1785-51-9

Basic information

• Product Name: pyrene-1,6-dione
• Synonyms: pyrene-1,6-dione;1,6-pyrenequinone;PYRENEQUINONE;1,6-Dihydropyrene-1,6-dione;1,6-Pyrenedione
• CAS NO: 1785-51-9
• Molecular Formula: C₁₆H₈O₂
• Molecular Weight: 232.23352
• EINECS: 217-238-8
• Mol File: 1785-51-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 314.4°C (rough estimate)
• Flash Point: 177.8°C
• Appearance: /
• Density: 1.2260 (rough estimate)
• Vapor Pressure: 2.4E-09mmHg at 25°C
• Refractive Index: 1.4700 (estimate)
• CAS DataBase Reference: pyrene-1,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: pyrene-1,6-dione(1785-51-9)
• EPA Substance Registry System: pyrene-1,6-dione(1785-51-9)

Safety Data

• Hazardous Substances Data: 1785-51-9(Hazardous Substances Data)

Usage

General Description

Pyrene-1,6-dione is a chemical compound that belongs to the polycyclic aromatic hydrocarbons (PAHs) group. It is a yellow-colored crystalline solid that is sparingly soluble in water. Pyrene-1,6-dione is used as a reagent in organic synthesis to produce various compounds and has also been studied for its potential applications in organic light-emitting devices and other electronic materials. It is important to handle pyrene-1,6-dione with care as it is considered to be toxic and may cause skin and eye irritation upon contact. Overall, pyrene-1,6-dione is a versatile compound with unique properties that make it useful in various chemical applications.

InChI:InChI=1/C16H8O2/c17-13-8-4-10-2-6-12-14(18)7-3-9-1-5-11(13)16(10)15(9)12/h1-8H

Upstream product

• 129-00-0 pyrene 
• 10262-84-7 1,6-dihydroxypyrene 
• 7722-84-1 dihydrogen peroxide 
• 64-19-7 acetic acid 
• 7664-93-9 sulfuric acid 
• 5355-83-9 3,5,8,10-tetrachloropyrene-1,6-quinone 
• 32692-38-9 1,3,4,5,6,8,9,10-octachloro-4,5,9,10-tetrahydropyrene 
• 28767-61-5 1,3,6,8-tetranitropyrene 
• 81-29-8 1,3,6,8-tetrachloropyrene 
• 7446-70-0 aluminium trichloride 
• 918308-05-1 2,2'-biphenyldiacetylchloride 
• 98-95-3 nitrobenzene 
• 696-33-3 iodoxybenzene 
• 14923-84-3 1,6-diaminopyrene 

Downstream Products

• 1253622-58-0 C₇₄H₄₂O₄ 
• 128-97-2 naphthalene-1,4,5,8-tetracarboxylic acid 
• 18084-56-5 5-phenylamino-1,6-pyrenequinone 
• 92261-66-0 3,5-diphenylamino-1,6-pyrenequinone 
• 92261-65-9 5,8-diphenylamino-1,6-pyrenequinone 
• 81-30-1 1,4,5,8-naphthalenetetracarboxylic dianhydride 
• 23353-92-6 5H-cyclopentaphenalen-5-one 
• 187-78-0 Pyracyclen 
• 858267-50-2 3-nitro-pyrene-1,6-dione 
• 10262-84-7 1,6-dihydroxypyrene 

Relevant articles and documents

A comparison of optical, electrochemical and self-assembling properties of two structural isomers based on 1,6- and 1,8-pyrenedione chromophores

Two isomeric donor-acceptor-donor (DAD) pyrene chromophores were synthesized and their optical, electrochemical and solid-state properties were investigated. Both chromophores showed similar light absorption profiles that spanned the visible region from 3

Pyrenediones as versatile photocatalysts for oxygenation reactions with: In situ generation of hydrogen peroxide under visible light

Pyrenediones (PYDs) are efficient photocatalysts for three oxygenation reactions: Epoxidation of electron deficient olefins, oxidative hydroxylation of organoborons, and oxidation of sulfides via in situ generation of H2O2 under visible light irradiation, using oxygen as a terminal oxidant and IPA as a solvent and a hydrogen donor.

Copper(i)-based oxidation of polycyclic aromatic hydrocarbons and product elucidation using vacuum ultraviolet spectroscopy and theoretical spectral calculations

Copper(i) complexes supported by fluorinated 1,3,5-triazapentadienyl ligands have been used as catalysts for the oxidation of anthracene, naphthalene, and pyrene to the corresponding quinones, using H2O2 as an oxidant under mild conditions without an acid co-catalyst. Gas chromatography-vacuum ultraviolet spectroscopy (GC-VUV) combined with time-dependent density functional theory theoretical computations of absorption spectra was demonstrated as a new and useful tool-set for unknown determination in complex reaction mixtures, especially when standards are not available for spectral comparisons and product mixtures involve closely related isomers. The anthracene has been converted to 9,10-anthraquinone in quantitative yield using this copper catalyzed process. The oxidation of naphthalene afforded 1,4-naphthoquinone as the major product, and 1-naphthol and 2-naphthol as minor products. The pyrene oxidation resulted in 4,5-, 1,6-, and 1,8-pyrenequinones, among other products. The X-ray crystal structure of [N{(CF3)C(C6F5)N}2]CuNCCH3 is also reported.