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Sigma-Aldrich

2,5-Dibromo-3-hexylthiophene

97%

Synonym(s):

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

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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN7082
SHBK5231
SHBG5805V
SHBC9187V
SHBC4210V

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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
Tomasz Jarosz et al.
Polymers, 11(2) (2019-04-10)
A type of graft copolymer based on polysiloxane and regioregular poly(3-hexylthiophene) (P3HT) has been synthesised and its properties have been studied alongside those of its parent conjugated polymer-regioregular P3HT. Electrochemical analysis has revealed more significant changes in conformation of the
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
Kinga Kepska et al.
Chemicke zvesti, 72(1), 251-259 (2018-01-26)
The first comprehensive spectroelectrochemical account of the behaviour of regioregular (RR-P3HT) and statistical (ST-P3HT) poly(3-hexylthiophenes) in solution is presented, in contrast to the many reports dealing with P3HT films merely deposited from solution. The conducted experiments revealed that the two
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