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T31801

Sigma-Aldrich

Thiophene

≥99%

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Synonym(s):
Thiofuran, Thiole
Empirical Formula (Hill Notation):
C4H4S
CAS Number:
Molecular Weight:
84.14
Beilstein/REAXYS Number:
103222
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

2.9 (vs air)

vapor pressure

40 mmHg ( 12.5 °C)

assay

≥99%

autoignition temp.

743 °F

expl. lim.

12.5 %

refractive index

n20/D 1.529 (lit.)

bp

84 °C (lit.)

mp

−38 °C (lit.)

density

1.051 g/mL at 25 °C (lit.)

SMILES string

c1ccsc1

InChI

1S/C4H4S/c1-2-4-5-3-1/h1-4H

InChI key

YTPLMLYBLZKORZ-UHFFFAOYSA-N

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1 of 4

This Item
W361518QBD10792729140
vibrant-m

T31801

Thiophene

vibrant-m

W361518

Thiazole

vibrant-m

QBD10792

m-dPEG®4-thiol

assay

≥99%

assay

≥99%

assay

>95% (HPLC)

assay

-

bp

84 °C (lit.)

bp

117-118 °C (lit.)

bp

-

bp

-

mp

−38 °C (lit.)

mp

-

mp

-

mp

50-55 °C

refractive index

n20/D 1.529 (lit.)

refractive index

n20/D 1.538 (lit.)

refractive index

-

refractive index

-

density

1.051 g/mL at 25 °C (lit.)

density

1.2 g/mL at 25 °C (lit.)

density

-

density

-

Application

Thiophene is an essential precursor to synthesize a wide range of conjugated organosulfur moieties, sulfur-containing polycyclic aromatic hydrocarbons, macrocycles, and pharmaceutical compounds. It has been widely used in the synthesis of polythiophenes and a host of active materials for organic field effect transistors (OFETs) and organic solar cells (OSCs).

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

15.8 °F

flash_point_c

-9 °C

ppe

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


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Construction of synthetic macrocyclic compounds possessing subheterocyclic rings, specifically pyridine, furan, and thiophene.
Newkome GR, et al.
Chemical Reviews, 77(4), 513-597 (1977)
Thiophene-based push-pull chromophores for small molecule organic solar cells (SMOSCs)
Malytskyi V, et al.
Royal Society of Chemistry Advances, 5(1), 354-397 (2015)
Solution-processed and high-performance organic solar cells using small molecules with a benzodithiophene unit.
Zhou J, et al.
Journal of the American Chemical Society, 135(23), 8484-8487 (2013)
Sukyoung Hwang et al.
Scientific reports, 5, 11201-11201 (2015-06-19)
The growth kinetics of polymer thin films prepared by plasma-based deposition method were explored using atomic force microscopy. The growth behavior of the first layer of the polythiophene somewhat differs from that of the other layers because the first layer
Sang-Eun Bae et al.
Journal of colloid and interface science, 456, 93-99 (2015-06-24)
A very simple preparation was developed for catalytically active Pd-nanoparticles (Pd-NPs) decorating polythiophene conducting polymer nanospheres by the redox reaction between PdCl4(2-) ion and 2-thiophenemethanol (2-TPM) in an aqueous solution at room temperature. 2-TPM polymerized to form polythiophene nanospheres in

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