270-82-6

Basic information

• Product Name: BENZO[C]THIOPHENE
• Synonyms: BENZO[C]THIOPHENE;Isobenzothiophene;Isothianaphtene;2-Thia-2H-indene;2-Thia-2H-isoindene;Isothianaphthene;2-benzothiophene
• CAS NO: 270-82-6
• Molecular Formula: C₈H₆S
• Molecular Weight: 134.2
• Mol File: 270-82-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 58-60℃
• Boiling Point: 231.2°Cat760mmHg
• Flash Point: 66.8°C
• Appearance: /
• Density: 1.187g/cm³
• Vapor Pressure: 0.0959mmHg at 25°C
• Refractive Index: 1.675
• CAS DataBase Reference: BENZO[C]THIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZO[C]THIOPHENE(270-82-6)
• EPA Substance Registry System: BENZO[C]THIOPHENE(270-82-6)

Safety Data

• Hazardous Substances Data: 270-82-6(Hazardous Substances Data)

Usage

Description

Benzo[c]thiophene, also known as benzo[c]thiophene, is an organic compound belonging to the benzothiophene family. It is characterized by a benzene ring fused to a thiophene ring across positions 3 and 4. This unique structure endows Benzo[c]thiophene with various chemical and physical properties, making it a versatile compound for different applications.

Uses

Used in Pharmaceutical Industry:
Benzo[c]thiophene is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of novel drugs with potential applications in treating a wide range of diseases, including cancer, neurological disorders, and cardiovascular conditions.
Used in Chemical Industry:
In the chemical industry, Benzo[c]thiophene serves as a valuable building block for the production of various specialty chemicals, such as dyes, pigments, and additives. Its versatile chemical properties enable it to be used in the synthesis of a wide array of compounds with diverse applications.
Used in Material Science:
Benzo[c]thiophene's unique structure and properties make it an attractive candidate for the development of new materials with specific characteristics. It can be used in the design and synthesis of advanced materials for applications in electronics, optoelectronics, and energy storage devices.
Used in Agrochemical Industry:
Benzo[c]thiophene can also be utilized in the agrochemical industry as a starting material for the synthesis of various agrochemicals, such as pesticides and herbicides. Its unique chemical properties can be exploited to develop novel compounds with improved efficacy and selectivity.

Synthesis Reference(s)

Journal of the American Chemical Society, 88, p. 4112, 1966 DOI: 10.1021/ja00969a052

InChI:InChI=1/C8H6S/c1-2-4-8-6-9-5-7(8)3-1/h1-6H

Upstream product

• 3533-72-0 syn- and anti-cis-8-thiabicyclo<4.3.0>non-3-ene 8-oxide 
• 2471-92-3 1,3-Dihydrobenzothiophen 
• 95-47-6 o-xylene 
• 91-13-4 α,α'-dibromo-o-xylene 
• 608-23-1 3-chloro-o-xylene 
• 612-12-4 o-Xylylene dichloride 
• 41383-84-0 1,2-bis(mercaptomethyl)benzene 
• 131193-77-6 1,3-Dihydro-2-methoxybenzothiophenium-trifluoromethansulfonat 

Downstream Products

• 119438-92-5 9,10-diphenyl-9,10-dihydro-9,10-episulfido-anthracene 

Relevant articles and documents

Benzo[c]thiophene-C60 diadduct: An electron acceptor for p-n junction organic solar cells harvesting visible to near-IR light

We synthesized a new 56-π-electron fullerene derivative through a Diels-Alder cycloaddition of benzo[c]thiophene that featured a relatively low temperature, closer to stoichiometric use of the diene, and easy product purification. The 56-π-electron benzo[c]thiophene diadduct (BTCDA) has a LUMO energy level of 0.09 to 0.18 eV higher than that of 58-π-electron fullerenes, and therefore, the BTCDA-based organic photovoltaic device exhibited a higher open-circuit voltage and power-conversion efficiency (PCE). When used with a binary-donor system, including visible-light-harvesting tetrabenzoporphyrin (BP) and near-IR-harvesting titanyl phthalocyanine (TiOPc), the device had a PCE that was 1.5-3 times higher (2.8 %) than that for devices with BP or TiOPc alone because the binary-donor device can utilize light between λ=350 and 950 nm. Copyright

Semiconductor material and preparation methods and applications thereof

The invention discloses a semiconductor material and preparation methods and applications thereof. A molecular structure general formula of the material is one of the formulas shown in the description. The semiconductor material provided by the invention

Synthesis and optical properties of 1,1-binaphthyl-thiophene alternating copolymers with main chain chirality

A series of axially chiral 1,1-binaphthyl-thiophene copolymers were synthesized by Migita-Kosugi-Stille polycondensation and electrochemical polymerization. The polymers exhibit circular dichroism not only in the ultraviolet region but also in the visible region, both in solution and film states. Optical and electrochemical properties of the polymers are in good agreement with theoretical results obtained by density functional theory calculations. Although effective conjugation of the polymers was cleaved at the orthogonally oriented two naphthalene rings in the 1,1-binaphthyl unit, the electrochemically synthesized polymer film shows good electrochemical redox behavior with repeatable changes in optical absorption and circular dichroism. The changes in circular dichroism may reflect a change in the dihedral angle of the binaphthyl unit caused by reorientation of conjugated main chains between oxidized and neutral states. The Royal Society of Chemistry 2012.