78078-85-0

Basic information

• Product Name: 1,8-Pyrenediol
• Synonyms: 1,8-Pyrenediol
• CAS NO: 78078-85-0
• Molecular Formula: C16H10O2
• Molecular Weight: 234.25
• Mol File: 78078-85-0.mol

Chemical Properties

• Boiling Point: 505.2°C at 760 mmHg
• Flash Point: 253.4°C
• Appearance: /
• Density: 1.474g/cm³
• Vapor Pressure: 7.89E-11mmHg at 25°C
• Refractive Index: 1.941
• CAS DataBase Reference: 1,8-Pyrenediol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-Pyrenediol(78078-85-0)
• EPA Substance Registry System: 1,8-Pyrenediol(78078-85-0)

Safety Data

• Hazardous Substances Data: 78078-85-0(Hazardous Substances Data)

Usage

Chemical class

Polycyclic aromatic hydrocarbons (PAHs)

Formation

Through the oxidation of pyrene

Environmental presence

Common pollutant in fuels, tobacco smoke, and various industrial processes

Genotoxicity

Considered genotoxic, with the potential to cause DNA damage

Carcinogenicity

Classified as a carcinogenic compound

Mutagenicity

Identified as a mutagen, inducing mutations in bacterial and mammalian cells

Health risks

Exposure through inhalation or ingestion can pose significant health risks

Precaution

Minimizing human exposure to 1,8-pyrenediol is important due to its hazardous nature

InChI:InChI=1/C16H10O2/c17-13-7-3-9-1-2-10-4-8-14(18)12-6-5-11(13)15(9)16(10)12/h1-8,17-18H

Upstream product

• 2304-85-0 pyrene-1,8-dione 
• 129-00-0 pyrene 

Relevant articles and documents

Photoinduced electron-transfer systems consisting of electron-donating pyrenes or anthracenes and benzimidazolines for reductive transformation of carbonyl compounds

Photoinduced electron-transfer reactions of several ketone substrates were studied to evaluate the utilities of 1,6-bis(dimethylamino)pyrene (BDMAP), 1,6-dimethoxypyrene (DMP), 9,10-bis(dimethylamino)anthracene (BDMAA), and 9,10-dimethoxyanthracene (DMA) as electron-donating sensitizers cooperating with 2-aryl-1,3-dimethylbenzimidazolines. BDMAP and DMP generally led higher conversion of ketones and better yield of reduction products compared to BDMAA and DMA.

Photochemistry of pyrene on unactivated and activated silica surfaces

Photolysis of pyrene at the solid/air interface of unactivated and activated silica gel proceeds slowly to give mainly oxidized pyrene products. We have identified 1-hydroxypyrene, 1,6-pyrenedione, and 1,8-pyrenedione among the main reaction products. The remaining minor products show molecular weights and spectral properties consistent with oxygenated pyrenes. Furthermore, small amounts of 1,1′-bipyrene dimer are also formed at higher surface coverages (2 × 105 mol/g). When photolysis is carried out at 5 × 10-5 mol/g pyrene, photodegradation rate drops sharply and pyrene loss becomes insignificant. No significant change in the product distribution is observed when the photolysis is carried out on unactivated or activated silica. Photodegradation rate is slightly faster on activated silica compared to unactivated silica. Mechanistic studies indicate that the precursor to photoproduct formation is pyrene cation radical which is postulated to be formed by electron transfer from pyrene excited state to oxygen (type I) or by photoionization of pyrene. The cation radical reacts with physisorbed water on silica to give the observed oxidation products.

PHOTOREDUCTION AND PHOTOADDITION REACTIONS OF PYRENEDIONES

Upon irradiation with visible light the environmental pollutants 1,6-, 1,8- and 4,5-pyrenedione are reduced to the corresponding dihydroxypyrenes, while 4,5-pyrenedione undergoes photoaddition reactions with alkenes and sulfur dioxide.