70489-30-4

Basic information

• Product Name: 2,3-Diphenylnaphthalene
• Synonyms: 2,3-Diphenylnaphthalene
• CAS NO: 70489-30-4
• Molecular Formula: C₂₂H₁₆
• Molecular Weight: 280.36244
• Mol File: 70489-30-4.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,3-Diphenylnaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Diphenylnaphthalene(70489-30-4)
• EPA Substance Registry System: 2,3-Diphenylnaphthalene(70489-30-4)

Safety Data

• Hazardous Substances Data: 70489-30-4(Hazardous Substances Data)

Usage

General Description

2,3-Diphenylnaphthalene is an organic compound with the molecular formula C22H16. It is a polycyclic aromatic hydrocarbon that consists of two phenyl rings attached to a naphthalene core. 2,3-Diphenylnaphthalene is typically produced through a Friedel-Crafts alkylation reaction using naphthalene and benzene. 2,3-Diphenylnaphthalene is a colorless solid with a high melting point, and it is sparingly soluble in water but soluble in organic solvents. It has applications in the field of organic synthesis and is used as a building block in the production of various pharmaceuticals and other organic compounds. Additionally, it is used as a research chemical in the laboratory setting for studying the reactivity and properties of polycyclic aromatic hydrocarbons.

Upstream product

• 56-23-5 tetrachloromethane 
• 100008-43-3 2,3-diphenyl-1,2-dihydronaphthalene 
• 118-75-2 chloranil 
• 54119-53-8 3,4-diphenylthiopnene 1,1-dioxide 
• 4661-46-5 2-carboxybenzene diazonium chloride 
• 10103-06-7 2,3-dimethoxynaphthalene 
• 20799-74-0 1,2-bis(iodoethynyl)benzene 
• 71-43-2 benzene 
• 13203-60-6 1,2-bis(2-phenylethynyl)benzene 
• 501-65-5 diphenyl acetylene 
• 59046-72-9 o-(phenylethynyl)benzaldehyde 
• 21792-52-9 1,2-diethynylbenzene 
• 98-80-6 phenylboronic acid 
• 60815-16-9 2-(o-formylphenyl)-1-phenylethanone 

Downstream Products

• 33753-12-7 2,3-diphenyl[1,4]naphthoquinone 

Relevant articles and documents

Sequence-defined oligo(: Ortho -arylene) foldamers derived from the benzannulation of ortho (arylene ethynylene)s

A Cu-catalyzed benzannulation reaction transforms ortho(arylene ethynylene) oligomers into ortho-arylenes. This approach circumvents iterative Suzuki cross-coupling reactions previously used to assemble hindered ortho-arylene backbones. These derivatives form helical folded structures in the solid-state and in solution, as demonstrated by X-ray crystallography and solution-state NMR analysis. DFT calculations of misfolded conformations are correlated with variable-temperature 1H and EXSY NMR to reveal that folding is cooperative and more favorable in halide-substituted naphthalenes. Helical ortho-arylene foldamers with specific aromatic sequences organize functional π-electron systems into arrangements ideal for ambipolar charge transport and show preliminary promise for the surface-mediated synthesis of structurally defined graphene nanoribbons.

Metal-free benzannulation to synthesis of 2,3-disubstituted naphthalenes: Reaction of 2-(Phenylethynyl)benzaldehyde and alkynes by Br?nsted acid

Metal-free benzannulation reaction of 2-(phenylethynyl)- benzaldehyde and alkynes proceeded in the presence of Br?nsted acid under microwave irradiation to give the 2,3- disubstituted naphthalenes.

A nickel precatalyst for efficient cross-coupling reactions of aryl tosylates with arylboronic acids: Vital role of dppf

An air-stable and easy-to-handle nickel precatalyst, (9-phenanthrenyl) Ni(II)(PPh3)2Cl, was examined for the cross-coupling reactions of aryl tosylates with arylboronic acids. Under the optimized reaction conditions, the catalytic system tolerates a wide range of activated, neutral and deactivated substrates. The selectivity of this cross-coupling reaction towards aryl tosylates and arylboronic acids has been investigated. It is proposed that ligand 1,1′-bis(diphenylphosphino)ferrocene (dppf) plays a key role in the coupling by enforcing a cis geometry in key intermediates and the active Ni(0) species.