Skip to Content
Merck
All Photos(1)

Documents

522856

Sigma-Aldrich

5-Bromo-2,2′-bithiophene

96%

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

About This Item

Empirical Formula (Hill Notation):
C8H5BrS2
CAS Number:
3480-11-3
Molecular Weight:
245.16
MDL number:
MFCD01461947
UNSPSC Code:
12352100
PubChem Substance ID:
24874125
NACRES:
NA.22

Assay

96%

form

solid

mp

29-32 °C (lit.)

SMILES string

Brc1ccc(s1)-c2cccs2

InChI

1S/C8H5BrS2/c9-8-4-3-7(11-8)6-2-1-5-10-6/h1-5H

InChI key

OMOAIGVIYUXYAU-UHFFFAOYSA-N

General description

5-Bromo-2,2′-bithiophene is a bromothiophene derivative. Its reaction with various aryl iodides bearing an electron-donating or electron-withdrawing substituent has been described. It can be synthesized from 2,2′-bithiophene.

Application

5-Bromo-2,2′-bithiophene may be used in the synthesis of trimethyl-[2,2′;5′,2″;5″,2″]quaterthiophen-5-yl-silane (4TTMS) and 5-hexylsulfanyl-2,2′:5′,2′′-terthiophene.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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

Mark E Roberts et al.
Proceedings of the National Academy of Sciences of the United States of America, 105(34), 12134-12139 (2008-08-20)
The development of low-cost, reliable sensors will rely on devices capable of converting an analyte binding event to an easily read electrical signal. Organic thin-film transistors (OTFTs) are ideal for inexpensive, single-use chemical or biological sensors because of their compatibility
Three-dimensional tetra (oligothienyl) silanes as donor material for organic solar cells.
Roquet S, et al.
Journal of Materials Chemistry, 16(29), 3040-3045 (2006)
Kei Kobayashi et al.
Organic letters, 7(22), 5083-5085 (2005-10-21)
[reaction: see text] Bromothiophene derivatives react with aryl iodides catalyzed by a palladium complex in the presence of a silver(I) nitrate/potassium fluoride system to induce coupling at the C-H bond, while the carbon-bromine bond is intact. The produced coupling product
Silole-Containing. pi.-Conjugated Systems. 3.1 A Series of Silole-Thiophene Cooligomers and Copolymers: Synthesis, Properties, and Electronic Structures.
Tamao K, et al.
Macromolecules, 28(25), 8668-8675 (1995)

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