27172-20-9

Usage

Type

Bisphenolic ketone compound

Common Uses

Production of phenolic resins and adhesives

Structure

Contains two hydroxyphenyl groups and a propenone group linked by a 1,4-phenylene bridge

Physical State

Colorless solid

Melting Point

Around 150 degrees Celsius

Application

Reactive intermediate in the synthesis of polymers and organic compounds

Upstream product

• 118-93-4 o-hydroxyacetophenone 
• 81172-89-6 terephthalaldehyde mono(diethylacetal) 
• 623-27-8 terephthalaldehyde, 

Downstream Products

• 528599-49-7 2'-benzyloxy-4-[3-(2-benzyloxyphenyl)-1,2-dibromo-3-oxopropyl]-α,β-dibromo-α,β-dihydrochalcone 
• 528599-47-5 2'-benzyloxy-4-[3-(2-benzyloxyphenyl)-3-oxopropenyl]chalcone 

Relevant academic research and scientific papers

Bi-nuclear Ru(ii) complexes of bis-chalcone and bis-flavonol: Synthesis, characterization, photo cleavage of DNA and Topoisomerase i inhibition

Complexes of type [Ru2(L1/L2)(DMSO) 6Cl2] (L1H2 = 1-(2-Hydroxy-phenyl)- 3-{4-[3-(2-hydroxy-phenyl)-3-oxo-propenyl]-phenyl}-propenone 1, L 2H2 = 1,4-bis-(3-hydroxy-4-oxo-4H-chromen-2-yl)-benzene) 2, are prepared and characterized using spectroscopic techniques. In complex 1, both ruthenium centres possess a similar coordination environment in which all S-dmso coordinate to ruthenium centres. However, in complex 2, one ruthenium centre is coordinated to three S-bonded dmso, and other ruthenium ion is coordinated to two S-bonded dmso and one O-bonded dmso. This difference in coordination around ruthenium centres in complex 2 is supported by two irreversible oxidation peaks observed at 0.84 V and 1.06 V and two MLCT transitions observed at λmax 485 and 565 nm in its cyclic voltammetry and UV-visible spectrum respectively. The interaction of complexes with Calf Thymus DNA (CT-DNA) is monitored using UV-vis titrations (K b = 2.1 × 106 M-1 for 1 and 1.3 × 105 M-1 for 2) and ethidium bromide displacement studies (Ksv = 1.37 and 0.98). The stronger binding of complex 1 with CT-DNA as compared to complex 2 could be attributed to its conjugated structural framework. In presence of complex 1 under photo-induced condition in visible region at λ 560 nm, supercoiled DNA is converted more in nicked circular form and supported its stronger binding with DNA as compared to complex 2. Complexes intercalate (1 stronger than 2) with DNA. They also prefer minor groove (1) and major groove (2) binding with DNA. Both complexes inhibit topoisomerase I relaxation activity at concentration > 50 μM. The Royal Society of Chemistry 2013.

1,4-bis-(3-hydroxy-4-oxo-4H-chromen-2-yl)-benzene (bis-flavonol): Synthesis, spectral properties and principle possibility of the excited state double proton transfer reaction

Synthesis and systematic investigation of the spectral-luminescent properties of "bis-flavonol" {1,4-bis-(3-hydroxy-4-oxo-4H-chromen-2- yl)-benzene} were performed. Hypothetical possibility for the double excited-state proton transfer reaction in bis-flavonol is discussed based on both quantum-chemical modeling and experimental data. Consecutive S 1*-state transfer of the two protons of the title molecule is shown to be energetically unfavorable, however, still preserving a possibility for the concerted double proton transfer in the excited dienol form.

Synthesis and evaluation of the anticancer activity of bischalcone analogs in human lung carcinoma (A549) cell line

Bischalcone has gained much attention because of its wide range of application in pharmaceutical chemistry. This work aims to evaluate the antiproliferation effects and explore the anticancer mechanism of bischalcone analogs on human lung cancer A549 cell

The influence of the push-pull effect and a π-conjugated system in conversion efficiency of bis-chalcone compounds in a dye sensitized solar cell

Chalcone and its related compounds are known to be π-conjugated compounds, which can be potentially used in different electronic areas include dye sensitized solar cell (DSSC). A total of six bis-chalcone compounds (1–6) have been synthesized using a Clai

Extended Aromatic and Heteroaromatic Ring Systems in the Chalcone-Flavanone Molecular Switch Scaffold

Previous work on the o-hydroxychalcone/flavanone molecular switching scaffold showed that simple substitutions alter the pH range in which rapid interconversion occurs. Herein, more impactful structural modifications were performed via alteration of the characteristic phenyl rings to alternative aromatic systems. It was determined that the scaffold was still viable after these changes and that the range of accessible midpoint pH values was markedly increased. To further explore the switch's scope, scaffolds able to have multiple switching events were also investigated.

A Way to Improve Luminescent Efficiency of Bis-Chalcone Derivatives

Chalcone related compounds have been reported as a poor luminescence molecule due to the quenching processes from the intramolecular torsional motions and cis-trans isomerization in the α,β-unsaturated ketone moiety. Despite this limitation, we found a wa

Microwave-assisted synthesis of 5-substituted-2-((Z)-1-(4[(5-substituted-3-oxo-2,3-dihydrobenzo[B] furan-2-yliden) methyl] phenyl)methylidene)-2,3-dihydro benzofuran-3-ones and their antibacterial activity

A series of 5-substituted-2-((Z)-1-(4[(5-substituted-3-oxo-2,3-dihydrobenzo[b] furan- 2-yliden)methyl]phenyl)methylidene)-2,3-dihydrobenzofuran-3-ones (3a-f) have been prepared by an efficient oxidation of (E)-1-(5-substituted-2-hydroxy phenyl)-3-(4-[(E)-

New bis(chalcones) and their transformation into bis(pyrazoline) and bis(pyrazole) derivatives

The reaction of bis(chalcones) 1a-d and bis(chalcone) tetrabromo derivatives 3a-d with hydrazine hydrate gave bis(pyrazolines) 4a-d and bis(pyrazoles) 5a-d, respectively. Bis(pyrazoles) 5e,f bearing hydroxyphenyl substituents have been prepared from the r