959-27-3

Basic information

• Product Name: (Z)-1,4-Diphenyl-2-butene-1,4-dione
• Synonyms: (Z)-1,2-Dibenzoylethene;(Z)-1,4-Diphenyl-2-butene-1,4-dione
• CAS NO: 959-27-3
• Molecular Formula: C₁₆H₁₂O₂
• Molecular Weight: 0
• Mol File: 959-27-3.mol
• Article Data: 29

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (Z)-1,4-Diphenyl-2-butene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1,4-Diphenyl-2-butene-1,4-dione(959-27-3)
• EPA Substance Registry System: (Z)-1,4-Diphenyl-2-butene-1,4-dione(959-27-3)

Safety Data

• Hazardous Substances Data: 959-27-3(Hazardous Substances Data)

Usage

General Description

(Z)-1,4-Diphenyl-2-butene-1,4-dione, also known as chalcone, is a chemical compound that belongs to the class of organic compounds known as chalcones. It is a yellow crystalline solid that is commonly produced by the Claisen-Schmidt reaction, where an aldehyde reacts with a ketone in the presence of a strong base. Chalcone is widely used in medicinal chemistry as a starting material for the synthesis of various biologically active compounds, such as flavonoids, which have antioxidant, anti-inflammatory, and anticancer properties. It also exhibits fluorescent properties and is used as a dye in the textile industry. Additionally, chalcone has potential applications in the development of organic light-emitting diodes (OLEDs) and other optoelectronic devices.

Upstream product

• 955-83-9 2,5-diphenylfuran 
• 7722-84-1 dihydrogen peroxide 
• 64-19-7 acetic acid 
• 64-17-5 ethanol 
• 1087-09-8 1,4-diphenyl-but-2-yne-1,4-dione 
• 6831-84-1 1-diazo-2-butanone 
• 3282-32-4 2-diazo-acetophenone 
• 14088-55-2 1-diazo-3-methylbutan-2-one 
• 39910-26-4 1-diazopentan-2-one 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 98-86-2 acetophenone 
• 4636-16-2 iodoacetophenone 
• 495-71-6 phenacylacetophenone 
• 591-50-4 iodobenzene 

Downstream Products

• 975-70-2 (6-benzoyl-3,4-dimethylcyclohex-3-enyl)(phenyl)methanone 
• 4440-98-6 trans-2,3-Epoxy-1,4-diphenyl-1,4-butanedione 
• 107519-54-0 3-chloro-2,5-diphenyl-furan 
• 107487-41-2 4-hydroxy-1,4-diphenylbutan-1-one 
• 107538-22-7 meso-1.4-diphenyl-butene-(2t)-diol-(1.4) 
• 54795-41-4 1ξ-Phenyl-2ξ.3r.4t-tribenzoyl-cyclopentanol-(1ξ) 
• 959-28-4 1,4-diphenylbut-2-ene-1,4-dione 
• 495-71-6 phenacylacetophenone 
• 54795-41-4 1-phenyl-2ξ.3r.4c-tribenzoyl-cyclopentanol-(1) 
• 74007-33-3 2endo.3endo-dibenzoyl-norbornene-⁽⁵⁾ 
• 54169-83-4 C,C'-diphenyl-C,C'-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinane-7α,8α-diyl)-bis-methanone 
• 54191-62-7 C,C'-diphenyl-C,C'-(4,5α-epoxy-3,6-dimethoxy-17-methyl-6α,14α-etheno-morphinane-7β,8α-diyl)-bis-methanone 
• 127034-88-2 ((2S,3R,3aR)-2-Benzoyl-hexahydro-pyrrolo[1,2-b]isoxazol-3-yl)-phenyl-methanone 
• 127034-88-2 ((2S,3R,3aS)-2-Benzoyl-hexahydro-pyrrolo[1,2-b]isoxazol-3-yl)-phenyl-methanone 

Relevant articles and documents

An Efficient Regeneration of Singlet Oxygen from 2,5-Diphenylfuran Endoperoxide Produced by a Dye-Sensitized Oxygenation

The maximum quantum yield of 4.5 was evaluated from the kinetic analysis for the Methylene Blue-sensitized oxygenation of 2,5-diphenylfuran, and the contribution of a chain process to produce the furan endoperoxide was suggested.After the photoreaction, t

Oxidation of sesamol dimer by active species produced in the interaction of peroxide and hemoglobin

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Stereoselective Synthesis of cis-2-Ene-1,4-diones via Aerobic Oxidation of Substituted Furans Catalyzed by ABNO/HNO3

We report a highly efficient and selective catalytic system, ABNO (9-azabicyclo-[3.3.1]nonane N-oxyl)/HNO3, for the aerobic oxidation of substituted furans to cis-2-ene-1,4-diones under mild reaction conditions using oxygen as the oxidant. The catalyst system is amenable to various substituted (mon-, di-, and tri-) furans and tolerates diverse functional groups, including cyano, nitro, naphthyl, ketone, ester, heterocycle, and even formyl groups. Based on the control and 18O-labeling experiments, the possible mechanism of the oxidation is proposed.

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.