13638-84-1

Basic information

• Product Name: 1,2-diphenylacenaphthylene
• CAS NO: 13638-84-1
• Molecular Formula: C₂₄H₁₆
• Molecular Weight: 304.3838
• Mol File: 13638-84-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 459.9°C at 760 mmHg
• Flash Point: 227.6°C
• Density: 1.205g/cm³
• Vapor Pressure: 3.34E-08mmHg at 25°C
• Refractive Index: 1.723
• CAS DataBase Reference: 1,2-diphenylacenaphthylene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-diphenylacenaphthylene(13638-84-1)
• EPA Substance Registry System: 1,2-diphenylacenaphthylene(13638-84-1)

Safety Data

• Hazardous Substances Data: 13638-84-1(Hazardous Substances Data)

Usage

General Description

1,2-diphenylacenaphthylene is a polycyclic aromatic hydrocarbon composed of two phenyl rings attached to an acenaphthylene core. It is a yellow crystalline solid with a molecular formula of C22H14 and a molar mass of 278.34 g/mol. 1,2-diphenylacenaphthylene is often used as a building block in the synthesis of organic electronic materials and as a blue emitter in organic light emitting diodes. It is also a potent and selective inhibitor of the aryl hydrocarbon receptor, a transcriptional regulator involved in the detoxification of xenobiotics and carcinogenesis. Additionally, 1,2-diphenylacenaphthylene has been investigated for its potential use in chemical sensors and cancer treatment.

Upstream product

• 501-65-5 diphenyl acetylene 
• 208-96-8 acenaphthylene 
• 95958-44-4 1,2-Diphenyl-2a,3,4,5-tetrahydro-acenaphthylen 
• 19274-72-7 1,8-dibenzoylnaphthalene 
• 78324-67-1 2,2-diphenyl-acenaphthen-1-ol 
• 116600-15-8 1,3-diphenyl-1H,3H-benz[de]isochromene 
• 58335-01-6 cis-diphenylacenaphthylenediol 
• 90-11-9 1-Bromonaphthalene 
• 591-50-4 iodobenzene 
• 536-74-3 phenylacetylene 
• 204-03-5 1H-naphtho[1,8-de][1,2,3]triazine 
• 17135-74-9 1,8-dibromonaphthalene 
• 81-84-5 1,8-Naphthalic anhydride 
• 93877-52-2 Phenyl-<1,2,3,4-tetrahydro-naphthyl-(1)>-essigsaeure 

Downstream Products

• 19274-72-7 1,8-dibenzoylnaphthalene 
• 24516-74-3 1,4-Diphenyl-1H,4H-1,4-epoxido-naphtho[1,8-de][1,2]dioxepin 

Relevant articles and documents

Palladium catalysed cascade cycloaddition reactions. General concepts and illustrative examples

A general palladium catalysed cycloaddition strategy is proposed involving inital oxidative-addition of alkyl-, aryl- and vinyl-halides to Pd(0) followed intermolecular carbopalladation and subsequent intramolecular carbopalladation leading to ring format

Ruthenium(0)-catalyzed hydroarylation of alkynes via ketone-directed C-H functionalization using in situ -generated ruthenium complexes

A versatile method for the Ru(0)-catalyzed hydroarylation of alkynes using weakly-coordinating ketones enabled by the in situ generation of a Ru(0) catalyst from an air-stable, inexpensive and user-friendly Ru(ii) precatalyst is reported for the first time. The method provides straightforward access to a wide range of functionalized ketone building blocks that would be difficult to access by conventional methods. Most crucially, this report demonstrates for the first time that the in situ generated Ru(0) catalysts advance the classic Ru(0)-catalyzed C-H functionalization platform to substrates that would otherwise be unreactive. Product manipulation and mechanistic studies are reported.

Synthesis of 1,2-disubstituted acenaphthylenes by palladium-catalyzed annulation reactions of dibromoarenes with internal alkynes

A simple and versatile route to 1,2-disubstituted acenaphthylenes has been developed. The method involves palladium-catalyzed annulation of 1,8-dibromonaphthalene or 5,6-dibromoacenaphthylene with an internal alkyne, and does not require any organometallic reagent. A range of 1,2-disubstituted acenaphthylenes and 5,6-disubstituted 1,2-dihydrocyclopenta[f,g]acenaphthylenes were prepared in moderate to good yields. The method provides a rapid and simple route to dibenzo[j,l]fluoranthene through an Ullmann coupling. Georg Thieme Verlag Stuttgart New York.

Synthesis of diarylated aromatic hydrocarbons by dehydroxylation of diols using the titanium(IV) chloride and triethylamine reagent system

1,2-Diarylacenaphthylene, 9,10-diarylphenanthrene and 9,10-diarylanthracene derivatives were obtained in good yields (61-92%) in short reaction times (5-30 min) from the corresponding diols with the titanium(III) reagent prepared in situ using the TiCl4/Et3N reagent system in dichloromethane at 25 °C. Georg Thieme Verlag Stuttgart ? New York.