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Sigma-Aldrich

3-(2-Ethylhexyl)thiophene

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About This Item

Empirical Formula (Hill Notation):
C12H20S
CAS Number:
Molecular Weight:
196.35
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

97%

form

liquid

refractive index

n/D 1.494

bp

150-152 °C/7.5 Torr

density

0.915 g/mL at 25 °C

SMILES string

CCC(CCCC)CC1=CSC=C1

InChI

1S/C12H20S/c1-3-5-6-11(4-2)9-12-7-8-13-10-12/h7-8,10-11H,3-6,9H2,1-2H3

InChI key

HWMQCIZYXLAJKM-UHFFFAOYSA-N

Application

3-(2-Ethylhexyl)thiophene is a 3-alkylthiophene monomer, which can be used in the formation of conjugated highly regio-regular block polymers for applications in organic field effect transistors (OFETs), and organic photovoltaics (OPVs).
Organic semiconducting polymer or small molecule precursor.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Impact of the Alkyl Side Chains on the Optoelectronic Properties of a Series of Photovoltaic Low-?Band-?Gap Copolymers
Biniek, Laure; Fall; Sadiara, Chochos; Christos L., Anokhin; et al.
Macromolecules, 43(23), 9779-9786 (2010)
Influence of intermolecular interactions of electron donating small molecules on their molecular packing and performance in organic electronic devices
Kim, Ki-Hyun; Yu, Hojeong; Kang, Hyunbum; et al.
Journal of Material Chemistry A, 1(46), 14538-14547 (2013)
Studies on 3-(2-ethylhexyl)thiophene polymers
Somanathan, Narayanasastri; Radhakrishnan, Sarangapani; Thelakkat, Mukundan; Schmidt, Hans W.
Macromolecular Materials and Engineering, 287(4), 236-242 (2002)
Influence of the Ethylhexyl Side-Chain Content on the Open-Circuit Voltage in rr-Poly(3-hexylthiophene-co-3-(2-ethylhexyl)thiophene) Copolymers
Burkhart, Beate; Khlyabich, Petr P.; Thompson, Barry C.
Macromolecules, 45(9), 3740-3748 (2012)
3, 6-Dialkylthieno [3, 2-b] thiophene moiety as a soluble and electron donating unit preserving the coplanarity of photovoltaic low band gap copolymers
Biniek L, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 50(9), 1861-1868 (2012)

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