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Sigma-Aldrich

3-Octylthiophene

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About This Item

Empirical Formula (Hill Notation):
C12H20S
CAS Number:
65016-62-8
Molecular Weight:
196.35
MDL number:
MFCD00085281
UNSPSC Code:
12352100
PubChem Substance ID:
24866561
NACRES:
NA.22

Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.492 (lit.)

bp

106-107 °C/3 mmHg (lit.)

density

0.92 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCCc1ccsc1

InChI

1S/C12H20S/c1-2-3-4-5-6-7-8-12-9-10-13-11-12/h9-11H,2-8H2,1H3

InChI key

WQYWXQCOYRZFAV-UHFFFAOYSA-N

Related Categories

General description

3-Octylthiophene is an alkyl thiophene derivative. It has been synthesized by the reaction of 3-bromothiophene with octylmagnesium bromide.

Application

3-Octylthiophene may be used as a starting material in the synthesis of the following:
  • 2,5-dibromo-3-octylthiophene
  • poly(3-butylthiophene)-b-poly(3-octylthiophene), a diblock copoly(3-alkylthiophene)
  • regioregular poly(3-octylthiophene) (POT)

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

closed cup

flash_point_c

closed cup

ppe

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’.

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Crystalline diblock conjugated copolymers: Synthesis, self-assembly, and microphase separation of poly (3-butylthiophene)-b-poly (3-octylthiophene).
Wu PT, et al.
Macromolecules, 42(7), 2317-2320 (2009)
Soluble Phenanthrenyl-Imidazole-Presenting Regioregular Poly (3-octylthiophene) Copolymers Having Tunable Bandgaps for Solar Cell Applications.
Chang YT, et al.
Advances in Functional Materials, 17(16), 3326-3331 (2007)
New convenient synthesis of highly regioregular poly (3-octylthiophene) based on the Suzuki coupling reaction.
Guillerez S and Bidan G.
Synthetic Metals, 93(2), 123-126 (1998)
Nannan Jian et al.
Physical chemistry chemical physics : PCCP, 21(13), 7174-7182 (2019-03-20)
Conjugated fluorophores have been extensively used for fluorescence sensing of various substances in the field of life processes and environmental science, due to their noninvasiveness, sensitivity, simplicity and rapidity. Most existing conjugated fluorophores exhibit excellent light-emitting performance in dilute solutions

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