164461-18-1

Basic information

• Product Name: 1-Pyrenylboronic acid
• Synonyms: 1-Pyreneboronic Acid (contains varying amounts of Anhydride);1-Pyreneboronic acid, 1-Pyrenylboronic acid;Pyren-1-ylboronic acid;1-Pyrenylboronic aci;1-Pyrenyboronic acid;1-Boronopyrene;Pyrene-1-boronic acid >=95.0%;PYRENE-1-BORONIC ACID
• CAS NO: 164461-18-1
• Molecular Formula: C₁₆H₁₁BO₂
• Molecular Weight: 246.07
• EINECS: 1592732-453-0
• Product Categories: Boron Compounds;blocks;BoronicAcids;Electronic Chemicals;B (Classes of Boron Compounds);Boronic Acids;Pyrenes;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, functional materials;Aryl Boronic Acids;Boronic Acids and Derivatives;Chemical Synthesis;Organometallic Reagents;Unsubstituted Aryl Boronic Acids;OLED materials,pharm chemical,electronic
• Mol File: 164461-18-1.mol
• Article Data: 26

Chemical Properties

• Melting Point: 247-251 °C(lit.)
• Boiling Point: 509.4 °C at 760 mmHg
• Flash Point: 261.9 °C
• Appearance: Pale yellow/Powder
• Density: 1.35 g/cm³
• Vapor Pressure: 3.36E-11mmHg at 25°C
• Refractive Index: 1.804
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 8.53±0.30(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 1-Pyrenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pyrenylboronic acid(164461-18-1)
• EPA Substance Registry System: 1-Pyrenylboronic acid(164461-18-1)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 164461-18-1(Hazardous Substances Data)

Usage

Chemical Properties

White to light brown solid

Uses

Different sources of media describe the Uses of 164461-18-1 differently. You can refer to the following data:
1. It is an important raw material and intermediate used in organic synthesis agrochemical, pharmaceutical and dyestuff field. Also used as a intermediate for organic light-emitting diode(OLED).
2. suzuki reaction

InChI:InChI=1/C16H11BO2/c18-17(19)14-9-7-12-5-4-10-2-1-3-11-6-8-13(14)16(12)15(10)11/h1-9,18-19H

Upstream product

• 7789-20-0 water-d2 
• 121-43-7 Trimethyl borate 
• 1714-29-0 1-bromopyrene 
• 7732-18-5 water 
• 688-74-4 boric acid tributyl ester 
• 349666-24-6 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene 
• 1369381-75-8 C₂₂H₂₃BO₂ 
• 129-00-0 pyrene 
• 5419-55-6 Triisopropyl borate 
• 1033995-63-9 oxonium 
• 76-09-5 2,3-dimethyl-2,3-butane diol 

Downstream Products

• 60714-31-0 2-phenyl-1-(1-pyrenyl)ethanone 
• 1369432-56-3 2,7-bis(pyren-1-yl)-9,9-bis(4-diphenylaminophenyl)fluorene 
• 1369432-57-4 7-(pyren-1-yl)-2,9,9-tris(4-diphenylaminophenyl)fluorene 
• 5101-27-9 1-phenyl pyrene 
• 1431507-54-8 1-(4-tert-butylphenyl)-2-(4-(pyren-1-yl)phenyl)-1H-phenanthro[9,10-d]imidazole 
• 1169709-32-3 C₅₁H₃₀N₂ 
• 1107651-56-8 methyl (Z)-2-(tert-butoxycarbonylamino)-3-phenyl-3-(pyren-1-yl)acrylate 
• 1107651-61-5 methyl (E)-2-(tert-butoxycarbonylamino)-3-phenyl-3-(pyren-1-yl)acrylate 
• 1042668-92-7 2-pyrenyl-9,10-diphenylanthracene 

Relevant articles and documents

Electron injection into DNA: Synthesis and spectroscopic properties of pyrenyl-modified oligonucleotides

The nucleoside 5-(1-pyrenyl)-2′-deoxyuridine (1) was prepared by a Suzuki-Miyaura cross-coupling reaction and subsequently used as a DNA building block in order to prepare a range of modified oligonucleotides using phosphoramidite chemistry. The DNA duplexes contain a pyrenyl group covalently attached to the nucleobase uracil. Upon excitation at 340 nm an intramolecular electron transfer from the pyrenyl group to the uracil moiety takes place which represents an injection of an excess electron into the DNA base stack. Based on the results obtained by steady-state fluorescence and time-resolved pump-probe laser spectroscopy it was possible to show that base-to-base electron transfer can occur from the Py-dU group only to adjacent thymines.

Pyrene boronic acid cyclic ester: A new fast self-recovering mechanoluminescent material at room temperature

Two pyrene boronic acid cyclic esters, PPB and NPB, were prepared and their solid state fluorescence properties were investigated. Interestingly, the results showed that PPB with a 5-membered ring possessed reversible mechanoluminescence and vapochromic behaviour with a fast self-recovering ability at room temperature, whereas NPB with a 6-membered ring did not. It was demonstrated that the mechanically responsive fluorescence properties of PPB and NPB were highly related to the molecular packing mode and the solid state plasticity.

Synthesis, in vitro metabolism, cell transformation, mutagenicity, and DNA adduction of dibenzo[c,mno] chrysene

Polycyclic aromatic hydrocarbons (PAHs) are ubiquitous environmental pollutants. Due to its structural similarity with the potent carcinogen dibenzo [a,l] pyrene (DB [a,l]P) and because of its environmental presence, dibenzo[c,mno]chrysene (naphtho[1,2-a]pyrene, N[1,2-a]P) is of considerable research interest. We therefore developed an efficient synthesis of N[1,2-a]P, and examined its in vitro metabolism by male Sprague Dawley rat liver S9 fraction. Its mutagenic activity in S. typhimurium TA 100 and its morphological cell transforming ability in mouse embryo fibroblasts were evaluated. On the basis of spectral analyses, the in vitro major metabolites were identified as the fjord region dihydrodiol trans-9,10-dihydroxy-9,10- dihydro-N[1,2-a]P (N[1,2-a]P-9,10-dihydrodiol), the K-region diols N[1,2-a]P-4,5-dihydrodiol and N[1,2-a]P-7,8-dihydrodiol, and also the 1-, 3-, and 10-hydroxy-N[1,2-a]P; the structure of N[1,2-a]P-9,10-dihydrodiol was also confirmed by independent synthesis. In assays with S. typhimurium TA 100, N[1,2-a]P-9,10-dihydrodiol was half as mutagenic as (±)-trans-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene (B[a]P-7,8-dihydrodiol) at ≥ nmol/plate. N[1,2-a]P-9,- 10-dihydrodiol was much more mutagenic than N[1,2-a]P at all dose levels, suggesting that the N[1,2-a]P-9,10-dihydrodiol is the likely proximate mutagen of N[1,2-a]P. Evaluation of morphological cell transformation in C3H10T1/2C18 mouse embryo fibroblasts revealed that N[1,2-a]P was comparable to B[a]P. We further examined the pattern of in vitro adduct formation between calf thymus DNA and (±)-anti-9,10-dihydroxy-9,10-dihydro-11,12-epoxy- 9,10,11,12-tetrahydro-N[1,2-a]P (N[1,2-a]PDE) and found that dG-adduct formation is 2.9-fold greater than dA-adduct formation. On the basis of our results and those reported in the literature, our working hypothesis is that N[1,2-a]P may be added to the list of potent carcinogens that includes DB [a,l]P. This hypothesis is currently being tested in our laboratory.

Synthesis and luminescent properties of new blue polymer light-emitting diodes material, poly(9-(3-vinyl-phenyl)-pyrene)

Polymer light-emitting diodes (PLEDs) have attracted much attention from academia and industry field because PLED has advantage property that is well-suited to flexible lighting and solution processed device. In this paper, we suggest new blue emitting polymer based on pyrene, poly(9-(3-Vinyl-phenyl)-pyrene) (PVPPy). From NMR data, vinyl group protons were disappeared and aromatic protons showed broad proton peaks because of polymer characteristics. PVPPy film can be obtained from spin coating with solution used by common solvents. It exhibited photoluminescence (PL) maximum value of 468 nm and full width at half maximum (FWHM) value of 73 nm. Three dopants for green, red, yellow were used to PVPPy, all energy transfer was happened well.

A spirobifluorene derivative as a single-emitting component for a highly efficient white organic electroluminescent device

We describe how the morphology, photoluminescence (PL), and electroluminescence properties of 2,2′,7,7′-tetrakis(pyren-1-yl)-9, 9′-spirobifluorene (TPSBF) are related to its film thickness and how, under optimized conditions, the three main PL emissions constitute a form of white light. We fabricated high-brightness, broad-spectrum, white-light organic light-emitting diodes, incorporating a single emission layer of the blue-light-emitting material TPSBF, which comprises four pyrene units linked to a spirobifluorene core. An organic light-emitting device with the configuration indium tin oxide (170a nm)/4,4′,4′′-tris[N-(2-naphthyl)-N- phenylamino]triphenylamine (15a nm)/4,4′-bis[N-(1-naphthyl)-N-phenylamino] biphenyl (65a nm)/TPSBF (50a nm)/tris(8-hydroxyquinoline)aluminum (30a nm)/LiF (0.8a nm)/Al (200a nm) exhibited a broad-spectrum white emission with a maximum luminescence and current efficiency of 57 680a cd m-2 and 6.51a cd A-1, respectively, and Commission International De l'Eclairage coordinates of (0.29,0.36). All aglow: High-brightness, broad-spectrum, white-light organic light-emitting diodes, incorporating a single emission layer of the blue-light-emitting material 2,2′,7,7′-tetrakis(pyren-1-yl)- 9,9′-spirobifluorene (TPSBF), which comprises four pyrene units linked to a spirobifluorene core, are described (see figure). Copyright

aromatic compound having fused cyclic substituent in aromatic ring and organic light-emitting diode including the same

The present invention relates to a compound having a cyclic substituent fused with a cyclic ring and an organic light emitting diode including the same, and more particularly, to a compound for an organic light emitting diode represented by chemical formula A and an organic light emitting diode including the same. In chemical formula A, X is a substituent having structural formula X, Y is a substituent of structural formula Y1, n is an integer from 1 to 4, and structural formulas X and Y1 are the same as described in detailed description of the present invention.