17164-77-1

Basic information

• Product Name: 2-(2-Naphthyl)-1-benzothiophene
• Synonyms: 2-(2-Naphthalenyl)benzo[b]thiophene;2-(2-Naphtyl)benzo[b]thiophene;2-NAPHTHALEN-2-YL-BENZO(B)THIOPHENE;2-(2-Naphthyl)-1-benzothiophene;2-naphthalen-2-yl-1-benzothiophene
• CAS NO: 17164-77-1
• Molecular Formula: C18H12 S
• Molecular Weight: 260.35
• Mol File: 17164-77-1.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 445.6°C at 760 mmHg
• Flash Point: 168.4°C
• Appearance: /
• Density: 1.225g/cm³
• Vapor Pressure: 1.02E-07mmHg at 25°C
• Refractive Index: 1.731
• CAS DataBase Reference: 2-(2-Naphthyl)-1-benzothiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-Naphthyl)-1-benzothiophene(17164-77-1)
• EPA Substance Registry System: 2-(2-Naphthyl)-1-benzothiophene(17164-77-1)

Safety Data

• Hazardous Substances Data: 17164-77-1(Hazardous Substances Data)

Usage

Structure

A polycyclic aromatic hydrocarbon compound consisting of a naphthalene ring fused to a benzothiophene ring

Molecular weight

268.35 g/mol

Usage

Commonly used as a building block in organic synthesis

Potential applications

Pharmaceutical and materials science

Unique properties

Aromatic properties and unique structure make it valuable for the development of new compounds and materials

Biological activities

Has been studied for its potential biological activities and may have implications for pharmaceutical research.

InChI:InChI=1/C18H12S/c1-2-6-14-11-16(10-9-13(14)5-1)18-12-15-7-3-4-8-17(15)19-18/h1-12H

Upstream product

• 580-13-2 2-bromonaphthalene 
• 95-15-8 Benzo[b]thiophene 
• 98437-23-1 benzo[b]thiophene-2-boronic acid 
• 120878-74-2 α,α-diphenyl-benzo[b]thien-2-ylmethanol 
• 5394-13-8 2-bromo-1-benzothiophene 
• 32316-92-0 naphthalene-2-boronic acid 
• 37827-83-1 naphthalene-2-carbonyl fluoride 
• 2876-71-3 methyl 2-naphthylacetate 
• 6630-33-7 ortho-bromobenzaldehyde 
• 62680-65-3 (2-iodobenzyl)triphenylphosphonium bromide 
• 101482-14-8 naphthalene-2-carbothioic acid 
• 446-48-0 o-fluorobenzyl bromide 

Relevant articles and documents

Palladium-Catalyzed Solid-State Polyfluoroarylation of Aryl Halides Using Mechanochemistry

The Suzuki–Miyaura cross-coupling between polyfluorinated arylboron nucleophiles and aryl halides enables the efficient construction of polyfluorinated structural motifs frequently found in organic materials and catalysts. A key challenge associated with

C-H Arylation of Thiophenes with Aryl Bromides by a Parts-per-Million Loading of a Palladium NNC-Pincer Complex

A palladium NNC-pincer complex efficiently catalyzed the direct arylation of thiophene derivatives with extremely low palladium loadings of the order of parts per million. Thus, the reaction of various thiophenes with aryl bromides in the presence of 25-100 mol ppm of chlorido[(2-phenyl-κ- C 2)-9-phenyl-1,10-phenanthroline-κ 2- N, N ′]palladium(II) NNC-pincer complex, K 2CO 3, and pivalic acid in N, N -dimethyl acetamide afforded the corresponding 2- or 5-arylated thiophenes in good to excellent yields. A combination of the present C-H arylation and Hiyama coupling with the same NNC-pincer complex provides an efficient synthesis of unsymmetrical 2,5-thiophenes with catalyst loadings at mol ppm levels.

Iridium-catalyzed Decarbonylative Coupling of Acyl Fluorides with Arenes and Heteroarenes via C-H Activation

The first method for decarbonylative direct arylation using acyl fluorides is reported. This reaction proceeds, only when acyl fluorides are used, and other acyl halides cannot be used. The reaction can be applied to the direct arylation of a variety of substrates, including xylene, quinoline, and benzothiophene.