15982-64-6

Basic information

• Product Name: 1,4-Bis(4-methoxyphenyl)butane-1,4-dione
• Synonyms: 1,4-Bis(4-methoxyphenyl)-1,4-butanedione;1,4-Bis(4-methoxyphenyl)butane-1,4-dione
• CAS NO: 15982-64-6
• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.33
• Mol File: 15982-64-6.mol
• Article Data: 30

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,4-Bis(4-methoxyphenyl)butane-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Bis(4-methoxyphenyl)butane-1,4-dione(15982-64-6)
• EPA Substance Registry System: 1,4-Bis(4-methoxyphenyl)butane-1,4-dione(15982-64-6)

Safety Data

• Hazardous Substances Data: 15982-64-6(Hazardous Substances Data)

Upstream product

• 7448-86-4 1-(4-methoxyphenyl)prop-2-en-1-one 
• 123-11-5 4-methoxy-benzaldehyde 
• 19513-78-1 1-(4-methoxy-phenyl)-2-phenoxy-ethanone 
• 55991-65-6 [1-(4-methoxyphenyl)vinyloxy]trimethylsilane 
• 74812-79-6 1-(4-nitrophenyl)-1-trimethylsilyloxyethylene 
• 108-30-5 succinic acid anhydride 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 2196-99-8 2-chloro-1-(4-methoxyphenyl)ethanone 
• 75-15-0 carbon disulfide 
• 7446-70-0 aluminium trichloride 
• 100-66-3 methoxybenzene 
• 543-20-4 succinoyl dichloride 
• 29003-60-9 2,2-dichloro-4'-methoxyacetophenone 
• 15331-49-4 trans-1,2-di(4-methoxybenzoyl)ethylene 

Downstream Products

• 855280-81-8 1,1,4,4-tetrakis-(4-methoxyphenyl)butane-1,4-diol 
• 860704-70-7 1,4-bis-(2-methoxy-phenyl)-1,4-bis-(4-methoxy-phenyl)-butane-1,4-diol 
• 114395-99-2 (E,Z)-3,6-bis(p-methoxyphenyl)-2,6-octadiene 
• 114395-97-0 (Z,Z)-3,6-bis(p-methoxyphenyl)-2,6-octadiene 
• 114395-98-1 (E,E)-3,6-bis(p-methoxyphenyl)-2,6-octadiene 
• 1230-48-4 2,5-Bis(4-methoxyphenyl)furan 
• 21399-24-6 2,4-bis(4-methoxyphenyl)-1H-pyrrole 
• 1014982-30-9 C₂₀H₁₉NO₄ 
• 52498-15-4 trans-1,2-bis(4-methoxyphenyl)cyclobutane 
• 52498-14-3 cis-1,2-bis(4-methoxyphenyl)cyclobutane 
• 52498-17-6 1,4-Bis-(p-anisyl)-1,4-dichlor-butan 
• 52498-18-7 1,2-bis(4-methoxyphenyl)cyclobut-1-ene 
• 97115-97-4 3,6-Bis-(4-methoxy-phenyl)-octadien-(3,5) 
• 97595-21-6 2,5-bis-(4-hydroxyphenyl)thiophene 

Relevant articles and documents

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.

One-Pot Synthesis of O-Heterocycles or Aryl Ketones Using an InCl3/Et3SiH System by Switching the Solvent

An efficient one-pot synthesis of O-heterocycles or aryl ketones has been achieved using Et3SiH in the presence of InCl3 via a sequential ionic hydrogenation reaction by switching the solvent. This methodology can be used to construct C-O bonds and to prepare conjugate reduction products, including chromans, tetrahydrofurans, tetrahydropyrans, dihydroisobenzofurans, dihydrochalcones, and 1,4-diones in a facile manner. In addition, a novel plausible mechanism involving a conjugate reduction and a tandem reductive cyclization was verified by experimental investigations.

Synthesis of 2,2,5-Trisubstituted 2 H-Pyrroles and 2,3,5-Trisubstituted 1 H-Pyrroles by Ligand-Controlled Site-Selective Dearomative C2-Arylation and Direct C3-Arylation

Palladium-catalyzed site-selective dearomative C2-arylation of 2,5-diaryl-1H-pyrroles with aryl chlorides was accomplished, and a series of 2,2,5-triaryl-2H-pyrroles were synthesized. In addition, the site selectivity of the reaction was switched by simply changing the ligand, and the direct C3-arylated 2,3,5-triaryl-1H-pyrroles were prepared. The obtained 2,2,5-triaryl-2H-pyrroles could be further transformed into 2,2,5,5-tetraarylpyrrolidines.