668257
3,4-Dimethoxythiophene
97%
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About This Item
Empirical Formula (Hill Notation):
C6H8O2S
CAS Number:
Molecular Weight:
144.19
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Product Name
3,4-Dimethoxythiophene, 97%
InChI
1S/C6H8O2S/c1-7-5-3-9-4-6(5)8-2/h3-4H,1-2H3
SMILES string
COc1cscc1OC
InChI key
ZUDCKLVMBAXBIF-UHFFFAOYSA-N
assay
97%
refractive index
n20/D 1.5409
bp
100-102 °C/10-11 mmHg
density
1.209 g/mL at 25 °C
storage temp.
−20°C
Quality Level
Related Categories
General description
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.
Application
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
224.1 °F - closed cup
flash_point_c
106.7 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Revisiting the electropolymerization of 3, 4-dimethoxythiophene in organic and micellar media.
Fall M, et al.
Synthetic Metals, 123(3), 365-372 (2001)
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)
Sokkalingam Punidha et al.
The Journal of organic chemistry, 73(1), 323-326 (2007-12-12)
Click chemistry has been successfully applied in the synthesis of the first example of a triazole-bridged porphyrin dyad containing N(2)S(2) porphyrin and N(4) or ZnN(4) porphyrin subunits, and fluorescence study indicated a possibility of singlet-singlet energy transfer from the N(4)
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)
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)
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