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54663-78-4

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54663-78-4 Usage

Description

2-(TRIBUTYLSTANNYL)THIOPHENE is a colorless liquid that is a derivative of thiophene, an organic compound with a sulfur atom in the ring. It is characterized by the presence of a tributylstannyl group, which is a significant feature for its reactivity and applications in various chemical reactions.

Uses

Used in Chemical Synthesis:
2-(TRIBUTYLSTANNYL)THIOPHENE is used as a reactant in the Stille reaction for efficient carbon-carbon bond formation. This reaction is a widely used method in organic chemistry for the formation of carbon-carbon bonds, particularly in the synthesis of complex organic molecules.
Used in Electrochromism Polymers:
2-(TRIBUTYLSTANNYL)THIOPHENE is used as a reactant in the synthesis of diphenylquinoxaline monomer, which is an essential component in the development of electrochromism polymers. These polymers have the ability to change their color and optical properties when an electric current is applied, making them useful in various applications such as smart windows, displays, and optical devices.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 2-(TRIBUTYLSTANNYL)THIOPHENE could potentially be used in the pharmaceutical industry as a building block for the synthesis of complex organic molecules with therapeutic properties. Its reactivity in the Stille reaction and its ability to form carbon-carbon bonds make it a valuable compound for the development of new drugs and pharmaceutical agents.

Check Digit Verification of cas no

The CAS Registry Mumber 54663-78-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,4,6,6 and 3 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 54663-78:
(7*5)+(6*4)+(5*6)+(4*6)+(3*3)+(2*7)+(1*8)=144
144 % 10 = 4
So 54663-78-4 is a valid CAS Registry Number.
InChI:InChI=1/C4H3S.3C4H9.Sn/c1-2-4-5-3-1;3*1-3-4-2;/h1-3H;3*1,3-4H2,2H3;/rC16H30SSn/c1-4-7-13-18(14-8-5-2,15-9-6-3)16-11-10-12-17-16/h10-12H,4-9,13-15H2,1-3H3

54663-78-4 Well-known Company Product Price

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  • Alfa Aesar

  • (H55904)  2-(Tri-n-butylstannyl)thiophene, 97%   

  • 54663-78-4

  • 5ml

  • 295.0CNY

  • Detail
  • Alfa Aesar

  • (H55904)  2-(Tri-n-butylstannyl)thiophene, 97%   

  • 54663-78-4

  • 25ml

  • 1020.0CNY

  • Detail
  • Alfa Aesar

  • (H55904)  2-(Tri-n-butylstannyl)thiophene, 97%   

  • 54663-78-4

  • 100ml

  • 3757.0CNY

  • Detail
  • Aldrich

  • (414492)  2-(Tributylstannyl)thiophene  97%

  • 54663-78-4

  • 414492-10ML

  • 639.99CNY

  • Detail
  • Aldrich

  • (414492)  2-(Tributylstannyl)thiophene  97%

  • 54663-78-4

  • 414492-50ML

  • 2,198.43CNY

  • Detail
  • Aldrich

  • (414492)  2-(Tributylstannyl)thiophene  97%

  • 54663-78-4

  • 414492-250ML

  • 6,446.70CNY

  • Detail

54663-78-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(Tributylstannyl)Thiophene

1.2 Other means of identification

Product number -
Other names tributyl(thiophen-2-yl)stannane

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:54663-78-4 SDS

54663-78-4Relevant articles and documents

Synthesis and characterization of donor-acceptor type conducting polymers containing benzotriazole acceptor and benzodithiophene donor or: S -indacenodithiophene donor

Zhang, Di,Wang, Min,Liu, Xiaoli,Zhao, Jinsheng

, p. 94014 - 94023 (2016)

Two novel electrochromic copolymers, poly(benzodithiophene-benzotriazole) (PBDBT) and poly(s-indacenodithiophene-benzotriazole) (PIDBT) were synthesized successfully through Stille coupling reactions. Both polymers were characterized by cyclic voltammetry

Synthesis of a benzotriazole bearing alternating copolymer for organic photovoltaic applications

Istanbulluoglu, Cagla,G?ker, Seza,Hizalan, Gonul,Hacioglu, Serife O.,Udum, Yasemin Arslan,Yildiz, Esra D.,Cirpan, Ali,Toppare, Levent

, p. 6623 - 6630 (2015)

A low band gap donor-acceptor (D-A) copolymer PTBTBDT, namely, poly(2-dodecyl-4,7-di(thiophen-2-yl)-2H-benzo[d][1,2,3]triazole-alt-4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b′]dithiophene), was designed and synthesized via a Pd-catalyzed Stille polycondensation reaction. The polymer was characterized using 1H NMR spectroscopy, UV-vis absorption spectroscopy, cyclic voltammetry, and gel permeation chromatography (GPC). PTBTBDT has good solubility in common organic solvents, good thermal stability, broad absorption, low band gap and exhibits not only high hole mobility but also moderate photovoltaic properties. PTBTBDT displays broad absorption in the wavelength range from 300 nm to 630 nm, and its HOMO and LUMO energy levels were calculated to be -4.98 eV and -3.34 eV, respectively. Bulk heterojunction solar cells were fabricated using PTBTBDT as the electron donor and PC70BM as the acceptor. The device exhibits a power conversion efficiency of 2.12% with a current density of 5.45 mA cm-2, an open-circuit voltage of 0.72 V, and a fill factor of 54% under the illumination of AM 1.5 G, 100 mW cm-2. Under similar device fabrication conditions, the PTBTBDT based device showed considerably improved efficiency among its previously synthesized counterparts, i.e. PBDTDTBTz and PBDTBTz based devices, which have 1.7% and 1.4% efficiencies, respectively. The hole mobility of the PTBTBDT: PC70BM (1:2 w/w) blend reached up to 1.47 × 10-3 cm2 V-1 s-1 as calculated by the space-charge-limited current (SCLC) method. By side-chain engineering, this study demonstrates a good example of tuning the absorption range, energy level, charge transport, and photovoltaic properties of polymers.

Two-Dimensional Halide Perovskite Materials

-

Paragraph 0134-0135, (2021/11/05)

The present disclosure relates to novel two-dimensional halide perovskite materials, and the method of making and using the two-dimensional halide perovskite materials.

Electrochromic properties of pyrene conductive polymers modified by chemical polymerization

Chang, Lijing,Hou, Yanjun,Li, Rui,Ma, Yang,Miao, Shoulei,Wang, Cheng,Xu, Haoran,Zhang, Yuhang

, p. 39291 - 39305 (2021/12/27)

Pyrene is composed of four benzene rings and has a unique planar melting ring structure. Pyrene is the smallest condensed polycyclic aromatic hydrocarbon, and its unique structural properties have been extensively studied. Pyrene has excellent properties such as thermal stability, high fluorescence quantum efficiency and high carrier mobility. This paper mainly used thiophene, EDOT and triphenylamine groups to enhance the pyrene based π-conjugated system and control the molecular accumulation of organic semiconductors, and improve their charge transport performances. Five kinds of polymer were synthesized and correspondingly characterized. The five kinds of pyrene conductive polymer had outstanding properties in terms of solubility, fluorescence intensity and thermal stability, good film-forming properties, stable electrochromic properties and high coloring efficiency. The coloration efficiency (CE) of PPYTP was as high as 277 cm2C?1, and the switching response time was short. The coloring time of PPYEDOT was 1.3 s and the bleaching time was 3.2 s. The lower impedance will also provide the possibility of such polymers being incorporated into electrochromic devices in the future. In short, the synthesized new pyrene conductive polymers will have wide application prospects in the field of electrochromic materials.

A facile synthesis of mesoporous graphitic carbon nitride supported palladium nanoparticles as highly effective and reusable catalysts for Stille coupling reactions under mild conditions

Cetin, Sultan,Kalay, Erbay,Kolemen, Safacan,Metin, ?nder

, p. 6714 - 6723 (2020/05/16)

The development of a Stille coupling protocol that is operable under moderate conditions without using a base is highly required for the synthetic organic chemistry community, which requires an efficient nanocatalyst. In this respect, addressed herein is a facile one-pot synthesis of mesoporous graphitic carbon nitride (mpg-CN) supported Pd NPs, denoted as mpg-CN/Pd hereafter, and investigation of their catalytic activity in Stille cross-coupling reactions for the first time. It has been demonstrated that mpg-CN nanosheets can serve as not only a support material but also a stabilizer for the generation of 4.5 nm Pd NPs. The ecofriendly generated heterogeneous nanocatalyst was characterized by TEM, XRD, XPS, BET surface area and ICP-MS analysis. The mpg-CN/Pd nanocatalysts showed high activity in the Stille coupling reaction of a variety of electron-deficient and electron-rich aryl iodides/bromides and two different organostannanes with a wide substrate scope to afford the corresponding biaryls without using any bases and additional ligands under relatively mild conditions. The catalyst can be easily recovered from the reaction medium by centrifugation. It can be reused at least 5 times without any loss of activity.

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