190-36-3

Basic information

• Product Name: Dibenzo[a,o]perylene
• Synonyms: Dibenzo[a,o]perylene;ms-Benzodianthrene;o-meso-Benzodianthrene
• CAS NO: 190-36-3
• Molecular Formula: C28H16
• Molecular Weight: 352.4266
• Mol File: 190-36-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 629.3°Cat760mmHg
• Flash Point: 330.5°C
• Appearance: /
• Density: 1.333g/cm³
• Vapor Pressure: 4.58E-15mmHg at 25°C
• Refractive Index: 1.931
• CAS DataBase Reference: Dibenzo[a,o]perylene(CAS DataBase Reference)
• NIST Chemistry Reference: Dibenzo[a,o]perylene(190-36-3)
• EPA Substance Registry System: Dibenzo[a,o]perylene(190-36-3)

Safety Data

• Hazardous Substances Data: 190-36-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C28H16/c1-3-11-21-17(7-1)15-19-9-5-13-23-24-14-6-10-20-16-18-8-2-4-12-22(18)28(26(20)24)27(21)25(19)23/h1-16H

Upstream product

• 110-86-1 pyridine 
• 475-63-8 dibenzo[a,o]perylene-7,16-dione 
• 64-19-7 acetic acid 
• 13250-72-1 7,16-dihydro-dibenzo[a,o]perylene 
• 25305-13-9 C₂₈H₁₆O₂ 

Relevant articles and documents

Endoperoxide formation of helianthrene with triplet molecular oxygen. A spin-forbidden reaction

Dibenzo[A,o]perylene (helianthrene = HEL), known to be a very reactive singlet molecular oxygen (1O2, 1Δg) acceptor, also reacts with molecular oxygen in its triplet ground state (3O2,3∑-g) to form helianthrene endoperoxide (HELPO). The thermal endoperoxide formation was studied in several solvents at room temperature. In nonpolar solvents such as toluene and carbon disulfide the temperature-dependent equilibrium, HEL + 3O2 ? HELPO, is established by the thermolysis of HELPO even at low temperatures. Kinetic parameters for the HELPO formation in toluene are ΔH? = 10.2 ± 1.0 kcal mol-1 and ΔS? = -39 ± 5 eu, indicating that 1O2 is not involved in the reaction pathway. This is the first example of aromatic endoperoxide formation by reaction with molecular oxygen in its ground state.