18937-92-3

Basic information

• Product Name: 1-(2-bromophenyl)naphthalene
• Synonyms: 1-(2-bromophenyl)naphthalene
• CAS NO: 18937-92-3
• Molecular Formula: C₁₆H₁₁Br
• Molecular Weight: 283.16254
• Mol File: 18937-92-3.mol
• Article Data: 40

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(2-bromophenyl)naphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-bromophenyl)naphthalene(18937-92-3)
• EPA Substance Registry System: 1-(2-bromophenyl)naphthalene(18937-92-3)

Safety Data

• Hazardous Substances Data: 18937-92-3(Hazardous Substances Data)

Usage

General Description

1-(2-bromophenyl)naphthalene is a chemical compound with the molecular formula C16H11Br. It is a white to off-white crystalline solid that is insoluble in water and soluble in organic solvents. 1-(2-bromophenyl)naphthalene is commonly used as a precursor in the synthesis of various pharmaceuticals and agrochemicals. It is also used in the manufacture of dyes, pigments, and other organic chemicals. 1-(2-bromophenyl)naphthalene is a potentially hazardous chemical and should be handled with care, as it can cause skin and eye irritation upon contact. It is important to follow safety procedures and use appropriate protective equipment when working with this compound.

Upstream product

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Downstream Products

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Relevant articles and documents

Synthesis of Polycyclic Aromatic Hydrocarbons by Phenyl Addition–Dehydrocyclization: The Third Way

Polycyclic aromatic hydrocarbons (PAHs) represent the link between resonance-stabilized free radicals and carbonaceous nanoparticles generated in incomplete combustion processes and in circumstellar envelopes of carbon rich asymptotic giant branch (AGB) stars. Although these PAHs resemble building blocks of complex carbonaceous nanostructures, their fundamental formation mechanisms have remained elusive. By exploring these reaction mechanisms of the phenyl radical with biphenyl/naphthalene theoretically and experimentally, we provide compelling evidence on a novel phenyl-addition/dehydrocyclization (PAC) pathway leading to prototype PAHs: triphenylene and fluoranthene. PAC operates efficiently at high temperatures leading through rapid molecular mass growth processes to complex aromatic structures, which are difficult to synthesize by traditional pathways such as hydrogen-abstraction/acetylene-addition. The elucidation of the fundamental reactions leading to PAHs is necessary to facilitate an understanding of the origin and evolution of the molecular universe and of carbon in our galaxy.

Monobenzofused 1,4-azaborines: Synthesis, characterization, and discovery of a unique coordination mode

We report the first general synthesis of boron-substituted monobenzofused 1,4-azaborines using ring-closing metathesis of an enamine-containing diene as a key synthetic strategy. As part of our investigations, we discovered that the B-C3 moiety in a 1,4-a

Dephosphinylative [4 + 2] Benzannulation of Phosphinyl Ynamines: Application to the Modular Synthesis of Polycyclic Aromatic Amines

A series of 9-amino-10-halophenanthrenes were synthesized through a one-pot process, including dephosphinylative Sonogashira–Hagihara coupling of 2-bromobiphenyls with air-stable phosphinyl ynamines, followed by halonium-promoted [4 + 2] benzannulation of the resulting 2-(aminoethynyl)biphenyls. Nonsubstituted and methyl-substituted 2-bromobiphenyls rapidly underwent the Sonogashira–Hagihara aminoethynylation and the halogenative Friedel–Crafts benzannulation to provide the corresponding amino(halo)phenanthrenes in high yields, while electron-sufficient and -deficient substrates did slowly undergo the former and the latter to result in low yields, respectively. This protocol worked well for the syntheses of highly π-extended aminophenanthrenes and aminobenzonaphthothiophenes with different optical properties. Further application of this approach between 2,2″- and 2′,5′-dibromo-p-terphenyls with phosphinyl ynamines led to the regioselective formation of 6,13-diamino-5,12-dihalo- and 5,12-diamino-6,13-dihalo-dibenz[a,h]anthracenes via dual aminoethynylation and [4 + 2] benzannulation. The obtained analogues showed different ultraviolet–visible absorption and photoluminescence spectra with different emission quantum yields in CH2Cl2 solution and the powder state.

Organic electroluminescent compound

The invention provides an organic electroluminescent compound. The organic electroluminescent compound has a structure as shown in a formula (I) or formula (II) which is described in the specification. In the formulas, R1 to R4 are selected from the group consisting of H, halogen, cyano groups, C1-C20 chain alkyl groups, C1-C20 halogenated chain alkyl groups, C3-C20 cycloalkyl groups, C3-C20 halogenated cycloalkyl groups, C1-C20 alkoxy groups, C1-C20 silicyl groups, aryloxy groups with a cyclization carbon number of 6 to 30, aryl groups with a cyclization carbon number of 6 to 30, and heterocyclic aryl groups with a cyclization carbon number of 6 to 30; and Ar1 and Ar2 are independently selected from the group consisting of aryl groups with a cyclization carbon number of 6 to 30, and heterocyclic aryl groups with a cyclization carbon number of 6 to 30. The organic electroluminescent compound of the invention has excellent electron blocking properties and a high glass transition temperature. An OLED device prepared from the organic electroluminescent compound of the invention shows lower operating voltage, higher current efficiency and longer service life; therefore, the OLED device has good application value and excellent market potential.