Decafluorobenzophenone

Base Information

• Chemical Name: Decafluorobenzophenone
• CAS No.: 853-39-4
• Molecular Formula: C13F10O
• Molecular Weight: 362.126
• Hs Code.: 29147000
• European Community (EC) Number: 212-717-8
• NSC Number: 96914
• DSSTox Substance ID: DTXSID60234501
• Nikkaji Number: J45.973I
• Wikidata: Q63395717
• ChEMBL ID: CHEMBL2001102
• Mol file: 853-39-4.mol

Synonyms:Decafluorobenzophenone;853-39-4;Bis(perfluorophenyl)methanone;Perfluorobenzophenone;Benzophenone, decafluoro-;Methanone, bis(pentafluorophenyl)-;Bis(2,3,4,5,6-pentafluorophenyl)methanone;EINECS 212-717-8;C13F10O;decafluorbenzophenon;NSC96914;Perfluorobenzophenone, 98%;methanone, bis(2,3,4,5,6-pentafluorophenyl)-;SCHEMBL661258;CHEMBL2001102;DTXSID60234501;C13-F10-O;MFCD00000295;NSC 96914;NSC-96914;AKOS007930379;AS-41149;NCI60_042160;Decafluorobenzophenone, Perfluorobenzophenone;D1631;FT-0624475;Bis(2,3,4,5,6-pentafluorophenyl)methanone #;Q63395717

Chemical Property of Decafluorobenzophenone

Chemical Property:

• Appearance/Colour: solid
• Melting Point: 90-95 °C(lit.)
• Boiling Point: 359.2 °C at 760 mmHg
• Flash Point: 137.4 °C
• PSA: 17.07000
• Density: 1.727 g/cm³
• LogP: 4.30860
• Water Solubility.: Soluble in methanol. Insoluble in water.
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 2
• Exact Mass: 361.97894624
• Heavy Atom Count: 24
• Complexity: 406

Purity/Quality:

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

Decafluorobenzophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)F)F)F)C(=O)C2=C(C(=C(C(=C2F)F)F)F)F
• 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.

Technology Process of Decafluorobenzophenone

There total 24 articles about Decafluorobenzophenone 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: 70.0%

pentafluorophenyl lithium (1076-44-4) + carbonic acid dimethyl ester (616-38-6) → bis(pentafluorophenyl)-methanone (853-39-4)

Guidance literature:

In diethyl ether; byproducts: (CH3OC6F4)2CO, C6F5(2-CH3OC6F5)CO, (C6F5)3COH; addition of the ester (solution in ether) drop by drop to C6F5Li at -78°C, 0.5 hours, warming to 20°C and hydrolysis;;

DOI:10.1039/j39680002394

Reference yield: 68.0%

pentafluorobenzoylchloride (2251-50-5) + trimethyl(pentafluorophenyl)silane (1206-46-8) → bis(pentafluorophenyl)-methanone (853-39-4)

Guidance literature:

trimethyl(pentafluorophenyl)silane; With silver fluoride; In various solvent(s); at 20 ℃; for 1h;

pentafluorobenzoylchloride; In various solvent(s); at 20 - 80 ℃; for 16h;

DOI:10.1016/j.jfluchem.2005.07.002

Reference yield: 44.0%

bromopentafluorobenzene (344-04-7) + chloroformic acid ethyl ester (541-41-3) → ethyl pentafluorobenzoate (4522-93-4) + bis(pentafluorophenyl)-methanone (853-39-4)

Guidance literature:

bromopentafluorobenzene; With magnesium; In diethyl ether; Inert atmosphere; Schlenk technique;

chloroformic acid ethyl ester; In diethyl ether; at -78 - 20 ℃; for 6h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.jfluchem.2016.05.005

upstream raw materials:

2,3,4,5,6-pentafluorobenzoic anhydride

Tetrakis-pentafluorbenzoyloxy-silan

Bis(pentafluorophenyl)diazomethane

decafluorobenzhydrol

Downstream raw materials:

(Bis-pentafluorophenyl-methylene)-(2-fluoro-phenyl)-amine

decafluorobenzhydrol

4-benzhydrylbenzophenone

perfluorobenzyl phenyl ether

Refernces

• 1、 Vasil'Eva,Starichenko. "Preparative electrochemical reduction of decafluorobenzil". . p. 1132 - 1135. Retrieved 2004.
• 2、 Solodukhin, Nikolai N.,Borisova, Nataliya E.,Churakov, Andrei V.,Zaitsev, Kirill V.. "Substituted 4-(1H-1,2,3-triazol-1-yl)-tetrafluorobenzoates: Selective synthesis and structure". . p. 15 - 23. Retrieved 2016/06/01.