Skip to Content
Merck
All Photos(1)

Documents

414492

Sigma-Aldrich

2-(Tributylstannyl)thiophene

97%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C16H30SSn
CAS Number:
54663-78-4
Molecular Weight:
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.

Signal Word

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 Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service