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Sigma-Aldrich

3-Thiopheneacetic acid

98%

Synonym(s):

3-Thienylacetic acid

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About This Item

Empirical Formula (Hill Notation):
C6H6O2S
CAS Number:
6964-21-2
Molecular Weight:
142.18
Beilstein/REAXYS Number:
113622
EC Number:
230-166-1
MDL number:
MFCD00005473
UNSPSC Code:
12352100
PubChem Substance ID:
24853184
NACRES:
NA.22

assay

98%

mp

73-76 °C (lit.)

SMILES string

OC(=O)Cc1ccsc1

InChI

1S/C6H6O2S/c7-6(8)3-5-1-2-9-4-5/h1-2,4H,3H2,(H,7,8)

InChI key

RCNOGGGBSSVMAS-UHFFFAOYSA-N

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General description

3-Thiopheneacetic acid acts as monocarboxylate ligand and forms oxo-carboxylate bridged digadolinium(III) complexes. Electrochemical oxidation of 3-thiopheneacetic acid in dry acetonitrile leads to the formation of a conducting polymeric film of poly (3-thiopheneacetic acid).

Application

3-Thiopheneacetic acid was used in:
  • one-step, size control synthesis of gold nanoparticles
  • in the preparation of gold nanoparticles capped with 3-thiopheneacetic acid (3-TAA) via borohydride reduction

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis, density functional theory, molecular dynamics and electrochemical studies of 3-thiopheneacetic acid-capped gold nanoparticles.
Sosibo NM, et al.
Journal of Molecular Structure, 1006(1), 494-501 (2011)
Electrochemistry of poly (3-thiopheneacetic acid) in aqueous solution: evidence for an intramolecular chemical reaction.
Bartlett PN and Dawson DH.
Journal of Materials Chemistry, 4(12), 1805-1810 (1994)
One-step, shape control synthesis of gold nanoparticles stabilized by 3-thiopheneacetic acid.
Huang H and Yang X.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 255(1), 11-17 (2005)
Laura Cañadillas-Delgado et al.
Dalton transactions (Cambridge, England : 2003), 39(31), 7286-7293 (2010-07-02)
Two new digadolinium(III) complexes with monocarboxylate ligands, [Gd2(pac)6(H2O)4] (1) and [Gd2(tpac)6(H2O)4] (2) (Hpac = pentanoic acid and Htpac = 3-thiopheneacetic acid), have been prepared and their structures determined by X-ray diffraction on single crystals. Their structures consist of neutral and
Muhammet Aydın et al.
Macromolecular bioscience, 19(8), e1900109-e1900109 (2019-06-22)
In this study, an impedimetric immunosensor based on polymer poly(thiophene)-graft-poly(methacrylamide) polymer (P(Thi-g-MAm)) modified indium tin oxide (ITO) electrode is developed for the detection of the Neuron Specific Enolase (NSE) cancer biomarker. First, the P(Thi-g-MAm) polymer is synthesized and coated on
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