268-77-9

Basic information

• Product Name: naphtho[2,3-b]thiophene
• Synonyms: naphtho[2,3-b]thiophene;benzo[f][1]benzothiole;benzo[f]benzothiophene;IN1721, Naphtho[2,3-b]thiophene
• CAS NO: 268-77-9
• Molecular Formula: C₁₂H₈S
• Molecular Weight: 184.25692
• EINECS: 205-977-9
• Mol File: 268-77-9.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 340.2°Cat760mmHg
• Flash Point: 118.4°C
• Appearance: /
• Density: 1.252g/cm³
• Vapor Pressure: 0.000173mmHg at 25°C
• Refractive Index: 1.756
• CAS DataBase Reference: naphtho[2,3-b]thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: naphtho[2,3-b]thiophene(268-77-9)
• EPA Substance Registry System: naphtho[2,3-b]thiophene(268-77-9)

Safety Data

• Hazardous Substances Data: 268-77-9(Hazardous Substances Data)

Usage

General Description

Naphtho[2,3-b]thiophene is a chemical compound with a fused ring system consisting of a naphthalene ring and a thiophene ring. It belongs to the class of organic compounds known as naphthothiophenes, which are aromatic compounds that contain a naphthalene ring fused to a thiophene ring. Naphtho[2,3-b]thiophene has a wide range of applications, including as a building block in the synthesis of organic semiconductors, dyes, and pharmaceuticals. It is known for its unique electronic and optical properties, making it a valuable component in the development of advanced materials for various technological applications. Additionally, it has been studied for its potential use in the field of organic electronics, particularly in the fabrication of organic light-emitting diodes (OLEDs) and organic photovoltaic (OPV) devices.

InChI:InChI=1/C12H8S/c1-2-4-10-8-12-11(5-6-13-12)7-9(10)3-1/h1-8H

Upstream product

• 64289-80-1 naphtho[2,3-b]thiophen-3-ol 
• 4968-81-4 naphtho[2,3-b]thiophene-4,9-dione 
• 337512-22-8 3-(2-thienoyl)cinnoline 
• 3437-95-4 2-Iodothiophene 
• 529-20-4 2-methylphenyl aldehyde 
• 85-44-9 phthalic anhydride 
• 5834-16-2 3-methyl-2-thiophenecarboxaldehdye 
• 70-55-3 toluene-4-sulfonamide 
• 147437-99-8 3-(thiophen-2-yl)isobenzofuran-1(3H)-one 
• 46496-80-4 2-(thiophene-2-carbonyl)-benzoic acid 
• 21579-98-6 [2-(thiophen-2-ylmethyl)phenyl]methanol 
• 62636-87-7 2-(thiophene-2-yl-methyl)-benzoic acid 
• 31926-62-2 naphtho[2,3-b]thiophen-4-one 
• 112251-74-8 endo 8-(2-thienyl)-bicyclo<4.2.0>oct-2-ene-7-ol 

Downstream Products

• 1610619-51-6 5,13-bis(4-methoxyphenyl)dinaphtho[2,3-b:2',3'-d]thiophene S,S-dioxide 
• 243-46-9 benzo[b]naphtho[2,3-d]thiophene 
• 88220-30-8 2-(o-carboxybenzyl)naphtho<2,3-b>thiophene 
• 88220-31-9 2-(o-hydroxymethylbenzyl)naphtho<2,3-b>thiophene 
• 88220-32-0 2-(o-naphtho<2,3-b>thenyl)benzaldehyde 
• 88220-29-5 2-naphtho<2,3-b>thienyl o-carboxyphenyl ketone 

Relevant articles and documents

Enhancing the Antiaromaticity ofs-Indacene through Naphthothiophene Fusion

Addressing the instability of antiaromatic compounds often involves protection with bulky groups and/or fusion of aromatic rings, thus decreasing paratropicity. We report four naphthothiophene-fuseds-indacene isomers, one of which is more antiaromatic tha

Palladium-catalyzed benzylic C(sp3)–H arylation of o-alkylbenzaldehydes

The palladium-catalyzed benzylic C(sp3)–H arylation of o-alkylbenzaldehyde derivatives was achieved utilizing 2-dimethylaminoethylamine as a novel transient directing group. The γ-C(sp3)–H arylation reaction efficiently afforded a variety of arylated o-alkylbenzaldehydes and polycyclic aromatic hydrocarbons (PAHs) in one pot, exhibiting high functional group tolerance with broad substrate scope. The aliphatic diamine auxiliary represents a simple, inexpensive, readily available, and removable directing group for C–H activation. The resultant o-benzylbenzaldehyde products could be diversely transformed into potentially important synthetic intermediates under mild conditions.

Synthesis of annulated arenes and heteroarenes by hydriodic acid and red phosphorus mediated reductive cyclization of 2-(Hetero)aroylbenzoic acids or 3-(Hetero)arylphthalides

Annulated arenes and hetarenes were prepared in good to very good yields by hydriodic acid/red phosphorus mediated reductive cyclization of 3-(hetero)aryl phthalides. The reductive cyclization also proceeded successfully with 2-aroylbenzoic acids and 2-aroylnaphthoic acids.