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414492

Sigma-Aldrich

2-(Tributylstannyl)thiophene

97%

Sinónimos:

2-(Tributyltin)thiophene, 2-Thienyltributyltin, Tributyl(thiophen-2-yl)stannate, Tributyl-2-thienylstannane, Tributylthiophen-2-ylstannane

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About This Item

Fórmula empírica (notación de Hill):
C16H30SSn
Número de CAS:
54663-78-4
Peso molecular:
373.18
MDL number:
MFCD00192513
UNSPSC Code:
12352103
PubChem Substance ID:
24865938
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.518 (lit.)

bp

155 °C/0.1 mmHg (lit.)

density

1.175 g/mL at 25 °C (lit.)

SMILES string

CCCC[Sn](CCCC)(CCCC)c1cccs1

InChI

1S/C4H3S.3C4H9.Sn/c1-2-4-5-3-1;3*1-3-4-2;/h1-3H;3*1,3-4H2,2H3;

InChI key

UKTDFYOZPFNQOQ-UHFFFAOYSA-N

Application

2-(Tributylstannyl)thiophene has been used to synthesize diphenylquinoxaline monomer for the electrochromism polymers. It can also be used as a reactant in Stille coupling reaction.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT RE 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

221.0 °F - closed cup

flash_point_c

105 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sigma-Aldrich

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Synthetic Metals, 123(3), 425-433 (2001)
Two-dimensional structural motif in thienoacene semiconductors: Synthesis, structure, and properties of tetrathienoanthracene isomers.
Brusso JL, et al.
Chemistry of Materials, 20(7), 2484-2494 (2008)
John A Roque et al.
Inorganic chemistry, 59(22), 16341-16360 (2020-11-01)
Hypoxia presents a challenge to anticancer therapy, reducing the efficacy of many available treatments. Photodynamic therapy is particularly susceptible to hypoxia, given that its mechanism relies on oxygen. Herein, we introduce two new osmium-based polypyridyl photosensitizers that are active in
Matteo Atzori et al.
Organic & biomolecular chemistry, 12(43), 8752-8763 (2014-09-30)
2,5-Bis(thiophene) and 2,5-bis(ethylenedioxy-thiophene) (EDOT) derivatives of 3,6-diethoxy-1,4-benzoquinone (para isomers) were prepared by Stille coupling between the 2,5-dibromo-3,6-diethoxy-1,4-benzoquinone precursors and (n-Bu)3Sn-R (R = 2-thiophenyl or 3,4-ethylenedioxy-2-thiophenyl) reagents. In a parallel series of experiments 2,6-bis(thiophene) and 2,6-EDOT-3,5-diethoxy-1,4-benzoquinone (meta isomers) were synthesized by
Microwave synthesis and fluorous purification of 4-(tetrathienyl) butyric acid for self-assembled monolayer semiconductor applications.
McCairn MC, et al.
Tetrahedron Letters, 49(8), 1328-1330 (2008)
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