Skip to Content
MilliporeSigma
All Photos(1)

Documents

456373

Sigma-Aldrich

2,5-Dibromo-3-hexylthiophene

97%

Synonym(s):

2,5-Dibromo-3-hex-1-ylthiophene

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

About This Item

Empirical Formula (Hill Notation):
C10H14Br2S
CAS Number:
116971-11-0
Molecular Weight:
326.09
MDL number:
MFCD00274313
UNSPSC Code:
12352103
PubChem Substance ID:
24869169
NACRES:
NA.23

assay

97%

refractive index

n20/D 1.557 (lit.)

density

1.521 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCCCCCc1cc(Br)sc1Br

InChI

1S/C10H14Br2S/c1-2-3-4-5-6-8-7-9(11)13-10(8)12/h7H,2-6H2,1H3

InChI key

NSYFIAVPXHGRSH-UHFFFAOYSA-N

General description

2,5-Dibromo-3-hexylthiophene is a 2,5 coupled conductive polymer with conjugated polythiophene based system, which has a controllable band gap.

Application

Conducting polymer precursor.
It can be used as a monomer with 5,5′-dibromo-3,3′-dihexyl-2,2′-bithiophene, which can synthesize regioregular-P3HT-regiosymmetric-P3HT (a diblock polymer) for organic electronics based applications. It can also be used in the synthesis of P3HT, which can be potentially used for photocatalytic applications.

Legal Information

Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Charge Transport in Conjugated Polymers with Pendent Stable Radical Groups.
Zhang Y, et al.
Chemistry of Materials (2018)
Paulina Powroznik et al.
Sensors (Basel, Switzerland), 20(2) (2020-01-19)
In the present work, we report the use of regioregular poly(3-hexyltiophene) polymer (RR-P3HT) as a potential light-activated material for sensing the chemical nerve agent simulant dimethyl methylphosphonate (DMMP). The electrical response of thick films of RR-P3HT, deposited by spray-coating method
Uniform electroactive fibre-like micelle nanowires for organic electronics.
Li X, et al.
Nature Communications, 8(22), 15909-15909 (2017)
Evidence of Ni (0) complex diffusion during grignard metathesis polymerization of 2, 5-dibromo-3-hexylthiophene.
Achord BC and Rawlins JW
Macromolecules, 42(22), 8634-8639 (2009)
Xiaoyu Li et al.
Nature communications, 8, 15909-15909 (2017-06-27)
Micelles formed by the self-assembly of block copolymers in selective solvents have attracted widespread attention and have uses in a wide variety of fields, whereas applications based on their electronic properties are virtually unexplored. Herein we describe studies of solution-processable
View All Related Papers

Articles

Synthetic Strategy for Large Scale Production of Oligothiophenes

Oligothiophenes are important organic electronic materials which can be produced using synthetic intermediates and Suzuki coupling.

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