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456373

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:
Molecular Weight:
326.09
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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


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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
Charge Transport in Conjugated Polymers with Pendent Stable Radical Groups.
Zhang Y, et al.
Chemistry of Materials (2018)
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)
Regioregular poly (3-alkylthiophene) conducting block copolymers.
Iovu MC, et al.
Polymer, 46(19), 8582-8586 (2005)

Articles

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

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