27-Tp(4Bo,3C6F5)*], is obtained for the first time. Surprisingly, the perfluorinated dihydrobis(indazolyl)borate complex Tl[F 18-Bp3Bo,3C6F5], an intermediate on the way to the hydrotris(indazolyl)borate complex, has Cs symmetry with two indazolyl rings bound to boron via N-2. The distortion of the coordination sphere around Tl and the arrangement of the complexes in the crystal are discussed.