108791-65-7

Basic information

• Product Name: 1,4-Butanedione, 1,4-bis(4-fluorophenyl)-
• CAS NO: 108791-65-7
• Molecular Formula: C16H12F2O2
• Molecular Weight: 274.267
• Mol File: 108791-65-7.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 1,4-Butanedione, 1,4-bis(4-fluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Butanedione, 1,4-bis(4-fluorophenyl)-(108791-65-7)
• EPA Substance Registry System: 1,4-Butanedione, 1,4-bis(4-fluorophenyl)-(108791-65-7)

Safety Data

• Hazardous Substances Data: 108791-65-7(Hazardous Substances Data)

Upstream product

• 58518-77-7 ((1-(4-fluorophenyl)vinyl)oxy)trimethylsilane 
• 462-06-6 fluorobenzene 
• 543-20-4 succinoyl dichloride 
• 5157-58-4 2,2-dichloro-1-(4-fluorophenyl)-ethan-1-one 
• 41024-58-2 1-(4-fluorophenyl)-2-(phenylsulfonyl)-1-ethanone 
• 403-29-2 2-bromo-4'-fluoroacetophenone 
• 128400-42-0 S-[2-(4-fluorophenyl)-2-oxoethyl]-O-ethyl dithiocarbonate 
• 1093613-59-2 (1R,4S,5R,6S)-1,4-bis(4-fluorophenyl)-2,3-dioxabicyclo[2.2.2]-octane-5,6-diol 
• 403-42-9 1-(4-fluorophenyl)ethanone 

Downstream Products

• 924669-34-1 C₁₈H₁₆F₂ 

Relevant articles and documents

Catalytic Enantioselective Total Synthesis of (+)-Lycoperdic Acid

A concise enantio- and stereocontrolled synthesis of (+)-lycoperdic acid is presented. The stereochemical control is based on iminium-catalyzed Mukaiyama-Michael reaction and enamine-catalyzed organocatalytic α-chlorination steps. The amino group was introduced by azide displacement, affording the final stereochemistry of (+)-lycoperdic acid. Penultimate hydrogenation and hydrolysis afforded pure (+)-lycoperdic acid in seven steps from a known silyloxyfuran.

Electrochemical reactivity of S-phenacyl-O-ethyl-xanthates in hydroalcoholic (MeOH/H2O 4:1) and anhydrous acetonitrile media

The electrochemical behavior of a series of S-phenacyl-O-ethyl-xanthates (O-ethyl-dithiocarbonate acetophenone derivatives) in hydroalcoholic (MeOH/H2O 4:1) and anhydrous media (ACN/TBAPF6) using carbon electrodes was studied. Cyclic voltammetry showed in hydroalcoholic media only two cathodic waves, whereas in ACN one anodic and two cathodic waves were present. The first cathodic wave corresponded to the reduction of the phenylketone group, whereas the first anodic was attributed to the xanthate unit. Macroelectrolysis on graphite and vitreous carbon at anodic and cathodic potentials, let us to explore the synthetic potential of this electrochemical reactions. With some compounds in hydroalcoholic media and using carbon electrodes, polymeric material was deposited on the electrode impeding the reaction; this deposit was characterized by AFM and SEM-EDS. The electroreduction on Ti electrode overcome this problem and gave the corresponding acetophenones (>95%). On the other hand, in ACN, small quantities of the dimeric 1,4-dicarbonyl compounds X-PhCOCH2CH2COPh-X (7–15%), as well as the corresponding acetophenones (ca. 50%) were isolated. Oxidation macroelectrolysis showed a very complicated transformation without synthetic value. The reaction mechanism for the reduction and the homolytic dissociation into the phenacyl radical was supported by DFT calculations.

Copper(I)/DDQ-Mediated Double-Dehydrogenative Diels-Alder Reaction of Aryl Butenes with 1,4-Diketones and Indolones

A copper(I)/DDQ-mediated double-dehydrogenative Diels-Alder (DDDA) reaction of simple butenes with 1,4-diketones and indolones has been established for the first time. This strategy is based on a tandem double-dehydrogenation/Diels-Alder reaction from nonprefunctionalized starting materials, in which both a diene and dienophile were in situ generated via activation of fourfold inert C(sp3)-H bonds in one catalytic system.