34246-96-3

Basic information

• Product Name: 1-METHOXYPYRENE
• Synonyms: 1-METHOXYPYRENE;1-Hydroxypyrene methyl ether;3-Methoxypyrene;Pyrene, 1-methoxy-;-METHOXYPYRENE
• CAS NO: 34246-96-3
• Molecular Formula: C₁₇H₁₂O
• Molecular Weight: 232.27658
• Product Categories: organic chemicals and derivatives/others;OLED
• Mol File: 34246-96-3.mol

Chemical Properties

• Melting Point: 155℃
• Boiling Point: 408.6°C at 760 mmHg
• Flash Point: 165.7°C
• Appearance: /
• Density: 1.248g/cm³
• Vapor Pressure: 1.64E-06mmHg at 25°C
• Refractive Index: 1.795
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-METHOXYPYRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHOXYPYRENE(34246-96-3)
• EPA Substance Registry System: 1-METHOXYPYRENE(34246-96-3)

Safety Data

• Hazardous Substances Data: 34246-96-3(Hazardous Substances Data)

Usage

Uses

1-methoxypyrene is a pyrene derivative with electroluminescence characteristics. It is used as a reactant in the synthesis of 1-Hydroxypyrene-2-carbaldehyde, a highly selective colorimetric and fluorescent chemosensor for lysine.

InChI:InChI=1/C17H12O/c1-18-15-10-8-13-6-5-11-3-2-4-12-7-9-14(15)17(13)16(11)12/h2-10H,1H3

Upstream product

• 5315-79-7 1-hydroxypyrene 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 1714-29-0 1-bromopyrene 
• 1691-65-2 1-fluoropyrene 
• 124-41-4 sodium methylate 
• 129-00-0 pyrene 
• 3029-19-4 pyrene-1-aldehyde 
• 74-88-4 methyl iodide 

Downstream Products

• 1527009-89-7 C₂₃H₁₆S 
• 1527009-85-3 C₂₃H₁₆OS 
• 96918-17-1 Nitro-8 pyreno<1,2-b>furanne 

Relevant articles and documents

Stepwise Adsorption of Alkoxy-Pyrene Derivatives onto a Lamellar, Non-Porous Naphthalenediimide-Template on HOPG

The development of new strategies for the preparation of multicomponent supramolecular assemblies is a major challenge on the road to complex functional molecular systems. Here we present the use of a non-porous self-assembled monolayer from uC33-NDI-uC33, a naphthalenediimide symmetrically functionalized with unsaturated 33 carbon-atom-chains, to prepare bicomponent supramolecular surface systems with a series of alkoxy-pyrene (PyrOR) derivatives at the liquid/HOPG interface. While previous attempts at directly depositing many of these PyrOR units at the liquid/HOPG interface failed, the multicomponent approach through the uC33-NDI-uC33 template enabled control over molecular interactions and facilitated adsorption. The PyrOR deposition restructured the initial uC33-NDI-uC33 monolayer, causing an expansion in two dimensions to accommodate the guests. As far as we know, this represents the first example of a non-porous or non-metal complex-bearing monolayer that allows the stepwise formation of multicomponent supramolecular architectures on surfaces.

A novel supermolecular tetrameric vanadate-selective colorimetric and "off-On" sensor with pyrene ligand

Tris(2-((ethylimino)methyl)pyren-1-ol)amine (1) was synthesized and introduced as the first tetrameric vanadate fluorescence sensor, the entire binding of which was successfully accomplished in two steps with distinct colorimetric changes and "off-on" fluorescent enhancement.

Biotransformation of Pyrene by Cell Cultures of Soybean (Glycine max L.), Wheat (Triticum aestivum L.), Jimsonweed (Datura stramonium L.), and Purple Foxglove (Digitalis purpurea L.)

The metabolism of the four-ringed polycyclic aromatic hydrocarbon (PAH) pyrene was investigated using cell suspension cultures of soybean, wheat, purple foxglove, and jimsonweed and callus cultures of soybean and foxglove. In all species, nonextractable residues were found (soybean, jimsonweed, and foxglove suspensions, 14C; soybean and foxglove callus cultures, 20-25%; wheat, 30-40%); soluble metabolites were detected in only foxglove and wheat. About 90% of applied pyrene was transformed in wheat. Corresponding data from soybean and foxglove callus cultures were about 30% and those from soybean, jimsonweed, and foxglove suspensions about 7%. In foxglove, 1-hydroxypyrene methyl ether was identified as the main metabolite, whereas a complex mixture of carbohydrate conjugates of 1-hydroxypyrene was found in wheat. Due to the present results, crop and wild plants may be metabolic sinks for PAHs in the environment. Concentrations and toxicological implications of 1-hydroxypyrene, its derivatives, and analogous metabolites of other PAHs should be investigated.

Excited state intramolecular proton transfer in 1-hydroxypyrene

1-Hydroxypyrene (1) shows unusual acid'base chemistry in its singlet excited state. Whereas most hydroxyarenes experience a marked enhancement in their acidity when excited, and rapidly deprotonate to give the corresponding phenolate anion, this is not an important pathway for 1, despite theoretical predictions that 1 should experience enhanced acidity as well. In this work, we demonstrate that 1 undergoes a competing excited state intramolecular proton transfer from the OH to carbon atoms at the 3, 6, and 8 positions of the pyrene ring to give quinone methide intermediates. When the reaction is carried out in D2O, reversion of these quinone methides to starting material results in replacement of the ring hydrogens with deuterium, providing a convenient handle to follow the reaction with NMR spectroscopy and mass spectrometry. The quantum yield for the reaction is 0.025 and appears to not be strongly dependent on the water content when aqueous acetonitrile solutions are used. 1-(2-Hydroxyphenyl) pyrene (19) was prepared and studied and shows similar reactivity to 1.

A bispyrene derivative as a selective fluorescent probe for RNA

A novel bispyrene compound was synthesized to selectively detect RNA through excimer emission "turn-on" in aqueous solution at physiological pH (7.4). The compound was used to successfully image RNA in HeLa cells.

Synthesis of a new pyrene-devived fluorescent probe for the detection of Zn2+

A novel pyrene-based receptor bearing benzothiazole was synthesized as a good turn-on fluorescent sensor for the recognition of Zn2+. The probe showed an excellent selectivity for Zn2+over most other competing ions (eg, Cr3+, Li+, Cd2+, Al3+, Pb2+, Li+, Mg2+, Ag+, Ca2+, Ni2+, Mn2+, Fe3+, Hg2+, Ba2+, K+, Na+, Cu2+, Fe2+) in EtOH-HEPES (65:35, v/v, pH = 7.20), which might be attributed to the photoinduced electron transfer (PET) mechanism. The formation of 1:1 stoichiometric PBZ-Zn2+ complex was determined based on the Job's plot, 1H NMR titration and ESI-MS. The binding constant of the complex was 4.04 × 104 M?1 with a detection limit of 2.58 × 10?7 M. The potential application of the PBZ in real water samples for recognizing Zn2+ was investigated. Bio-imaging study also revealed that PBZ could be applied to detecting Zn2+ in live cells. These results indicated that PBZ could be a favorable probe for Zn2+.

A selective 'Off-On' fluorescent sensor for Zn2+ based on hydrazone-pyrene derivative and its application for imaging of intracellular Zn2+

A simple and effective fluorescent sensor based on hydrazone-pyrene has been synthesized. This probe displays a highly selective fluorescent enhancement with Zn2+, and application of this probe to detect the intrinsic Zn2+ ions present in pancreatic β-cells was successfully demonstrated.

Cu2+-selective ratiometric and "off-on" sensor based on the rhodamine derivative bearing pyrene group

A new rhodamine-based derivative bearing a pyrene group (PRC) was synthesized as a ratiometric and "off-on" chemosensor for Cu 2+. PRC displayed a selective and chelation enhanced ratiometric fluorescence change and colorlmetric change with Cu

Method for preparing hydroxypyrene compound with high purity

The present invention relates to a method for efficiently removing impurities while minimizing yield loss while minimizing yield loss of a hydroxy pyrene compound as a monomer for manufacturing a polymer compound for a hard mask having anti-reflection characteristics used in a lithographic process of a semiconductor manufacturing process. Pulene purification using pyrene (Pyrene) as starting material The present invention relates to a process for producing a high purity 1 -hydroxypyrene and a process for producing 1 -hydroxypyrene by reacting purified pyrene with a halogen compound under an appropriate solvent and catalyst, and a process for purifying 1 -hydroxypyrene.

Effects of substituents on absorption and fluorescence properties of trimethylsilylethynyl- and tert-butylethynyl-pyrenes

Effects of substituents introduced at 1-position of trimethylsilylethynyl- and tert-butylethynyl-pyrenes on absorption and fluorescence properties were investigated. Fluorescence intensities of 1.0 × 10–5 M CH2Cl2 solutions of these pyrene derivatives were significantly larger than that of pyrene. Absorption of a silyl derivative having a formyl group shifted to longer wavelengths as the solvent polarity increased, whereas that of the carbon analog shifted to shorter wavelengths. On the other hand, in the solvent dependence of fluorescence, both fluorescence of them shifted to longer wavelengths as the polarity of the solvent increased. Fluorescence spectra of pyrene derivatives synthesized in this study at saturated concentrations in CH2Cl2 exhibited excimer emissions in the longer wavelength regions compared to that of unsubstituted pyrene. Fluorescence quantum yields of silicon analogs were higher than that of the corresponding carbon analogs in both solution and solid states. From the results of molecular orbital calculations, it was clarified that the effects of the substituents at the 1-position on the pyrene ring on the absorption and fluorescence properties can be explained by the properties of the molecular orbitals corresponding to the respective electron transitions.