ChemicalBook CAS DataBase List Bis(4-fluorophenyl)-methanone

Bis(4-fluorophenyl)-methanone synthesis

14synthesis methods

Product Name:Bis(4-fluorophenyl)-methanone
CAS Number:345-92-6
Molecular formula:C13H8F2O
Molecular Weight:218.2

Bis(4-fluorophenyl)-methanone is used as an imaging agent and charge control agent for optical and electrical recording materials, as an initiator for certain polymerisation reactions and as a monomeric material for many copolymers. It can be synthesised by the reaction of 1-Fluoro-4-iodobenzene and 4-Fluorobenzeneboronic acid.

Benzene, 1,1'-(azidomethylene)bis[4-fluoro-

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Yield:345-92-6 99%

Reaction Conditions:

with tert.-butylhydroperoxide;vanadia in water at 100; for 6 h;

Steps:

4.2. Typical experimental procedure for oxidation of azides to acid

General procedure: To a well-stirred suspension of azide (1 mmol) and V₂O₅ (1, 0.05 mmol) in water (1 mL) was added aq TBHP (70%, 5 mmol). The reaction mixture was heated at reflux until the completion of the reaction (monitored by TLC). The reaction mixture was extracted with ethyl acetate (3×10 mL). The combined organic layers were dried over Na₂SO₄ and evaporated under vacuum to furnish crude acid, which was purified on a silica gel column (EtOAc/hexane). In case of problem in isolating acids, the solvent was evaporated under vacuum and the crude residue was purified by column chromatography on silica gel (EtOAc/hexane).

References:

Alagiri, Kaliyamoorthy;Prabhu, Kandikere Ramaiah [Tetrahedron,2011,vol. 67,# 44,p. 8544 - 8551] Location in patent:experimental part

352-34-1 Synthesis