7326-80-9

Basic information

• Product Name: Thiophene, 2,2'-(1,2-ethanediyl)bis-
• CAS NO: 7326-80-9
• Molecular Formula: C10H10S2
• Molecular Weight: 194.321
• Mol File: 7326-80-9.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: Thiophene, 2,2'-(1,2-ethanediyl)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Thiophene, 2,2'-(1,2-ethanediyl)bis-(7326-80-9)
• EPA Substance Registry System: Thiophene, 2,2'-(1,2-ethanediyl)bis-(7326-80-9)

Safety Data

• Hazardous Substances Data: 7326-80-9(Hazardous Substances Data)

Usage

General Description

Thiophene, 2,2'-(1,2-ethanediyl)bis- is a chemical compound with the molecular formula C8H8S2. It is a derivative of thiophene, a heterocyclic compound containing a sulfur atom in its five-membered ring. Thiophene derivatives are used in a variety of industries, including pharmaceuticals, agrochemicals, and materials science. The 2,2'-(1,2-ethanediyl)bis- substitution on the thiophene molecule indicates the presence of a dithiophene structure, which can be utilized in the development of organic semiconductors and conducting polymers for use in electronic devices like OLEDs and solar cells. Thiophene, 2,2'-(1,2-ethanediyl)bis-'s specific structure and properties make it a valuable building block for synthesizing advanced materials and researching new technologies.

Upstream product

• 765-50-4 2-Chloromethylthiophene 
• 45438-73-1 2-thenyl bromide 
• 85455-66-9 thiophen-2-yl-methyl benzoate 
• 68985-08-0 2,4,6-trimethyl-1,3-benzenedisulfonyl dichloride 
• 1918-77-0 Thiophene-2-acetic acid 
• 941-69-5 N-phenyl-maleimide 
• 58703-21-2 bis(thiophen-2-ylmethyl)amine hydrochloride 
• 3437-95-4 2-Iodothiophene 
• 40231-03-6 2-(trimethylsilylethynyl)thiophene 
• 13640-78-3 (E)-1,2-bis(2-thienyl)ethene 
• 103-82-2 phenylacetic acid 
• 98-03-3 thiophene-2-carbaldehyde 
• 636-72-6 2-thiophenemethanol 
• 78808-33-0 2-[(phenylselanyl)methyl]thiophene 

Downstream Products

• 35046-54-9 2-[5-(2-thiophen-2-yl-ethyl)-thiophen-2-yl]-quinoline 
• 35046-53-8 2,2'-(5,5'-ethane-1,2-diyl-di-thiophen-2-yl)-bis-quinoline 
• 153561-87-6 1,2-bis(5-bromo-2-thienyl)ethane 
• 960079-02-1 1,2-(2,2′-dithiophenyl)-o-carborane 

Relevant articles and documents

Heavily n-dopable π-conjugated redox polymers with ultrafast energy storage capability

We report here the first successful demonstration of a π-conjugated redox polymer simultaneously featuring a π-conjugated backbone and integrated redox sites, which can be stably and reversibly n-doped to a high doping level of 2.0 with significantly enhanced electronic conductivity. The properties of such a heavily n-dopable polymer, poly{[N,N′-bis(2-octyldodecyl)-1,4,5,8-naphthalenedicarboximide-2,6-diyl]-alt-5,5′-(2,2′-bithiophene)} (P(NDI2OD-T2)), were compared vis-à-vis to those of the corresponding backbone-insulated poly{[N,N′-bis(2-octyldodecyl)-1,4,5,8-naphthalenedicarboximide-2,6-diyl]-alt-5,5′-[2,2′-(1,2-ethanediyl)bithiophene]} (P(NDI2OD-TET)). When evaluated as a charge storage material for rechargeable Li batteries, P(NDI2OD-T2) delivers 95% of its theoretical capacity at a high rate of 100C (72 s per charge-discharge cycle) under practical measurement conditions as well as 96% capacity retention after 3000 cycles of deep discharge-charge. Electrochemical, impedance, and charge-transport measurements unambiguously demonstrate that the ultrafast electrode kinetics of P(NDI2OD-T2) are attributed to the high electronic conductivity of the polymer in the heavily n-doped state.

Synthesis of Dibenzyls by Nickel-Catalyzed Homocoupling of Benzyl Alcohols

Dibenzyls are essential building blocks that are widely used in organic synthesis, and they are typically prepared by the homocoupling of halides, organometallics, and ethers. Herein, we report an approach to this class of compounds using alcohols, which are more stable and readily available. The reaction proceeds via nickel-catalyzed and dimethyl oxalate assisted dynamic kinetic homocoupling of benzyl alcohols. Both primary and secondary alcohols are tolerated.

Thermal Rearrangement of Sulfamoyl Azides: Reactivity and Mechanistic Study

The rearrangement of sulfamoyl azides under thermal conditions to form a C-C bond while breaking two C-N bonds is reported. Mechanistic study shows that this reaction goes through a Curtius-type rearrangement to form a 1,1-diazene, then which rearranges possibly through both a concerted rearrangement process and a stepwise radical process. This rearrangement could be used in the synthesis of complex biologically active molecules, such as sterols, and piperine derivatives.

A 1,2-bis (2-thienyl) ethane method for the synthesis of

The invention relates to a synthesis method of 1,2-di(2-thienyl)ethane, and particularly relates to a synthesis method of 1,2-di(2-thienyl)ethane by firstly converting 2-penphene as a raw material into thienyl borane, then reacting with p-toluene sulfonate-2-(2-thienyl)ethyl to generate 1,2--di(2-thienyl)ethane. The 1,2-di(2-thienyl)ethane is synthesized by the following steps: by taking 2-penphene as a raw material, firstly converting into thienyl borane, then reacting with p-toluene sulfonate-2-(2-thienyl)ethyl to generate 1,2--di(2-thienyl)ethane. The invention provides a new method for synthesizing 1,2-di(2-thienyl)ethane, and the synthesis method has the characteristics of being mild in reaction conditions, short in reaction route, and high in reaction yield.