6313-26-4

Usage

Uses

Used in Organic Synthesis:
(2Z)-1,2,3,4-tetraphenylbut-2-ene-1,4-dione is used as a reagent in organic synthesis reactions due to its unique alpha, beta-unsaturated ketone structure. This allows it to participate in a variety of chemical transformations, contributing to the creation of complex organic molecules.
Used in Pharmaceutical Research:
(2Z)-1,2,3,4-tetraphenylbut-2-ene-1,4-dione may have potential applications in the field of pharmaceuticals, where its distinctive structure and properties could be leveraged to develop new drugs or improve existing ones. Its reactivity and stability make it a promising candidate for further exploration in medicinal chemistry.
Used in Materials Science:
(2Z)-1,2,3,4-tetraphenylbut-2-ene-1,4-dione could also be utilized in materials science, where its properties might contribute to the development of new materials with specific characteristics. Its potential use in this field is still under investigation, but its unique structure suggests it could play a role in advancing material technologies.
Used in Chemical Research and Development:
As a subject of interest in chemical research and development, (2Z)-1,2,3,4-tetraphenylbut-2-ene-1,4-dione is used to study its properties and explore its potential applications across various scientific disciplines. This includes understanding its reactivity, stability, and how it can be integrated into new chemical processes or products.

Upstream product

• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 16939-18-7 1,2-diphenyl-2-thioxoethanone 
• 1884-68-0 tetraphenylthiophene 
• 1646-65-7 tetraphenylselenophene 
• 7664-93-9 sulfuric acid 
• 1056-77-5 2,3,4,5-tetraphenylfuran 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 7782-50-5 chlorine 
• 3263-79-4 2,3,4,5-tetraphenyl-1H-pyrrole 
• 108-38-3 m-xylene 
• 479-33-4 2,3,4,5-tetraphenylcyclopenta-2,4-dienone 
• 7641-40-9 1,1-dimethyl-2,3,4,5-tetraphenylsilole 
• 501-65-5 diphenyl acetylene 

Downstream Products

• 2405-95-0 N,N-dimethyl-4-tetraphenylpyrrol-1-yl-aniline 
• 2454-98-0 1-(4-dimethylamino-phenyl)-3,3,4,5-tetraphenyl-1,3-dihydro-pyrrol-2-one 
• 10496-80-7 (E)-1,2,3,4-tetraphenylbut-2-ene-1,4-dione 
• 1056-77-5 2,3,4,5-tetraphenylfuran 
• 10516-92-4 1,2,3,4-tetraphenylbutane-1,4-dione 
• 134-81-6 benzil 
• 96216-31-8 1,4-bis-(4-bromo-phenyl)-2,3-diphenyl-but-2-ene-1,4-dione 
• 7731-77-3 1-methyl-3,3,4,5-tetraphenyl-1,3-dihydro-pyrrol-2-one 
• 21211-53-0 1-hydroxy-2,3,4,5-tetraphenylpyrrole 
• 34950-38-4 3,4,5,6-tetraphenylpyridazine 
• 15733-00-3 1c-benzoyloxy-1t.2.3-triphenyl-propen-⁽¹⁾-one-⁽³⁾ 
• 6963-25-3 3,3,4,5-tetraphenyl-2(3H)-furanone 
• 33641-30-4 1-phenylamino-2,3,4,5-tetraphenylpyrrole 
• 4793-85-5 2,3,4,4-tetraphenyl-2-pyrrolin-5-one 

Relevant academic research and scientific papers

Visible-light-mediated oxidative dimerization of arylalkynes in the open air: Stereoselective synthesis of (Z)-1,4-enediones

An organic photoredox catalytic one-pot protocol is developed for the highly stereoselective synthesis of (Z)-1,4-enediones. The reaction starts directly from alkyne precursors, using 4-(4-cyanophenyl)-2,6-diphenylpyrylium tetrafluoroborate (CN-TPT) as an efficient photosensitizer and dioxygen in the air as a green oxidant. A Csp-Csp oxidative coupling/[4 + 2] cyclization (with dioxygen)/fragmentive isomerization cascade mechanism was proposed. The predominant formation of (Z)-1,4-enediones is attributed to the efficient visible-light illumination from blue LEDs, along with possible energy transfer from the photosensitizer CN-TPT to the E-isomers.

Microphotochemistry using 5-mm light-emitting diodes: Energy-efficient photooxidations

Commercial, inexpensive 5-mm milliwatt light-emitting diodes are effective sources for batch microphotochemical oxidations. Using limited quantities of singlet oxygen, these oxidations are atom economical and therefore useful for labeling experiments with rare isotopes. Georg Thieme Verlag Stuttgart · New York.

High-efficiency microphotooxidation using milliwatt LED sources

Inexpensive milliwatt light emitting diode (LED) sources allow energy- and atom-efficient microphotochemical reactions. Thus, sources constructed from three 120 mW 5 mm diameter 627 nm LED's enable μmol-mmol scale methylene blue-sensitized singlet oxygen photooxidations of various arenes and cyclopentadienones using a 3-5 M excess of oxygen in 82-98% yields.

Oxidation of aromatic compounds: XVII. Oxidative cross-dimerization of diarylacetylenes in the system CF3CO2H-CH 2Cl2-PbO2. Characteristic of cation-radicals of diarylacetylenes by cyclic voltammetry and ESR spectroscopy

The oxidation of mixtures of diarylacetylene ArC≡CAr and Ar′C≡CAr′ in a system CF3CO2H-CH 2Cl2-PbO2 (0°C, 1.5 h) results in products of cross-dimerization, (Z)-1,2,3,4-tetraarylbut-2-ene-1,4-diones Ar(ArCO) C=C(COAr′)Ar′. The routes of transformation of intermediate cation-radicals of diarylacetylenes [ArC≡CAr]+? into the final products of oxidative dimerization are elucidated. By cyclic voltammetry and ESR spectroscopy the high reactivity of the diarylacetylene cation-radicals is demonstrated, the character of their singly occupied molecular orbitals (a2 or b1) has been revealed by ESR method.

Synthesis of tetrasubstituted furans via sequential Pd(OAc) 2/Zn(OTf)2-catalyzed oxidation and cydization of aromatic alkynes with molecular oxygen

The development of a new method for the synthesis of tetrasubstituted furans using aromatic alkynes is reported. The strategy involves a tandem process of palladium-catalyzed oxidation and Zn(OTf)2-catalyzed cyclization in the presence of molecular oxygen.

Thermal oxidation of tetracyclones (2,3,4,5-tetraarylcyclopentadienones)

Tetracyclones are transformed to a mixture of diacylstilbenes and a-pyrones, when they are heated in diphenylether saturated with oxygen.

Iron (III) perchlorate adsorbed on silica gel: A reagent for organic functional group transformations

Adsorption of Fe(ClO4)3(H2O)6 onto chromatographic-grade silica gel in the presence of organic solvents (S=water, acetonitrile, or lower fatty acids) produces a supported reagent, Fe(ClO4)3(S)6/SiO2. This reagent has been found to be effective for the rapid organic functional group transformations such as dimerization of alkynes, aromatic hydrocarbons, selective oxidation of thiols to disulfides, and transannular reactions in 1,5-cyclooctadienes on grinding using pestle and mortar in the solid state. Copyright Taylor & Francis Group, LLC.

Sm/TiCl4 system induced reductive coupling reactions: Synthesis of tetraarylfurans

Induced by low valent titanium, tetraarylfurans have been synthesized in good yields starting from aroyl chlorides under mild and neutral conditions.

Calcium peroxide diperoxohydrate as a storable chemical generator of singlet oxygen for organic synthesis

Calcium peroxide diperoxohydrate (CaO2·2H2O2) is an environmentally friendly generator of singlet oxygen (1O2, 1Δg) that can be used in organic synthesis as an alternative to the regular photochemical method. This compound produces 1O2 in various solvents and can be easily recovered by filtration for further regeneration. Both monitoring of 1O2 luminescence at 1270 nm and specific trapping have shown that CaO2·2H2O2 can be stored for several days at -80 °C and that the yield of 1O2 is equal to 25%. Oxidation of typical organic substrates in methanol or THF through [4 + 2] or [2 + 2] cycloaddition and ene reaction have been carried out on a preparative scale with total conversion and selectivity.

A novel oxidative dimerization of acetylenes to conjugated dicarbonyl systems using iron (III) perchlorate

Acetylenes 1a-e, terminal as well as substituted, have been converted into α,β- unsaturated dicarbonyl systems 2a-e in good to excellent yields when reacted with Iron (III) perchlorate (ITP) using acetonitrile as the solvent.