3613-42-1

Basic information

• Product Name: 9,10-dibenzylanthracene
• Synonyms: 9,10Dibenzylanthrancene;9,10-Bis(phenylmethyl)anthracene;9,10-bis(benzyl)anthracene
• CAS NO: 3613-42-1
• Molecular Formula: C₂₈H₂₂
• Molecular Weight: 358.47428
• EINECS: 222-785-0
• Mol File: 3613-42-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 246.5°C
• Boiling Point: 425.89°C (rough estimate)
• Flash Point: 285 °C
• Appearance: /
• Density: 1.1787
• Vapor Pressure: 1.36E-11mmHg at 25°C
• Refractive Index: 1.4860 (estimate)
• CAS DataBase Reference: 9,10-dibenzylanthracene(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-dibenzylanthracene(3613-42-1)
• EPA Substance Registry System: 9,10-dibenzylanthracene(3613-42-1)

Safety Data

• Hazardous Substances Data: 3613-42-1(Hazardous Substances Data)

Usage

General Description

9,10-dibenzylanthracene is a polycyclic aromatic hydrocarbon compound that consists of three benzene rings fused to an anthracene ring. It is a pale yellow crystalline solid with a high melting point and is insoluble in water but soluble in organic solvents. It is commonly used as a starting material for the synthesis of various organic compounds, and it also has potential applications in organic electronic devices due to its semiconductor properties. Additionally, 9,10-dibenzylanthracene has been studied for its potential use in the development of new materials for photonic and optoelectronic applications. However, it is important to handle this compound with care, as it is considered to be a potential carcinogen.

InChI:InChI=1/C28H22/c1-3-11-21(12-4-1)19-27-23-15-7-9-17-25(23)28(20-22-13-5-2-6-14-22)26-18-10-8-16-24(26)27/h1-18H,19-20H2

Upstream product

• 90-44-8 anthracen-9(10H)-one 
• 78298-98-3 9,10,10-tribenzyl-9-hydroxy-9,10-dihydroanthracene 
• 120-12-7 anthracene 
• 100-44-7 benzyl chloride 
• 75-44-5 phosgene 
• 6921-34-2 benzylmagnesium chloride 
• 71-43-2 benzene 
• 110-05-4 di-tert-butyl peroxide 
• 108-88-3 toluene 
• 780-24-5 dibenzylmercury(II) 
• 602-60-8 9-nitroanthracene 
• 26908-83-8 9,9-Dibenzyl-9,10-dihydroanthracene 
• 75-15-0 carbon disulfide 
• 60-29-7 diethyl ether 

Downstream Products

• 10273-79-7 9,10-bis-(α-bromo-benzyl)-anthracene 
• 3613-43-2 9,10-dibenzyl-9,10-dihydroanthracene 
• 14344-30-0 9,10-dibenzylidene-9,10-dihydro-anthracene 
• 23660-34-6 trans-9,10-Dibenzyl-9,10-dihydroanthracen 
• 84-65-1 9,10-phenanthrenequinone 
• 65-85-0 benzoic acid 
• 408317-56-6 ethyl-[(10-benzyl-[9]anthryl)-phenyl-methyl]-ether 
• 10273-80-0 9,10-bis-(α-acetoxy-benzyl)-anthracene 
• 10350-30-8 C₄₂H₃₆N₂ 

Relevant articles and documents

Low temperature Kumada-Corriu cross-coupling of polychlorinated acene derivatives and a synthesis of sterically demanding acenes

Conditions for low-temperature Kumada-Corriu cross-coupling of polychlorinated acenes with Grignard reagents are reported. Our work was motivated by a search for cross-coupling reactions effective in the synthesis of functionalized linear acenes for organic materials applications. Treatment of polychlorinated acenes with the PEPPSI-IPr catalyst and MeMgBr undergo 6-8 concurrent coupling reactions to yield products such as octamethylnaphthalene, which is distorted out of planarity due to the steric interaction between the methyl groups. More sterically demanding Grignard reagents such as PhMgBr coupled cleanly with 9,10-dichloroanthracene to provide products such as 9,10-diphenylanthracene, a blue OLED component, in excellent yield.

FACILE GENERATION OF ALKYL RADICALS BY THE PALLADIUM ON CARBON CATALYZED THERMOLYSIS OF ALKYLMERCURIALS

Dibenzylmercury was completely decomposed within 20 min in refluxing xylene in the presence of a catalytic amount of 5percent palladium on carbon, giving mercury and dibenzyl.The generation of benzyl radicals was confirmed by the formation of 1,3-adduct to α-phenyl-N-benzylnitrone and 9,10-adduct to anthracene.Other alkylmercurials showed a similar but less satisfactory result.