1227040-87-0

Basic information

• Product Name: [4-(1,2,2-triphenylethenyl)phenyl]boronic acid
• Synonyms: [4-(1,2,2-triphenylethenyl)phenyl]boronic acid;4-(1,2,2-triphenylvinyl)phenylboronic acid
• CAS NO: 1227040-87-0
• Molecular Formula: C₂₆H₂₁BO₂
• Molecular Weight: 376.25474
• Mol File: 1227040-87-0.mol
• Article Data: 28

Chemical Properties

• Melting Point: 126-131°C
• Boiling Point: 513.2±60.0 °C(Predicted)
• Appearance: /
• Density: 1.20±0.1 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 8.65±0.16(Predicted)
• CAS DataBase Reference: [4-(1,2,2-triphenylethenyl)phenyl]boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(1,2,2-triphenylethenyl)phenyl]boronic acid(1227040-87-0)
• EPA Substance Registry System: [4-(1,2,2-triphenylethenyl)phenyl]boronic acid(1227040-87-0)

Safety Data

• Hazardous Substances Data: 1227040-87-0(Hazardous Substances Data)

Usage

General Description

[4-(1,2,2-triphenylethenyl)phenyl]boronic acid is a chemical compound with the molecular formula C24H21BO2. It belongs to the class of boronic acids, which are widely used in organic synthesis, medicinal chemistry, and materials science. This specific compound has a boronic acid group attached to a phenyl ring substituted with a 1,2,2-triphenylethenyl group. It is commonly used as a reagent in Suzuki-Miyaura cross-coupling reactions, where it facilitates the formation of carbon-carbon bonds. Additionally, it has also been studied for its potential applications in the development of fluorescent sensors and organic electronic materials due to its unique molecular structure.

Upstream product

• 121-43-7 Trimethyl borate 
• 34699-28-0 1-(4-bromophenyl)triphenylethene 
• 101-81-5 Diphenylmethane 
• 90-90-4 (4-bromophenyl)(phenyl)methanone 
• 1391632-33-9 C₂₆H₂₁BrO 
• 881-42-5 diphenylmethyllithium 
• 688-74-4 boric acid tributyl ester 
• 119-61-9 benzophenone 
• 150-46-9 triethyl borate 
• 7732-18-5 water 
• 5419-55-6 Triisopropyl borate 

Downstream Products

• 1260865-91-5 4,4,5,5–tetramethyl–2–(4–(1,2,2–triphenylvinyl)phenyl)–1,3,2–dioxaborolane 
• 1332644-19-5 4,7-bis(4-(1,2,2-triphenylvinyl)phenyl)benzo[c][1,2,5]thiadiazole 
• 1332644-20-8 4,7-bis{5-[4-(1,2,2-triphenylvinyl)phenyl]-2-thienyl}-2,1,3-benzothiadiazole 
• 1332830-69-9 4'-[4'-(1,2,2-triphenylvinyl)-(1,1'-biphenyl)-4-yl]-2,2':6',2''-terpyridine 
• 1329653-13-5 2,7-bis[4-(1,2,2-triphenylvinyl)phenyl]-9,9-bis(9-heptyl-3-carbazolyl)fluorene 
• 1365542-76-2 N,N'-dicyclohexyl-1,7-bis(4'-(1',2',2'-triphenyl)vinyl)phenylperylene-3,4:9,10-tetrcarboxylic bisimide 
• 1365541-05-4 2-bromo-9,9-dioctyl-7-(4-(1,2,2-triphenylethylenyl)phenyl)-9H-fluorene 
• 1365541-06-5 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9-dioctyl-7-(4-(1,2,2-triphenylethylenyl)phenyl)-9H-fluorene 
• 1365541-02-1 9,9-dioctyl-2,7-bis(4-(1,2,2-triphenylvinyl)phenyl)-9H-fluorene 
• 1365541-03-2 C₁₁₀H₁₁₈ 
• 1365534-67-3 1-[4'-(2-phenyl-5-1,3,4-oxadiazolyl)biphenyl-4-yl]-1,2,2-triphenylethene 
• 1361123-18-3 9-[4'-(1,2,2-triphenylvinyl)biphenyl-4-yl]-9H-carbazole 
• 1361123-19-4 9-phenyl-3,6-bis[4-(1,2,2-triphenylvinyl)phenyl]-9H-carbazole 
• 1391632-32-8 2-(2-(2-hydroxyethoxy)ethyl)-6-(4-(1,2,2-triphenylvinyl)phenyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione 

Relevant articles and documents

Aggregation-Induced Emission-Based Chemodosimeter Approach for Selective Sensing and Imaging of Hg(II) and Methylmercury Species

Methylmercury (CH3Hg+) is the common form of organic mercury and is more toxic than its inorganic or elemental forms. Mercury is emanated in the course of various natural events and human activities and converts to methylmercury by anaerobic organisms. CH3Hg+ are ingested by fish and subsequently bioaccumulated in their tissue and, eventually, enter the human diet, causing serious health issues. Therefore, selective and sensitive detection of bioaccumulated CH3Hg+ in fish samples is essential. Herein, the development of a simple, highly sensitive and selective aggregation-induced emission (AIE)-based turn-on probe for both inorganic mercury ions and organicmercury species is reported. The probe's function is based on mercury ion-promoted transmetalation reaction of aryl boronic acid. The probe, a tetraphenylethylene (TPE)-monoboronic acid (1), was successfully utilized for AIE-based fluorescence imaging study on methylmercury-contaminated live cells and zebrafish for the first time. Both Hg(II) and CH3Hg+ ensued a fast transmetalation of TPE-boronic acid causing drastic reduction in the solubility of the resulting product (TPE-HgCl/TPE-HgMe) in the working solvent system. At the dispersed phase, the aggregated form of TPE-mercury ions recovers planarity because of restricted rotational freedom promoting aggregation-induced emission. Simple design, cost-effective synthesis, high selectivity, inexpensive instrumentation, fast signal transduction, and low limit of detection (0.12 ppm) are some of the key merits of this analytical tool.

Specific detection of D-glucose by a tetraphenylethene-based fluorescent sensor

A conceptually new "light-up" biosensor with a high specificity for D-glucose (Glu) in aqueous media has been developed. The emission from a tetraphenylethene (TPE)-cored diboronic acid (1) was greatly boosted when the fluorogen was oligomerized with Glu because of restriction of the intramolecular rotations of the aryl rotors of TPE by formation of the oligomer. Little change in the light emission was observed when 1 was mixed with D-fructose, D-galactose, or D-mannose, as these saccharides are unable to oligomerize with the fluorogen.

Novel thieno-[3,4-b]-pyrazine derivatives for non-doped red organic light-emitting diodes

Two novel red fluorescent thieno-[3,4-b]-pyrazine-cored molecules containing tetraphenylethylene as peripheral groups, T-TP and T-TP1, are designed and synthesized. Their photophysical, electrochemical and electroluminescent properties are investigated. T

A multifunctional aggregation-induced emission (AIE)-active fluorescent chemosensor for detection of Zn2+ and Hg2+

An aggregation-induced emission (AIE)-active fluorescent chemosensor based on a tetraphenylethene (TPE) unit has been successfully designed and synthesized. Interestingly, the luminogen could detect Zn2+ selectively in a THF solution with the d

Impacts of intramolecular B-N coordination on photoluminescence, electronic structure and electroluminescence of tetraphenylethene-based luminogens

N,C-Chelate four-coordinate organoborons are a new class of luminogenic materials but the impacts of intramolecular B-N coordination on the optoelectronic properties of the luminogens are not fully understood. In this work, B-N coordination is grafted onto two tetraphenylethene (TPE)-based luminogens and the thermal stabilities, optical properties and electronic structures of the generated organoborons are investigated and compared with those of counterparts without B-N coordination. Both luminogens are thermally stable and show aggregation-induced emission. The presence of B-N coordination not only improves photoluminescent property of the luminogens, affording excellent solid-state fluorescence quantum yields up to unity, but also lowers the LUMO energy levels, owing to pπ-π* conjugation. The application of both organoborons as emitters for organic light-emitting diodes is evaluated. The devices of them exhibit superior electroluminescent efficiencies to the devices of counterparts, demonstrating that B-N coordination is conducive to electroluminescent property of the luminogens.

Aggregation-induced emission enhancement (AIEE)-active tetraphenylethene (TPE)-based chemosensor for Hg2+ with solvatochromism and cell imaging characteristics

An aggregation-induced emission enhancement (AIEE)-active fluorescent sensor based on a tetraphenylethene (TPE) unit has been successfully designed and synthesized. Interestingly, the luminogen could detect Hg2+ with high selectivity in an acet

Electron donor compound and preparation method thereof, light emitting device and display device

The invention relates to an electron donor compound, a light-emitting device, a preparation method of the light-emitting device and a display device. The electron donor compound has the following structural groups: each R1 independently selected from hydrogen, a trimethylsilyl group, a cyclohexyl group, a 3-pentyl group, a 4-(9,9'-spirobifluorene) group, a 2-(9,9'-diphenyl fluorene) group or a tetraphenyl vinyl group, wherein each R1 is not hydrogen at the same time. When the electron donor compound provided by the invention is used as an electron donor material to be applied to an interface heterojunction exciplex system, the original contact point of an electron donor and an electron acceptor is isolated by a non-hydrogen substituent, so that electrons and holes are separated in space, according to the invention, electrons of the electron acceptor layer can be prevented or hindered from easily moving into the electron donor layer, so that the electrification problem of quantum dots is avoided or relieved, and the efficiency and the service life of the light-emitting device are improved.