22082-97-9

Basic information

• Product Name: 1-bromo-2-(2-naphthyl)benzene
• Synonyms: 1-bromo-2-(2-naphthyl)benzene
• CAS NO: 22082-97-9
• Molecular Weight: 283.167
• Mol File: 22082-97-9.mol
• Article Data: 24

Chemical Properties

• Melting Point: 82 °C
• CAS DataBase Reference: 1-bromo-2-(2-naphthyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-2-(2-naphthyl)benzene(22082-97-9)
• EPA Substance Registry System: 1-bromo-2-(2-naphthyl)benzene(22082-97-9)

Safety Data

• Hazardous Substances Data: 22082-97-9(Hazardous Substances Data)

Usage

General Description

1-bromo-2-(2-naphthyl)benzene is a chemical compound with the molecular formula C16H11Br. It is a halogenated aromatic compound with a bromine atom attached to the benzene ring. The compound also contains a naphthyl group, which is a group of two fused benzene rings. This chemical is commonly used in organic synthesis and can be utilized in the production of various pharmaceuticals, agrochemicals, and other organic compounds. It is important to handle 1-bromo-2-(2-naphthyl)benzene with care as it is a potentially hazardous chemical and requires proper handling and disposal procedures to ensure safety and prevent harm to the environment.

Upstream product

• 583-55-1 1-Bromo-2-iodobenzene 
• 32316-92-0 naphthalene-2-boronic acid 
• 583-53-9 2,3-dibromobenzene 
• 580-13-2 2-bromonaphthalene 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 627906-96-1 2-(2-naphthyl)-5,5-dimethyl-1,3,2-dioxaborinane 

Downstream Products

• 1256752-91-6 (1S,2S)-N,N-bis(2-(naphthalen-2-yl)phenyl)-1,2-diphenylethane-1,2-diamine 
• 50-32-8 benzopyrene 
• 84498-34-0 chrysen-5-ol 
• 1393794-07-4 ethyl 2-(2-naphthalenyl)phenylacetate 
• 60178-84-9 1,1’-biphenylnaphthalene 

Relevant articles and documents

Palladium-catalyzed synthesis of a phosphine oxide with a chiral phosphorus center via C-H phosphination

A new phosphine oxide with a chiral phosphine center was synthesized from a bis(biphenyl)phosphine oxide by dehydrogenative intramolecular cyclization via P-H and C-H bond activation under palladium catalysis. The absolute configuration of one enantiomer of the phosphine oxide was determined by single crystal X-ray structure analysis. By reducing the phosphine oxide, the corresponding phosphine, which also has a chiral center, was produced. The phosphine compounds could be optically resolved by chiral HPLC column chromatography.

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.

Selective Mechanochemical Monoarylation of Unbiased Dibromoarenes by in Situ Crystallization

Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of liquid, unbiased dibromoarenes under mechanochemical conditions selectively afford the monoarylated products. The lower reactivity of the crystalline monoarylated products relative to the liquid starting materials should be attributed predominantly to the low diffusion efficiency of the former in the reaction mixture, which results in a selective monoarylation. The present study sheds light on a novel approach using in situ phase transitions in solids to design selective organic transformations that are difficult to achieve via conventional solution-based synthesis.