Skip to Content
Merck
All Photos(3)

Documents

691925

Sigma-Aldrich

2-Bromo-3-hexylthiophene

97%

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C10H15BrS
CAS Number:
69249-61-2
Molecular Weight:
247.20
MDL number:
MFCD09907959
UNSPSC Code:
12352103
PubChem Substance ID:
329761448
NACRES:
NA.23

Assay

97%

form

liquid

refractive index

n20/D 1.529

density

1.240 g/mL at 25 °C

SMILES string

CCCCCCc1ccsc1Br

InChI

1S/C10H15BrS/c1-2-3-4-5-6-9-7-8-12-10(9)11/h7-8H,2-6H2,1H3

InChI key

XQJNXCHDODCAJF-UHFFFAOYSA-N

General description

2-Bromo-3-hexylthiophene is a monomeric precursor that forms bromo terminate polymers. It is synthesized by the bromination of hexylthiophene.

Application

2-Bromo-3-hexylthiophene is majorly used in the formation of π-conjugated conductive polymers (CPs) for the fabrication of organic field effect transistors (OFETs) and organic photovoltaics (OPVs). The Grignard metathesis (GRIM) polymerization of 2-Bromo-3-hexylthiophene terminates a bromine and a proton at both ends to form conductive poly(3-hexylthiophene) (P3HT).

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H413

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

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

Field-effect transistors based on poly (3-hexylthiophene): Effect of impurities.
Urien M, et al.
Organic Electronics, 8(6), 727-734 (2007)
Synthesis and characterization of poly (3-hexylthiophene)-b-polystyrene for photovoltaic application.
Gu Z, et al.
Polymers, 3(1), 558-570 (2011)
Synthesis of End-capped Regioregular Poly (3-hexylthiophene) s via Direct Arylation.
Wang Q, et al.
Macromolecular Rapid Communications, 33(14), 1203-1207 (2012)
Grignard metathesis (GRIM) polymerization for the synthesis of conjugated block copolymers containing regioregular poly (3-hexylthiophene).
Stefan MC, et al.
Polym. Chem., 3(7), 1693-1701 (2012)
Harsha Reddy et al.
Science (New York, N.Y.), 369(6502), 423-426 (2020-06-06)
Hot carriers in plasmonic nanostructures, generated via plasmon decay, play key roles in applications such as photocatalysis and in photodetectors that circumvent bandgap limitations. However, direct experimental quantification of steady-state energy distributions of hot carriers in nanostructures has so far

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