24463-15-8

Usage

Uses

1. Used in Organic Synthesis:
1-Pyrenemethanol is used as a synthetic building block for the creation of various chemical products and materials, due to its unique chemical structure and properties.
2. Used in the Synthesis of Fluorescent Sensors:
1-Pyrenemethanol is used as a starting material for the synthesis of pincer-like benzene-bridged fluorescent selective sensors, specifically for adenosine-5′-triphosphate (ATP) detection. Its role in this application is to provide a stable and sensitive platform for detecting ATP, which is crucial in various biological and medical applications.
3. Used in the Synthesis of Polymers:
1-Pyrenemethanol is utilized as a starting material for the synthesis of pyrene-end poly(glycidyl methacrylate) polymer. This polymer has potential applications in various industries, including materials science and engineering, due to its unique properties and characteristics.
4. Used as an Initiator in Polymer Synthesis:
1-Pyrenemethanol serves as an initiator for the synthesis of pyrene core star polymers. These star polymers have potential applications in areas such as drug delivery, imaging, and sensing, thanks to their unique structural and functional properties.
5. Used in Pharmaceutical and Agrochemical Synthesis:
1-Pyrenemethanol is employed in the synthesis of 1-pyrenecarboxaldehyde, an important intermediate in the pharmaceutical and agrochemical fields. This intermediate is crucial for the development of new drugs and agrochemical products, highlighting the importance of 1-Pyrenemethanol in these industries.

InChI:InChI=1/C17H12O/c18-10-14-7-6-13-5-4-11-2-1-3-12-8-9-15(14)17(13)16(11)12/h1-9,18H,10H2

Upstream product

• 111077-41-9 1-pyrenylmethyl p-toluate 
• 2595-90-6 1-bromomethylpyrene 
• 1386958-83-3 (2-nitrophenyl)(pyren-1-ylmethyl)selane 
• 67-56-1 methanol 
• 220196-58-7 1-(pyren-1-ylmethyloxy)-2-pyridone 
• 350498-58-7 1,2,3,4-di-O-isopropylidene-D-galactopyranosyl pyren-1-ylmethoxycarbonate 
• 169268-03-5 (1-pyrenyl)methoxycarbonylglycine 

Downstream Products

• 1086-00-6 1-chloromethylpyrene 
• 1006061-57-9 1-(azidomethyl)pyrene 
• 3029-19-4 pyrene-1-aldehyde 
• 103698-30-2 3-(1'-Pyrenyl)-acrylonitrile 
• 74833-81-1 bis-(1-pyrenylmethyl)ether 
• 1144517-32-7 1-[(4-azido-2,3,5,6-tetrafluorobenzoyloxy)methyl]pyrene 
• 1115084-83-7 1-((prop-2-yn-1-yloxy)methyl)-pyrene 
• 1261647-03-3 C₃₄H₂₇NO₅ 
• 129-00-0 pyrene 
• 169268-09-1 N-[(pyren-1-yl)methoxycarbonyl]-L-phenylalanine 
• 1251958-96-9 N-[(pyren-1-yl)methoxycarbonyl]-L-phenylalanine methyl ester 
• 1251958-97-0 N-[(pyren-1-yl)methoxycarbonyl]-L-tyrosine methyl ester 
• 1251958-98-1 N-[(pyren-1-yl)methoxycarbonyl]-L-3,4-dihydroxyphenylalanine methyl ester 
• 1251958-94-7 N-[(pyren-1-yl)methoxycarbonyl]-2-(3',4'-dihydroxy-1'-phenyl)ethylamine 

Related news

Photoreactions on latex surfaces: Excimer formation of 1-PYRENEMETHANOL (cas 24463-15-8) on polystyrene latex particles07/12/2019

Excimer formation from 1-pyrenemethanol (PyM) and several other pyrene derivatives is investigated in aqueous dispersions of polystyrene (PS) latex, as well as in homogeneous solutions. The efficiency of excimer formation is markedly enhanced on going from the homogeneous aqueous solutions to th...detailed

Photoinduced electron transfer from indolic compounds to 1-PYRENEMETHANOL (cas 24463-15-8) in polystyrene latex dispersions07/11/2019

Photoinduced electron transfer from indolic compounds to 1-pyrenemethanol (PyM) in polystyrene latex dispersions has been studied by steady-state and time-resolved fluorescence spectroscopy. The photoinduced electron transfer reaction is observed by monitoring fluorescence quenching of PyM. The ...detailed

Relevant academic research and scientific papers

A pillararene-based ternary drug-delivery system with photocontrolled anticancer drug release

A study was conducted to report a supramolecular system that met these design criteria. Specifically, a photodegradable anticancer prodrug ( Py-Cbl ) containing the anticancer drug chlorambucil and fluorophore pyrene was designed and synthesized. The photo-cleavable group here performed two important functions, such as providing photoresponsive control over the drug release and serving as a linker between the fluorophore and the drug. The absorption and emission spectra of Py-Cbl were first investigated by using UV and fluorescence spectroscopy. The band at 340 nm corresponding to Py-Cbl was similar to that of PyOH in water.

Selenium Blue-α and -β: Turning on the fluorescence of a pyrenyl fluorophore via oxidative cleavage of the Se-C bond by reactive oxygen species

Rapid oxidation of nonfluorescent pyrenyl-CH2SeAr (Ar = o-nitrophenyl) by hypochlorite yielded pyrenyl-CH2Cl and pyrenyl-CH2OH and turns on blue fluorescence, while slow oxidation of pyrenyl-CH2SeAr with excess

Anthraquinon-2-ylmethoxycarbonyl (Aqmoc): A new photochemically removable protecting group for alcohols

(formula presented) Synthesis and photochemistry of a new photochemically removable protecting group for alcohols is described. Four carbonates of galactose derivatives (1-4) were synthesized from the corresponding arylmethanols via 4-nitrophenyl carbonate intermediates. Among them, photolysis of anthraquinon-2-ylmethoxycarbonyl (Aqmoc) galactose (1) proceeded with overall photolysis efficiency of 150 (quantum yield 0.10, and molar absorptivity 1500 M-1 cm-1) and rate constant of ～106 s-1. To demonstrate its application to a biologically related molecule, 5′-Aqmoc-adenosine (5) was synthesized and photolyzed to yield adenosine in 91% yield.

Competitive occurrence of homolytic N-O and heterolytic C-O bond cleavage in excited-state 1-(arylmethyloxy)-2-pyridones

The irradiation at 340 nm of the title compounds having 9-anthryl and pyren-1-yl groups in methanol was found to give the heterolytic C-O bond cleavage products: 1-hydroxy-2-pyridone and aryl-substituted dimethyl ether (which predominate for the reaction of the former title compound) in addition to 2-pyridone, aryl-substituted methanol and aryl-substituted formaldehyde derived from the homolysis of the N-O bond (which mainly occurs in the photolysis of the latter title compound). It was also found that substitution of the methyl group for hydrogen at the 6-position of the pyridone skeleton in 1-(9-anthrylmethyloxy)-2-pyridone decreases the relative composition of the arylsubstituted dimethyl ether to some extent. These substituent effects on the product compositions were explained in terms of stereoelectronic effects on a charge transfer-type interaction between the aromatic and pyridone rings in the singlet excited state. Analyses of the ground-state conformation for the title compounds by MM2 calculations and 1H NMR spectroscopy, as well as of their singlet excited-state behaviour, substantiated the existence of a non-emissive intramolecular exciplex intermediate which plays a key role in inducing the C-O bond heterolysis.

Photoinduced heterolysis of the carbon-oxygen bond in bichromophoric 1- arylmethyloxy-2-pyridones

Irradiation of the title compound having a 9-anthryl (1a) or a 1- pyrenyl group (1b) in methanol was found to give the heterolytic C-O bond cleavage products: 1-hydroxy-2-pyridone and arylmethyl methyl ether, (which predominate for the reaction of 1a), along with 2-pyridone, aryl-substituted methanol and aryl aldehyde derived from the homolysis of the N-O bond (that mainly occurs in the photolysis of 1b). Spectroscopic analysis of the ground- state and excited singlet-state behavior of 1 revealed that a non-emissive intramolecular exciplex (whose formation rate is much faster in 1a than in 1b) plays a key role in inducing the C-O bond heterolysis.

(1-PYRENYL)METHYL CARBAMATES FOR FLUORESCENT "CAGED" AMINO ACIDS AND PEPTIDES

A highly fluorescent 1-pyrenylmethyloxycarbonyl amino acid (Pmoc-amino acid) is obtained in moderate yield by the reaction of (1-pyrenylmethyl)-4-nitrophenylcarbonate with an amino acid in the presence of sodium carbonate.The condensation of Pmoc-amino acid with an amino acid gives Pmoc-peptide in the presence of 1-ethyl-3-(3-dimethylaminepropyl)carbodiimide and 1-hydroxybenzotriazole.The amino acid is recovered from an H2O-dioxane (2:3) solution of Pmoc-amino acid by irradiation through a Pyrex filter with a medium pressure Hg lamp or at 340 nm.Although the quantum yield of the photolysis is rather low (ca 0.01), the photolysis proceeds fast and efficiently due to the large absorption coefficient of Pmoc-amino acid at around 340 nm.Thus, the use of Pmoc-amino acid as a "caged" amino acid is promising.

1-PYRENYLMETHYL ESTERS, PHOTOLABILE PROTECTING GROUPS FOR CARBOXYLIC ACIDS

1-Diazomethylpyrenes were prepared and reacted with carboxylic acids to give 1-pyrenylmethyl esters.The fluorescent esters were photolysed at 340 nm in methanol to form the starting acids and the corresponding 1-methoxymethylpyrenes in high yields.