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414492

Sigma-Aldrich

2-(Tributylstannyl)thiophene

97%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C16H30SSn
Numero CAS:
54663-78-4
Peso molecolare:
373.18
Numero MDL:
MFCD00192513
Codice UNSPSC:
12352103
ID PubChem:
24865938
NACRES:
NA.22

Saggio

97%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.518 (lit.)

P. eboll.

155 °C/0.1 mmHg (lit.)

Densità

1.175 g/mL at 25 °C (lit.)

Stringa SMILE

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;
UKTDFYOZPFNQOQ-UHFFFAOYSA-N

Applicazioni

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.

Avvertenze

Danger

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

221.0 °F - closed cup

Punto d’infiammabilità (°C)

105 °C - closed cup

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

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Tributyltin chloride 96%

Sigma-Aldrich

T50202

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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)
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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