226-88-0

Basic information

• Product Name: BENZO[A]TETRACENE
• Synonyms: BENZO[A]TETRACENE;benzo[a]naphthacene;3,4-BENZONAPHTHACENE;Dibenzo[a,i]athracene
• CAS NO: 226-88-0
• Molecular Formula: C₂₂H₁₄
• Molecular Weight: 278.35
• EINECS: 205-932-3
• Mol File: 226-88-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 263.85°C
• Boiling Point: 356.16°C (rough estimate)
• Flash Point: 264.5 °C
• Appearance: /
• Density: 1.1489 (estimate)
• Vapor Pressure: 1.41E-10mmHg at 25°C
• Refractive Index: 1.8120 (estimate)
• CAS DataBase Reference: BENZO[A]TETRACENE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZO[A]TETRACENE(226-88-0)
• EPA Substance Registry System: BENZO[A]TETRACENE(226-88-0)

Safety Data

• Hazardous Substances Data: 226-88-0(Hazardous Substances Data)

Usage

General Description

BENZO[A]TETRACENE is a polycyclic aromatic hydrocarbon consisting of four fused benzene rings. It is a yellowish, crystalline solid that is insoluble in water and has a high melting point. BENZO[A]TETRACENE is primarily used as a blue organic semiconductor in organic light-emitting diodes (OLED) and organic photovoltaic devices (OPV). It is also being researched for its potential use as a luminescent material in optoelectronic applications. Additionally, it is being studied for its potential use in organic field-effect transistors (OFET) and other organic electronic devices due to its favorable electronic properties. However, like other polycyclic aromatic hydrocarbons, BENZO[A]TETRACENE is considered a potential environmental and health hazard due to its carcinogenic and mutagenic properties.

InChI:InChI=1/C22H14/c1-2-7-17-12-20-14-22-18(13-19(20)11-16(17)6-1)10-9-15-5-3-4-8-21(15)22/h1-14H

Upstream product

• 85-01-8 phenanthrene 
• 933-88-0 ortho-toluoyl chloride 
• 75-15-0 carbon disulfide 
• 7446-70-0 aluminium trichloride 
• 86-52-2 1-Chloromethylnaphthalene 
• 2506-41-4 1-chloromethylnaphthalene 
• 91-57-6 2-Methylnaphthalene 
• 573-98-8 dimethyl-1,2 naphtalene 
• 103224-49-3 1,3-bis(trimethylsilyl)naphto<1,2-c>furan 
• 5343-99-7 1,2-naphthalenedicarboxylic anhydride 
• 859197-18-5 [3]phenanthryl-o-tolyl ketone 
• 2243-83-6 2-naphthaloyl chloride 
• 103224-50-6 7,14-bis(trimethylsilyl)-7,14-dihydro-7,14-epoxybenzonaphthacene 
• 3719-43-5 dibenzo[a,h]anthracene-7,14-dione 

Downstream Products

• 65492-95-7 benzo[a]naphthacene-8,13-dione 
• 860563-83-3 benzo[a]naphthacene-5,6,8,13-tetraone 

Relevant articles and documents

Cycloadducts of Arynes with 1,3-Bis(trimethylsilyl)naphthofuran: Formation of Novel Polycyclic Aromatic Derivatives and Related Reactions

A recently developed procedure for the preparation of trimethylsilylated isobenzofurans and the use of these materials in cycloaddition reactions has been extended to an isonaphthofuran analogue.The 1,3-bis(trimethylsilyl)naphthofuran (7) has been isolated; its reaction with maleic anhydride in room temperature is rapid and readily reversible as shown by endo to exo cycloadduct interconversion.The failure of 7 to give cycloadduct with 2-butenolide indicates that it is less reactive than the parent naphthofuran.In situ generation and cycloaddition reactions with various arynes (benzyne, 4-methylbenzyne, 3,4-pyridyne, 9,10-phenanthrolyne, 1,2-naphthalyne, 2,3-naphthalyne) are described.The three unsymmetrical arynes all give mixtures of cycloadducts indicative of negligible regioselectivity in Diels-Alder reactions with 7; thus, in spite of possible steric hindrance the reaction with 1,2-naphthalyne gives a 1:1 mixture of dibenz- and dibenzanthracene derivatives.In contrast, the reaction of 1-ethoxy-3-(trimethylsilyl)naphthoanthracene derivative.Various reactions of the cycloadducts are described.