5736-95-8

Basic information

• Product Name: (2E)-1-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]prop-2-en-1-one
• Synonyms: Ethanone, 1-[4-(hexyloxy)phenyl]-
• CAS NO: 5736-95-8
• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 548.625
• Mol File: 5736-95-8.mol

Chemical Properties

• Boiling Point: 682.4°C at 760 mmHg
• Flash Point: 284.6°C
• Density: 1.212g/cm³
• Vapor Pressure: 1.79E-18mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: (2E)-1-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-1-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]prop-2-en-1-one(5736-95-8)
• EPA Substance Registry System: (2E)-1-(3,4-dimethoxyphenyl)-3-[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]prop-2-en-1-one(5736-95-8)

Safety Data

• Hazardous Substances Data: 5736-95-8(Hazardous Substances Data)

Upstream product

• 1132-66-7 1-phenoxyhexane 
• 108-24-7 acetic anhydride 
• 111-25-1 1-bromo-hexane 
• 99-93-4 4-Hydroxyacetophenone 
• 544-10-5 1-Chlorohexane 
• 108-95-2 phenol 
• 99-90-1 para-bromoacetophenone 
• 111-27-3 hexan-1-ol 

Downstream Products

• 736098-83-2 1-(4-hexyloxy-phenyl)-3-(4-propyl-piperidino)-propan-1-one 
• 102702-09-0 3-(4-ethyl-piperidino)-1-(4-hexyloxy-phenyl)-propan-1-one 
• 5249-87-6 1-(4-hexyloxy-phenyl)-3-morpholino-propan-1-one; hydrochloride 
• 5289-93-0 1-(4-hexyloxy-phenyl)-3-piperidino-propan-1-one; hydrochloride 
• 104192-38-3 1,3-Di-(p-n-hexyloxyphenyl)propane-1,3-dione 
• 64328-71-8 2-bromo-1-(4-hexyloxy-phenyl)-ethanone 
• 258513-54-1 bis-1-[4-(1-hydroxyethyl)phenoxy]hexane 
• 92595-24-9 [1-(4-Hexyloxy-phenyl)-eth-(E)-ylidene]-phenyl-amine 
• 385433-39-6 3-(4-n-hexyloxyphenyl)pyrazole 
• 148682-14-8 (Z)-3-Chloro-3-(4-hexyloxy-phenyl)-propenal 
• 77782-81-1 2-(4-hexyloxyphenyl)-5-cyanopyridine 
• 107488-04-0 6-(4-hexyloxyphenyl)-3-cyano-2-pyridone 
• 107488-14-2 2-chloro-3-cyano-6-(4-hexyloxyphenyl)pyridine 

Relevant articles and documents

Liquid crystal behavior, photoluminescence and gas sensing: A new series of ionic liquid crystal imidazole and benzoimidazole bearing chalcone groups, synthesis and characterization

Four new series of chalcones containing imidazole bromonium and benzimidazole bromonium salts with spacer alkyl chains (Cn, n = 2 and 4) were synthesized and the chemical structure, thermal behavior, photoluminescence and gas sensing were characterized by

Synthesis and molecular docking studies of novel pyrimidine derivatives as potential antibacterial agents

Abstract: The present work describes the in vitro antibacterial evaluation of some new pyrimidine derivatives. Twenty-two target compounds were designed, synthesized and preliminarily explored for their antimicrobial activities. The antimicrobial assay revealed that some target compounds exhibited significantly inhibitory efficiencies toward bacteria and fungal including drug-resistant pathogens. Compound 7c presented the most potent inhibitory activities against Gram-positive bacteria (e.g., Staphylococcus aureus 4220), Gram-negative bacteria (e.g., Escherichia coli 1924) and the fungus Candida albicans 7535, with an MIC of 2.4?μmol/L. Compound 7c was also the most potent, with MICs of 2.4 or 4.8?μmol/L against four multidrug-resistant, Gram-positive bacterial strains. The toxicity evaluation of the compounds 7c, 10a, 19d and 26b was assessed in human normal liver cells (L02 cells). Molecular docking simulation and analysis suggested that compound 7c has a good interaction with the active cavities of dihydrofolate reductase (DHFR). In vitro enzyme study implied that compound 7c also displayed DHFR inhibition. Graphic abstract: [Figure not available: see fulltext.]

Metal-organic layers as multifunctional two-dimensional nanomaterials for enhanced photoredox catalysis

Metal-organic layers (MOLs) have recently emerged as a novel class of molecular two-dimensional (2D) materials with significant potential for catalytic applications. Herein we report the design of a new multifunctional MOL, Hf12-Ir-Ni, by laterally linking Hf12 secondary building units (SBUs) with photosensitizing Ir(DBB)[dF(CF3)ppy]2+ [DBB-Ir-F, DBB = 4,4′-di(4-benzoato)-2,2′-bipyridine; dF(CF3)ppy = 2-(2,4-difluorophenyl)-5-(trifluoromethyl)pyridine] bridging ligands and vertically terminating the SBUs with catalytic Ni(MBA)Cl2 [MBA = 2-(4′-methyl-[2,2′-bipyridin]-4-yl)acetate] capping agents. Hf12-Ir-Ni was synthesized in a bottom-up approach and characterized by TEM, AFM, PXRD, TGA, NMR, ICP-MS, UV-vis, and luminescence spectroscopy. The proximity between photosensitizing Ir centers and catalytic Ni centers (～0.85 nm) in Hf12-Ir-Ni facilitates single electron transfer, leading to a 15-fold increase in photoredox reactivity. Hf12-Ir-Ni was highly effective in catalytic C-S, C-O, and C-C cross-coupling reactions with broad substrate scopes and turnover numbers of ～4500, ～1900, and ～450, respectively.

Semiheterogeneous Dual Nickel/Photocatalytic (Thio)etherification Using Carbon Nitrides

A carbon nitride material can be combined with homogeneous nickel catalysts for light-mediated cross-couplings of aryl bromides with alcohols under mild conditions. The metal-free heterogeneous semiconductor is fully recyclable and couples a broad range of electron-poor aryl bromides with primary and secondary alcohols as well as water. The application for intramolecular reactions and the synthesis of active pharmaceutical ingredients was demonstrated. The catalytic protocol is applicable for the coupling of aryl iodides with thiols as well.

Design, synthesis, and discovery of 5-((1,3-diphenyl-1H-pyrazol-4-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-triones and related derivatives as novel inhibitors of mPGES-1

Human mPGES-1 has emerged as a promising target in exploring a next generation of anti-inflammatory drugs, as selective mPGES-1 inhibitors are expected to discriminatively suppress the production of induced PGE2 without blocking the normal biosynthesis of other prostanoids including homeostatic PGE2. Therefore, this therapeutic approach is believed to reduce the adverse effects associated with the application of traditional non-steroidal anti-inflammatory drugs (tNSAIDs) and selective COX-2 inhibitors (coxibs). Identified from structure-based virtue screening, the compound with (Z)-5-benzylidene-2-iminothiazolidin-4-one scaffold was used as lead in rational design of novel inhibitors. Besides, we further designed, synthesized, and evaluated 5-((1,3-diphenyl-1H-pyrazol-4-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-triones and structurally related derivatives for their in vitro inhibitory activities. According to in vitro activity assays, a number of these compounds were capable of inhibiting human mPGES-1, with the desirable selectivity for mPGES-1 over COX isozymes.

Synthesis and liquid crystalline properties of a new homologous series of 4,5-disubstituted 2H-[1,2,3]-triazoles via azide-chalcone oxidative cycloaddition reaction

A new homologous series of 4,5-disubstituted 2H-[1,2,3]-triazole derivatives were synthesized from chalcones and sodium azide via oxidative cycloaddition reaction; CuI was used as catalyst. Flexibility in the synthesized molecules was provided by attaching straight alkoxy chains. The synthesized compounds were characterized by elemental analysis, and 1HNMRand 13CNMRand LC-MS spectroscopies . The stability and range of the mesophases increased with the length of the chain on the triazoles. The melting point, transition temperatures, and enantiotropic liquid crystal morphologies were determined by differential scanning calorimetry (DSC) and polarizing optical microscopy (POM) equipped with a hot stage. Journal compilation

Fluorescent columnar bis(boron difluoride) complexes derived from tetraketonates

Three new series of bis-(boron difluoride) complexes 1a-c derived from substituted tetraketonates 2a-c are reported, and their mesomorphic and optical properties have been investigated. Two single crystals of mesogenic ligand 2a (n = 6) and nonmesogenic d

Mechanochromic luminescent difluoroboron beta-diketonates

The invention provides luminescent solid-state compositions comprising difluoroboron beta-diketonates wherein the compositions can exhibit mechanochromic luminescence. The mechanochromic effect on the luminescence can be reversible, such as thermally reversible. Various solid-state forms of the invention can have emission spectra that differ from the properties of the respective difluoroboron beta-diketonate in solution. The mechanochromic effect can be stimulated by pressure such as handwriting, and can be reversed over a period of minutes to hours at room temperature. The invention also provides methods of making and methods of using the solid-state compositions, such as for sensors and for information displays for use in biological sensing, and in art, design, and consumer products. Compositions of the invention, such as compositions in nanoparticulate form, or contained within a matrix material, can be used in conjunction with fluorescence microscopy to provide information concerning pressures and tensions within and external to living cells, tissues, or organisms.

Light-sensitive compound, polymer polymerized with light-sensitive compound and preparation method thereof

The present invention relates to a light-sensitive compound, a polymer formed by using the compound, and a production method of the compound and polymer. More particularly, the present invention relates to a unit compound that exhibits light-sensitivity with respect to three different wavelengths, a polymer having light-sensitive, which is polymerized by using the unit compound as a monomer, and a production method of the compound and polymer. The light-sensitive compound and the polymer according to the present invention may be usefully applied to an optical film.

Switching on elusive organometallic mechanisms with photoredox catalysis

Transition-metal-catalysed cross-coupling reactions have become one of the most used carbon-carbon and carbon-heteroatom bond-forming reactions in chemical synthesis. Recently, nickel catalysis has been shown to participate in a wide variety of C-C bond-forming reactions, most notably Negishi, Suzuki-Miyaura, Stille, Kumada and Hiyama couplings. Despite the tremendous advances in C-C fragment couplings, the ability to forge C-O bonds in a general fashion via nickel catalysis has been largely unsuccessful. The challenge for nickel-mediated alcohol couplings has been the mechanistic requirement for the critical C-O bond-forming step (formally known as the reductive elimination step) to occur via a Ni(iii) alkoxide intermediate. Here we demonstrate that visible-light-excited photoredox catalysts can modulate the preferred oxidation states of nickel alkoxides in an operative catalytic cycle, thereby providing transient access to Ni(iii) species that readily participate in reductive elimination. Using this synergistic merger of photoredox and nickel catalysis, we have developed a highly efficient and general carbon-oxygen coupling reaction using abundant alcohols and aryl bromides. More notably, we have developed a general strategy to 'switch on' important yet elusive organometallic mechanisms via oxidation state modulations using only weak light and single-electron-transfer catalysts.