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Pyrene

Base Information
  • Chemical Name:Pyrene
  • CAS No.:129-00-0
  • Deprecated CAS:76165-23-6
  • Molecular Formula:C16H10
  • Molecular Weight:202.255
  • Hs Code.:29349990
  • European Community (EC) Number:204-927-3
  • ICSC Number:1474
  • NSC Number:66449,17534
  • UN Number:3082
  • UNII:9E0T7WFW93
  • DSSTox Substance ID:DTXSID3024289
  • Nikkaji Number:J2.940H
  • Wikipedia:Pyrene
  • Wikidata:Q415723
  • NCI Thesaurus Code:C1209
  • Pharos Ligand ID:NWAR8FUN5F4D
  • Metabolomics Workbench ID:49685
  • ChEMBL ID:CHEMBL279564
  • Mol file:129-00-0.mol
Pyrene

Synonyms:pyrene

Suppliers and Price of Pyrene
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Pyrene
  • 25g
  • $ 75.00
  • TCI Chemical
  • Pyrene (purified by sublimation) >98.0%(GC)
  • 1g
  • $ 36.00
  • TCI Chemical
  • Pyrene >97.0%(GC)
  • 25g
  • $ 41.00
  • TCI Chemical
  • Pyrene >97.0%(GC)
  • 500g
  • $ 552.00
  • TCI Chemical
  • Pyrene >97.0%(GC)
  • 100g
  • $ 135.00
  • Sigma-Aldrich
  • Pyrene puriss. p.a., for fluorescence, ≥99.0% (GC)
  • 10g
  • $ 125.00
  • Sigma-Aldrich
  • Pyrene certified reference material, TraceCERT
  • 100mg
  • $ 100.00
  • Sigma-Aldrich
  • Pyrene 98%
  • 100g
  • $ 85.90
  • Sigma-Aldrich
  • Pyrene Pyrene for synthesis. CAS 129-00-0, molar mass 202.26 g/mol., for synthesis
  • 8210510250
  • $ 194.00
  • Sigma-Aldrich
  • Pyrene for synthesis
  • 250 g
  • $ 185.92
Total 169 raw suppliers
Chemical Property of Pyrene
Chemical Property:
  • Appearance/Colour:Yellow green crystal 
  • Vapor Pressure:2.28E-06mmHg at 25°C 
  • Melting Point:148 °C 
  • Refractive Index:1.851 
  • Boiling Point:404 °C at 760 mmHg 
  • PKA:>15 (Christensen et al., 1975) 
  • Flash Point:168.8 °C 
  • PSA:0.00000 
  • Density:1.248 g/cm3 
  • LogP:4.58400 
  • Storage Temp.:APPROX 4°C 
  • Solubility.:ethanol: soluble 
  • Water Solubility.:almost insoluble 
  • XLogP3:4.9
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:0
  • Rotatable Bond Count:0
  • Exact Mass:202.078250319
  • Heavy Atom Count:16
  • Complexity:217
Purity/Quality:

99% *data from raw suppliers

Pyrene *data from reagent suppliers

Safty Information:
  • Pictogram(s): VeryT+,Dangerous
  • Hazard Codes:N,T+,T,F,Xn 
  • Statements: 50/53-36/37/38-26-39/23/24/25-23/24/25-11-63-43-45-67-65-38-51/53-52/53-40 
  • Safety Statements: 60-61-45-36/37-28A-22-16-7-24/25-23-53-62-26 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Other Classes -> Polycyclic Aromatic Hydrocarbons
  • Canonical SMILES:C1=CC2=C3C(=C1)C=CC4=CC=CC(=C43)C=C2
  • Inhalation Risk:Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.
  • Effects of Short Term Exposure:Exposure to sun may enhance the irritating effect of this substance. This may result in chronic skin discoloration.
  • Uses It can be used as raw material of organic synthesis. For example, it can be used for production of 1, 4, 5, 8-naphthalene tetracarboxylic acid via oxidation. It can be applied to dyes, synthetic resins and plastics; it can also be used for the manufacturing of vat dye Brilliant Orange GR and various kinds of other dyes. Moreover, it can also be used for the manufacturing of pesticides and plasticizers. Pyrene occurs in coal tar. Also obtained by the destructive hydrogenation of hard coal. Found in wastewater in aquatic environments, and possesses genotoxic characteristics relating to estrogenic/andr ogenic, antiestrogenic and antiandrogenic activity. Pyrene and its derivatives are used commercially to make?dyes?and dye precursors, for example?pyranine?and naphthalene-1,4,5,8-tetracarboxylic acid. It is used as a probe to determine solvent environments and fluorescence spectroscopy. Pyrene may be used as an analytical reference standard for the quantification of the analyte in environmental tobacco smoke samples using high-performance liquid chromatography technique.
  • Production method Pyrene is mainly presented in the distillates of coal tar pitch. Send the asphalt for vacuum distillation under medium temperature; at the same time, directly send a small amount of the overheated steam to the distillation vessel; take the narrow fraction of pyrene and then use the mixed solution of solvent oil and ethanol or a mixed solution of benzene and solvent oil for recrystallization to obtain industrial pyrene with purity of 95%.
  • Description Pyrene is an organic compound with chemical formula C16H10, light yellow monoclinic crystal (pure product is colorless), aromatic, combustible[1], insoluble in water and soluble in ethanol and ether. It can carry out electrophilic substitution, such as halogenation, nitration, sulfonation and other reactions. Pyrene mainly exists in the distillate of coal tar pitch. Pyrene is an organic synthetic raw material, which can be oxidized to produce 1,4,5,8-naphthalene tetracarboxylic acid, which is used in dyes, synthetic resins, disperse dyes and engineering plastics; After acylation, the vat dye brilliant orange GR and other dyes can be prepared. It can also make pesticides, plasticizers, etc. On October 27, 2017, the list of carcinogens published by the international agency for research on cancer of the World Health Organization was preliminarily sorted out for reference. Pyrene was included in the list of three types of carcinogens.
  • Physical properties Colorless solid (tetracene impurities impart a yellow color) or monoclinic prisms crystallized from alcohol. Solutions have a slight blue fluorescence.
Technology Process of Pyrene

There total 277 articles about Pyrene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With hydrogen; In gas; at 900 ℃; Further byproducts given; electrically heated vertical laboratory tubular furnace;
DOI:10.1016/S0040-4039(00)76957-7
Guidance literature:
In chloroform; at 24 ℃; Equilibrium constant;
Refernces

Modulating the photoisomerization of N,C-chelate organoboranes with triplet acceptors

10.1021/ol302742g

The research aims to modulate the photoisomerization efficiency of N,C-chelate boryl chromophores, which are photoresponsive materials with potential applications in molecular electronics, optical data storage, molecular switching, and logic technologies. The study focuses on understanding the role of triplet acceptors, such as naphthalene, pyrene, and anthracene, in controlling the photoisomerization process and establishing the involvement of a photoactive triplet state in the isomerization of these photochromic compounds. The researchers synthesized a series of compounds (1-3) incorporating a photochromic boryl chromophore and different aromatic acceptors with varying triplet energies. They found that the photoisomerization quantum yield can be modulated by controlling the triplet energy of the acceptor, with compounds 1 and 2 undergoing quantitative conversion to their dark isomers with different quantum yields, while compound 3 showed suppressed isomerization. The study concluded that the photoisomerization of N,C-chelate dimesitylboranes likely proceeds via a triplet state, and the photoreactivity can be effectively modulated by controlling the triplet-triplet energy gap between the photochromic unit and the triplet acceptor chromophore. This finding has significant implications for the design of photochromic N,C-chelate boron compounds, suggesting that the photoisomerization can be sensitized or quenched using appropriate triplet sensitizers or acceptors.

CALIXARENES. 23. THE COMPLEXATION AND CATALYTIC PROPERTIES OF WATER SOLUBLE CALIXARENES

10.1016/S0040-4020(01)86171-8

The research investigates the complexation and catalytic properties of water-soluble calixarenes, specifically those with dialkylamino and carboxyethyl groups. The study aims to understand how these calixarenes form host-guest complexes with various hydrocarbons and their catalytic effects on the acid-catalyzed hydrolysis of N-benzoyl-1,4-dihydroxybenzene. The researchers synthesized a series of water-soluble calixarenes by introducing amino and carboxyethyl groups at the "upper rim" of the calixarene structure using methods like Mannich bases and quaternization. They found that the calix[6]arene was particularly effective in forming complexes with hydrocarbons like pyrene and anthracene, and it also showed significant catalytic activity in the hydrolysis reaction. The study concludes that the dimensions of the hydrocarbon guest molecules and the "lower rim" of the calixarene play a crucial role in complexation, and the calixarenes' flexibility affects their catalytic efficiency. The chemicals used in the process include p-(diallylamino)calixarenes, p-(carboxyethyl)calixarenes, various hydrocarbons like pyrene and anthracene, and reagents for the synthesis such as formaldehyde, secondary amines, and sodium borohydride.

Enzyme-triggered disassembly of dendrimer-based amphiphilic nanocontainers

10.1021/ja906162u

The study focuses on creating amphiphilic dendrimers that can encapsulate hydrophobic guest molecules and release them in response to an enzymatic trigger. The micellar behavior of the dendrimers was studied using pyrene as a probe, and it was found that the critical aggregation concentrations (CACs) decreased with increasing dendrimer generation. Dynamic light scattering (DLS) studies showed that the size of the dendrimers decreased upon exposure to porcine liver esterase (PLE), indicating disassembly. Fluorescence studies confirmed the release of pyrene from the dendrimers upon enzymatic disassembly. The rate of disassembly and guest release was found to be generation-dependent, with higher-generation dendrimers showing slower kinetics due to steric protection of the ester functionalities. Pentaethylene Glycol (PEG) is a linear polyether with multiple ethylene oxide units. PEG is used as the hydrophilic unit in the dendrimers to enhance water solubility and to prevent nonspecific interactions with biological systems. It also helps in stabilizing the micellar structure.The study demonstrates the potential of these enzyme-responsive dendrimers for targeted drug delivery and biosensing applications.

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