96404-79-4

Basic information

• Product Name: 2-Triphenylenecarbaldehyde
• Synonyms: 2-Triphenylenecarbaldehyde;2-Formyltriphenylene;2-Triphenylenecarboxaldehyde
• CAS NO: 96404-79-4
• Molecular Formula: C₁₉H₁₂O
• Molecular Weight: 256.29798
• Mol File: 96404-79-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 162°C(lit.)
• Appearance: /
• CAS DataBase Reference: 2-Triphenylenecarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Triphenylenecarbaldehyde(96404-79-4)
• EPA Substance Registry System: 2-Triphenylenecarbaldehyde(96404-79-4)

Safety Data

• Hazardous Substances Data: 96404-79-4(Hazardous Substances Data)

Usage

General Description

2-Triphenylenecarbaldehyde is a chemical compound with the molecular formula C24H16O. It is a white solid with a distinctive odor, commonly used in various organic synthesis applications. The compound is an aldehyde, containing a carbonyl group attached to a triphenylene ring structure. It is often used as a building block in the synthesis of complex organic molecules due to its unique reactivity and structural properties. 2-Triphenylenecarbaldehyde has also been studied for its potential applications in materials science, such as in the development of organic semiconductors and as a fluorescent dye in analytical chemistry. Overall, this chemical compound has versatile uses in both academic and industrial settings, making it an important target for further research and development.

Upstream product

• 217-59-4 triphenylene 
• 4885-02-3 Dichloromethyl methyl ether 
• 29103-78-4 2-(hydroxymethyl)triphenylene 
• 542-88-1 bis(2-chloromethyl)ether 
• 109534-58-9 Triphenylene-2-carboxylic acid 
• 74733-00-9 1-(triphenylen-2-yl)ethan-1-one 
• 1346678-72-5 2-vinyltriphenylene 
• 132-65-0 dibenzothiophene 
• 29829-22-9 S-methyldibenzothiophenium tetrafluoroborate 
• 66003-76-7 Diphenyliodonium triflate 
• 198205-81-1 2^,-bromo-[1,1^,-biphenyl]-4-carbaldehyde 
• 189999-35-7 [1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate 
• 619-66-9 4-Carboxybenzaldehyde 

Downstream Products

• 29103-78-4 2-(hydroxymethyl)triphenylene 
• 243129-91-1 (3''-{[benzoyl-(3-butoxy-propyl)-amino]-methyl}-2',2''-bis-tert-butoxycarbonylmethoxy-3-{[(3-butoxy-propyl)-(triphenylene-2-carbonyl)-amino]-methyl}-5,5',5''-trimethyl-[1,1';3',1'']terphenyl-2-yloxy)-acetic acid tert-butyl ester 
• 110520-17-7 Phenanthro<9,10-g>isoquinoline 
• 96422-39-8 2-Methyl-2-((2-triphenylenylmethyl)amino)-1,3-propanediol, hydrochloride 
• 1245932-63-1 1-(triphenylen-2-yl)propan-1-ol 

Relevant articles and documents

Two-in-One Strategy for the Pd(II)-Catalyzed Tandem C-H Arylation/Decarboxylative Annulation Involved with Cyclic Diaryliodonium Salts

We report here a two-in-one strategy for the Pd(II)-catalyzed tandem C-H arylation/decarboxylative annulation between readily available cyclic diaryliodonium salts and benzoic acids. The carboxylic acid functionality can be used as both a directing group for the ortho-C-H arylation and the reactive group for the tandem decarboxylative annulation. By a step-economical double cross-coupling annulation procedure, the privileged triphenylene frameworks were efficiently constructed, which have potential applications in material chemistry.

Palladium-Assisted "Aromatic Metamorphosis" of Dibenzothiophenes into Triphenylenes

Abstract Two new palladium-catalyzed reactions of aromatic sulfur compounds enabled the conversion of dibenzothiophenes into triphenylenes in four steps. This transformation of one aromatic framework into another consists of 1) 4-chlorobutylation of the dibenzothiophene to form the corresponding sulfonium salt, 2) palladium-catalyzed arylative ring opening of the sulfonium salt with a sodium tetraarylborate, 3) an intramolecular SN2 reaction to form a teraryl sulfonium salt, and 4) palladium-catalyzed intramolecular C-S/C-H coupling through electrophilic palladation. Symmetrical as well as unsymmetrical triphenylenes of interest were synthesized in a tailor-made fashion in satisfactory overall yields. A change of heart: The invention of two palladium-catalyzed arylation reactions of organosulfur compounds enabled the transformation of dibenzothiophenes into triphenylenes and thus a fundamental change in the core aromatic structure (see scheme). Both symmetrical and unsymmetrical triphenylenes were synthesized in a tailor-made fashion in satisfactory overall yield.

Shedding light on hidden reaction pathways in radical polymerization by a porous coordination network

A coordination network comprising 2-vinyltriphenylene was treated with AIBN at a high temperature, but the radical polymerization of the vinyl monomer was completely suppressed by spatial separation and otherwise hidden aerobic oxidation pathways are enhanced. The Royal Society of Chemistry 2011.