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Merck
CN

414492

2-(Tributylstannyl)thiophene

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C16H30SSn
CAS Number:
54663-78-4
Molecular Weight:
373.18
NACRES:
NA.22
PubChem Substance ID:
24865938
UNSPSC Code:
12352103
MDL number:
MFCD00192513

Key Documents

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Product Name

2-(Tributylstannyl)thiophene, 97%

InChI

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

SMILES string

CCCC[Sn](CCCC)(CCCC)c1cccs1

InChI key

UKTDFYOZPFNQOQ-UHFFFAOYSA-N

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.)

Quality Level

100

Related Categories

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.

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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

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7788V
WXBF6171V
MKCX6558
WXBF5087V
MKCT3723

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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)
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
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
Synthesis, emission and spectro-electrochemical studies of bithienylnaphthalene systems.
Sankaran B, et al.
Synthetic Metals, 123(3), 425-433 (2001)
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