1004784-50-2

Basic information

• Product Name: 4,4,5,5-tetramethyl-2-(thieno[3,2-b]thiophen-2-yl)-1,3,2-dioxaborolane
• Synonyms: 4,4,5,5-tetramethyl-2-(thieno[3,2-b]thiophen-2-yl)-1,3,2-dioxaborolane
• CAS NO: 1004784-50-2
• Molecular Weight: 266.193
• Mol File: 1004784-50-2.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 4,4,5,5-tetramethyl-2-(thieno[3,2-b]thiophen-2-yl)-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,5,5-tetramethyl-2-(thieno[3,2-b]thiophen-2-yl)-1,3,2-dioxaborolane(1004784-50-2)
• EPA Substance Registry System: 4,4,5,5-tetramethyl-2-(thieno[3,2-b]thiophen-2-yl)-1,3,2-dioxaborolane(1004784-50-2)

Safety Data

• Hazardous Substances Data: 1004784-50-2(Hazardous Substances Data)

Usage

General Description

4,4,5,5-tetramethyl-2-(thieno[3,2-b]thiophen-2-yl)-1,3,2-dioxaborolane is a chemical compound that is commonly used in organic synthesis and material science. It is a boron-containing compound with a thieno[3,2-b]thiophene core structure, which makes it useful for applications in organic electronics, optoelectronics, and photovoltaics. 4,4,5,5-tetramethyl-2-(thieno[3,2-b]thiophen-2-yl)-1,3,2-dioxaborolane is known for its high thermal stability and electron-deficient nature, which make it a valuable building block for the synthesis of functional materials with advanced electronic and optical properties. Additionally, it has been widely studied for its potential use in organic light-emitting diodes (OLEDs) and organic field-effect transistors (OFETs). Overall, 4,4,5,5-tetramethyl-2-(thieno[3,2-b]thiophen-2-yl)-1,3,2-dioxaborolane is an important chemical with diverse applications in the field of organic chemistry and materials science.

Upstream product

• 251-41-2 thieno[3,2-b]thiophene 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 10294-34-5 boron trichloride 
• 25240-59-9 pinacolboronic acid 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 

Downstream Products

• 1448993-76-7 methyl 5-bromo-2-(thieno[3,2-b]thiophen-2-yl)benzoate 
• 1448993-77-8 5-bromo-2-(thieno[3,2-b]thiophen-2-yl)benzoic acid 

Relevant articles and documents

Asymmetric supercapacitor devices based on dendritic conducting polymer and activated carbon

Dendritic conducting polymers(CPs) are a novel class of porous pseudocapacitive electrode materials assembled with the combination of highly reversible redox active triphenylamine(TPA) and thiophene, 3-methylthiophene, selenophene and thieno[3,2-b]thiophen moieties. Due to the unique combination of three dimensional conducting network, fast redox reversible reactions, porous morphology, high thermal and electrochemical stability have fetched these pseudocapacitive polymers to exhibit high specific capacitance and emerged as an ideal candidate for energy storage devices. The electrochemical performance of as-prepared polymers showed specific capacitance of 278, 257, 246 and 315 Fg?1 for poly tris[4-(2-thienyl)phenyl]amine (P1), poly tris(4-(3-methylthiophene-2-yl)phenyl)amine (P2), poly tris(4-(selenophen-2-yl)phenyl)amine (P3) and poly tris(4-thieno[3,2-b]thiophen-2-yl) phenyl)amine (P4) respectively with low internal resistance. An insertion of selenophene and thieno(3,2-b)thiophene linkers in TPA block showed enhanced electrochemical performance than the thiophene-TPA pair. Furthermore, asymmetric supercapacitors were assembled with the polymer as cathode and activated carbon as an anode and the detailed electrochemical characterizations has been investigated. This research may shed light on designing new redox active psuedocapacitors and other electrochemical devices.

ARYL, HETEROARYL, AND HETEROCYCLIC COMPOUNDS FOR TREATMENT OF MEDICAL DISORDERS

Compounds, methods of use, and processes for making inhibitors of complement Factor D comprising Formula I, or a pharmaceutically acceptable salt or composition thereof wherein R12 or R13 on the A group is an aryl, heteroaryl or heterocycle (R32) are provided. The inhibitors of Factor D described herein reduce the excessive activation of complement.

Mechanistic studies into amine-mediated electrophilic arene borylation and its application in MIDA boronate synthesis

Direct electrophilic borylation using Y2BCl (Y2 = Cl2 or o-catecholato) with equimolar AlCl3 and a tertiary amine has been applied to a wide range of arenes and heteroarenes. In situ functionalization of the ArBCl2 products is possible with TMS 2MIDA, to afford bench-stable and easily isolable MIDA-boronates in moderate to good yields. According to a combined experimental and computational study, the borylation of activated arenes at 20 C proceeds through an S EAr mechanism with borenium cations, [Y2B(amine)] +, the key electrophiles. For catecholato-borocations, two amine dependent reaction pathways were identified: (i) With [CatB(NEt 3)]+, an additional base is necessary to accomplish rapid borylation by deprotonation of the borylated arenium cation (σ complex), which otherwise would rather decompose to the starting materials than liberate the free amine to effect deprotonation. Apart from amines, the additional base may also be the arene itself when it is sufficiently basic (e.g., N-Me-indole). (ii) When the amine component of the borocation is less nucleophilic (e.g., 2,6-lutidine), no additional base is required due to more facile amine dissociation from the boron center in the borylated arenium cation intermediate. Borenium cations do not borylate poorly activated arenes (e.g., toluene) even at high temperatures; instead, the key electrophile in this case involves the product from interaction of AlCl3 with Y2BCl. When an extremely bulky amine is used, borylation again does not proceed via a borenium cation; instead, a number of mechanisms are feasible including via a boron electrophile generated by coordination of AlCl3 to Y2BCl, or by initial (heteroarene)AlCl3 adduct formation followed by deprotonation and transmetalation.