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668257

Sigma-Aldrich

3,4-Dimethoxythiophene

97%

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About This Item

Formula empirica (notazione di Hill):
C6H8O2S
Numero CAS:
51792-34-8
Peso molecolare:
144.19
Numero MDL:
MFCD01096546
Codice UNSPSC:
12352103
ID PubChem:
24884971
NACRES:
NA.23

Saggio

97%

Indice di rifrazione

n20/D 1.5409

P. eboll.

100-102 °C/10-11 mmHg

Densità

1.209 g/mL at 25 °C

Temperatura di conservazione

−20°C

Stringa SMILE

COc1cscc1OC

InChI

1S/C6H8O2S/c1-7-5-3-9-4-6(5)8-2/h3-4H,1-2H3
ZUDCKLVMBAXBIF-UHFFFAOYSA-N

Descrizione generale

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.

Applicazioni

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.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

224.1 °F - closed cup

Punto d’infiammabilità (°C)

106.7 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
MKCL2817
MKCK7163
MKCC5781
MKBX3701V
MKBW6597V

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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)
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)
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)
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Articoli

Development of organic semiconductors from highly ordered oligo and polythiophenes

The soaring global demand for energy, coupled with the limited supply of fossil fuels, has increased the need for renewable, low-cost energy sources. Organic electronics have shown great promise for applications in lighting, power, and circuitry, with rapidly improving performance already surpassing that of amorphous silicon-based counterparts.

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.