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3,4-Dimethoxythiophen
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About This Item
Empirische Formel (Hill-System):
C6H8O2S
CAS-Nummer:
Molekulargewicht:
144.19
MDL-Nummer:
UNSPSC-Code:
12352103
PubChem Substanz-ID:
NACRES:
NA.23
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Qualitätsniveau
Assay
97%
Brechungsindex
n20/D 1.5409
bp
100-102 °C/10-11 mmHg
Dichte
1.209 g/mL at 25 °C
Lagertemp.
−20°C
SMILES String
COc1cscc1OC
InChI
1S/C6H8O2S/c1-7-5-3-9-4-6(5)8-2/h3-4H,1-2H3
InChIKey
ZUDCKLVMBAXBIF-UHFFFAOYSA-N
Allgemeine Beschreibung
3,4-Dimethoxythiophene (DMOT) is a monomer and a precursor which can be synthesized by ring closure reaction of 2,3-dimethoxy-1,3-butadiene and sulfur dichloride in hexane medium. It is an oligothiphene that is majorly used in the development of electroactive materials for organic electronics based applications.
Anwendung
Building block in the synthesis of an N2S2-N4 porphyrin dyad used to study photoinduced energy transfer.
DMOT can be trans-esterified to form 3,4-ethylenendioxythiophene (EDOT). It can further be polymerized to produce PEDOT which can be used as a conductive polymer in π-conjugated systems. It can be polymerized to form poly(dimethoxythiphenes) which can potentially be used in the fabrication energy storage devices on electrochemical doping.
Signalwort
Warning
H-Sätze
Gefahreneinstufungen
Acute Tox. 4 Oral
Lagerklassenschlüssel
10 - Combustible liquids
WGK
WGK 3
Flammpunkt (°F)
224.1 °F - closed cup
Flammpunkt (°C)
106.7 °C - closed cup
Persönliche Schutzausrüstung
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Biomimetic Synthesis of Water Soluble Conductive Polypyrrole and Poly (3, 4 ethylenedioxythiophene).
Bruno FF, et al.
MRS Online Proceedings Library, 736(4), 607-609 (2002)
Thieno [3, 4-b]-1, 4-oxathiane: An Unsymmetrical Sulfur Analogue of 3, 4-Ethylenedioxythiophene (EDOT) as a Building Block for Linear pi-Conjugated Systems.
Blanchard P, et al.
Organic Letters, 4(4), 607-609 (2002)
Revisiting the electropolymerization of 3, 4-dimethoxythiophene in organic and micellar media.
Fall M, et al.
Synthetic Metals, 123(3), 365-372 (2001)
Simple one-step synthesis of 3,4-dimethoxythiophene and its conversion into 3, 4-ethylenedioxythiophene (EDOT).
von Kieseritzky F, et al.
Tetrahedron Letters, 45(31), 6049-6050 (2004)
In situ conductance studies of p-and n-doping of poly (3, 4-dialkoxythiophenes).
Skompska M, et al.
Journal of Electroanalytical Chemistry, 577(1), 9-17 (2005)
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