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Thieno[3,2-b][1]benzothiophene is a heterocyclic compound consisting of a benzene ring fused with a thiophene ring and an additional benzene ring. This unique structure is characterized by the presence of sulfur atoms in the thiophene and benzothiophene rings, which impart distinct electronic and steric properties to the molecule. It is an important building block in the synthesis of various organic compounds, particularly those with potential applications in materials science, pharmaceuticals, and electronics. The compound's electronic properties, such as its ability to act as an electron donor or acceptor, make it a valuable component in the design of organic semiconductors and other functional materials. Additionally, its structural diversity allows for the creation of a wide range of derivatives with tailored properties for specific applications.

247-52-9

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247-52-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 247-52-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,4 and 7 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 247-52:
(5*2)+(4*4)+(3*7)+(2*5)+(1*2)=59
59 % 10 = 9
So 247-52-9 is a valid CAS Registry Number.

247-52-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name thienobenzothiophene

1.2 Other means of identification

Product number -
Other names thieno[3,2-b][1]benzothiophene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:247-52-9 SDS

247-52-9Relevant academic research and scientific papers

Diisobutylaluminum Hydride Promoted Selectivity-Switchable Synthesis of Benzothiophene Oxides and Benzothiophenes via an Al-Li-Dimetalated Intermediate

Uchida, Seiya,Kinoshita, Hidenori,Miura, Katsukiyo

, p. 3123 - 3127 (2020)

We developed an efficient and direct method for synthesis of benzothiophene oxides from 1-bromo-2-[2-(trimethylsilyl)ethynyl]benzenes and thionyl chloride as an easily accessible source of the sulfinyl group. Benzothiophenes were also synthesized selectiv

An asymmetric oligomer based on thienoacene for solution processed crystal organic thin-film transistors

Tian, Hongkun,Han, Yang,Bao, Cheng,Yan, Donghang,Geng, Yanhou,Wang, Fosong

, p. 3557 - 3559 (2012)

A novel thienoacene-based conjugated oligomer, i.e.BTTT-T-C12, was designed and synthesized. Its highly asymmetric structural feature enables the preparation of two-dimensional single-crystalline thin films in millimetre size and ~100 nm thick by a solution processing method directly on the Si/SiO2 substrate. Single crystal organic thin film transistors exhibit a mobility of 0.70 cm2 V-1 s-1 and an on/off ratio of 5.7 × 104.

Synthesis and properties of thieno[2,3-d:5,4-d']bisthiazoles and their oxidized derivatives: Thionyl chloride as a sulfurative ring-fusing reagent towards thiophene-based ring-fused heteroaromatic compounds

Wada, Ryuta,Kaga, Shigesaki,Kawai, Yasuhiro,Futamura, Kimitaka,Murai, Toshiaki,Shibahara, Fumitoshi

, (2021/02/21)

A new route to thiophene-ring-fused compounds with thionyl chloride as a sulfur source was developed. Use of an excess amount thionyl chloride directly gave the corresponding thiophene-ring-fused compound via further reduction of generated thiophene-S-oxide with excess thionyl chloride in some cases. One-pot reduction with tributylphosphine also gave thiophene-ring-fused compounds in good yields, and oxidation with NaClO·5H2O gave S-dioxides. In addition, one of the obtained thiazole-thiophene ring-fused compounds showed some unexpected mechanochromism behavior.

Ligand Compound, Transition Metal Compound, and Catalyst Composition Comprising the Transition Metal Compound

-

Paragraph 0192-0193, (2019/09/06)

The present invention relates to a novel ligand compound, a transition metal compound and a catalyst composition comprising the same. The novel ligand compound and the transition metal compound of the present invention may be useful as a catalyst of polymerization reaction for preparing an olefin-based polymer having a low density.

Pd-Catalyzed C—S Cyclization via C—H Functionalization Strategy: Access to Sulfur-containing Benzoheterocyclics

Chen, Shihao,Wang, Ming,Jiang, Xuefeng

supporting information, p. 921 - 924 (2018/09/22)

A C—H sulfurated cyclization protocol starting from thioacetates is developed for straightforward construction of sulfur-containing benzoheterocyclics. The diversiform functional dihydrobenzothiophenes and thiochromans were comprehensively achieved through the Pd-catalyzed carbon- sulfur cyclization. Mechanistic studies indicated that C—H bond cleavage was involved in the rate-determining step. [1]Benzothieno-[3,2-b]- [1]benzothiophene (BTBT) and benzo[b]thieno[2,3-d]thiophene (BTT) were efficiently established as the well-known organic field-effect transistor (OFET) material molecules through this methodology.

Palladium(II)-Catalyzed Synthesis of Dibenzothiophenes from 2-Biphenylyl Disulfides by C?H Functionalization

Nishino, Kota,Ogiwara, Yohei,Sakai, Norio

, p. 10971 - 10974 (2018/08/09)

The palladium-catalyzed oxidative preparation of dibenzothiophene derivatives from 2-biphenylyl disulfides by C?H functionalization is described herein. This procedure shows a high tolerance toward various functional groups and does not require the further addition of a metal oxidant, a base, or a ligand. Also, the present method was applied to the facile preparation of dibenzoselenophene.

Iron-catalyzed carbon–sulfur bond formation: Atom-economic construction of thioethers with diaryliodonium salts

Liu, Li,Qiang, Jian,Bai, Shuhua,Li, Yang,Li, Jian

, p. 2365 - 2371 (2017/09/30)

Diaryliodonium salts are characterized by poor atom economy with the formation of one equivalent of an iodoarene as waste. We have developed an atom-economic iron-catalyzed protocol for the synthesis of a variety of thioethers with diaryliodonium salts. Not only cyclic diaryliodonium salts but also linear diaryliodonium salts were found to perform well in the reactions.

Copper-Catalyzed Double S-Arylation of Potassium Thioacetate with Dibenziodolium Triflates: Facile Synthesis of Unsymmetrical Dibenzothiophenes

Shimizu, Masaki,Ogawa, Mai,Tamagawa, Tomokazu,Shigitani, Ryosuke,Nakatani, Masaki,Nakano, Yoshiki

supporting information, p. 2785 - 2788 (2016/07/07)

Much interest has been paid to cyclic diaryliodonium salts as bis(electrophile)s in transition-metal-catalyzed annulation reactions to produce polycyclic (hetero)aromatic hydrocarbons. Herein, we report that dibenziodolium triflates smoothly react with potassium thioacetate in the presence of CuCl2in THF or DMSO at 100–110 °C to afford the corresponding dibenzothiophenes in good-to-high yields. The coupling reaction tolerates reactive functional groups such as chloro and cyano and serves as a facile and reliable method for the synthesis of unsymmetrical dibenzothiophenes.

METHOD FOR PRODUCING HETEROACENE COMPOUND

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Paragraph 0068 - 0070; 0071, (2017/02/02)

PROBLEM TO BE SOLVED: To provide an industrially available method of producing a heteroacene compound through a chlorinated aromatic compound. SOLUTION: The present invention provides a method for producing a heteroacene compound by the reaction of a chlorinated aromatic compound with 1,8-diazabicyclo [5.4.0]undeca-7-ene (DBU) and/or 1,5-diazabicyclo [4.3.0]nona-5-ene (DBN) in the presence of transition metal catalyst and organic solvent. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

ROBUST PHOTOCHROMIC COMPOUNDS WITH SILICON- OR PHOSPHORUS-CONTAINING HETEROCYCLIC RING AND PRODUCTION THEREOF

-

, (2016/01/01)

In one embodiment, provided are a new class of diarylethene-containing photochromic compounds with the incorporation of silicon-or phosphorus-containing heterocycles into the "ethene" part of the diarylethene backbone that has been shown to be capable of displaying tunable, robust and thermally stable photochromic properties. Also provided are methods for synthesizing these compounds, as well as uses of these compounds as these compounds may be used as the photochromic layer in an optical recording material and other optical functioning devices.

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