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729078

Sigma-Aldrich

3,4-Ethylenedithiothiophene

Synonym(s):

3,4-Ethylenedithiothiophene, 2,3-Dihydrothieno[3,4-b][1,4]dithiine, 3,4-Ethylenedisulfanylthiophene, EDTT

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About This Item

Empirical Formula (Hill Notation):
C6H6S3
CAS Number:
158962-92-6
Molecular Weight:
174.31
MDL number:
MFCD23098725
UNSPSC Code:
12352103
PubChem Substance ID:
329764454
NACRES:
NA.23

form

liquid

Quality Level

100

refractive index

n20/D 1.685

density

1.374 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

C1CSc2cscc2S1

InChI

1S/C6H6S3/c1-2-9-6-4-7-3-5(6)8-1/h3-4H,1-2H2

InChI key

HPGNGICCHXRMIP-UHFFFAOYSA-N

General description

3,4-Ethylenedithiothiophene (EDTT) is a dithiin based conducting polymer that is a sulfur analog of 3,4-ethylendioxythiophene (EDOT) that is majorly used in optoelectronic and electrochemical devices.

Application

EDTT can be electrochemically oxidized in acetonitrile to form poly(EDTT) films on the surface of the electrodes, which can be used in the fabrication of organic light emitting diodes (OLEDs) and organic photovoltaics (OPVs).

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

221.0 °F

flash_point_c

105 °C

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Certificates of Analysis (COA)

Lot/Batch Number
MKCL2583
MKBR1072V
MKBK2084V

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Efficient synthesis of 2, 5-dicarbonyl derivatives of 3, 4-ethylenedithiothiophene (EDTT) via addition-elimination reaction.
Mustafa A, et al.
Tetrahedron, 73(40), 5847-5852 (2017)
Mathieu, T.; et al.
Macromolecules, 38, 6806-6812 (2005)
Electrosynthesis of poly (3, 4-ethylenedithiathiophene) in an ionic liquid and its electrochemistry and electrochromic properties.
Lu B, et al.
Electrochimica Acta, 106(9), 201-208 (2013)
Functionalized 3, 4-ethylenedithiathiophenes (EDTTs) as building blocks for poly (3, 4-ethylenedithiathiophene)(PEDTT) derivatives.
Blanco R, et al.
Tetrahedron Letters, 49(13), 2056-2059 (2008)
Redox doping behaviour of poly (3, 4-ethylenedithiothiophene)-The counterion effect.
Domagala W, et al.
Optical Materials, 33(9), 1405-1409 (2011)
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