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691925

2-Bromo-3-hexylthiophene

97%

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About This Item

Empirical Formula (Hill Notation):
C10H15BrS
CAS Number:
Molecular Weight:
247.20
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Assay:
97%
Form:
liquid
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Quality Level

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

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter



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Synthesis of End-capped Regioregular Poly (3-hexylthiophene) s via Direct Arylation.
Wang Q, et al.
Macromolecular Rapid Communications, 33(14), 1203-1207 (2012)
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)



Global Trade Item Number

SKUGTIN
691925-1G04061832765778
691925-5G04061838141101