T31801
Thiophene
≥99%
Synonym(s):
Thiofuran, Thiole
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About This Item
Empirical Formula (Hill Notation):
C4H4S
CAS Number:
Molecular Weight:
84.14
Beilstein:
103222
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
vapor density
2.9 (vs air)
Quality Level
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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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).
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
15.8 °F
Flash Point(C)
-9 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
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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)
Construction of synthetic macrocyclic compounds possessing subheterocyclic rings, specifically pyridine, furan, and thiophene.
Newkome GR, et al.
Chemical Reviews, 77(4), 513-597 (1977)
Palladium-Catalyzed Decarboxylative C-H Bond Arylation of Thiophenes.
Hu P and Zhang M
Angewandte Chemie (International Edition in English), 124(1), 231-235 (2012)
Thiophene Polymer Semiconductors for Organic Thin-Film Transistors
Ong BS, et al.
Chemistry?A European Journal , 14(16), 4766-4778 (2008)
Thiophene, Benzo [b] thiophene and Dibenzo [b, d] thiophene as Precursors to Highly Conjugated Organosulfur Compounds.
Bianchini, Claudio and Meli, Andrea
Synlett, 1997(06), 643-649 (1997)
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