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Sigma-Aldrich

3,4-Ethylenedioxythiophene

97%

Synonym(s):

2,3-Dihydrothieno[3,4-b]-1,4-dioxin, EDOT

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About This Item

Empirical Formula (Hill Notation):
C6H6O2S
CAS Number:
126213-50-1
Molecular Weight:
142.18
MDL number:
MFCD02093622
UNSPSC Code:
12352103
PubChem Substance ID:
24871861
NACRES:
NA.23

Assay

97%

refractive index

n20/D 1.5765 (lit.)

bp

193 °C (lit.)

density

1.331 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C1COc2cscc2O1

InChI

1S/C6H6O2S/c1-2-8-6-4-9-3-5(6)7-1/h3-4H,1-2H2

InChI key

GKWLILHTTGWKLQ-UHFFFAOYSA-N

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General description

3,4-Ethylenedioxythiophene (EDOT) is an electro-active conductive monomer with a thiol group that combines an electron donor and electron acceptor in a donor-acceptor-donor arrangement.
Monomer used in the synthesis of conducting polymers.

Application

EDOT can be polymerized to form poly(3,4-ethylenedioxythiophene) (PEDOT) for use as an electrochromic polymer (EC) based coating for a variety of applications like solid state organic electrochemical supercapacitors (OESCs), electrochromic devices (ECDs), and carbon nanotubes (CNTs) based electrochemical devices for diabetes monitoring.
It can be used:
  • As a reductant in a one-pot synthesis of gold nanoparticles from HAuCl4 (254169).
  • As a starting material used in palladium-catalyzed mono- and bis-arylation reactions.
  • In the synthesis of conjugated polymers and copolymers, with potential optical applications.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H302,H311,H319

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

219.2 °F - closed cup

Flash Point(C)

104 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Electrochemical Sensing with High Aspect Ratio Carbon Nanotube Platforms.
Abidin SZ, et al.
Journal of Nanomaterials, 2017 (2017)
Brenda G Molina et al.
ACS applied materials & interfaces, 11(32), 29427-29435 (2019-07-18)
The electro-chemo-mechanical response of robust and flexible free-standing films made of three nanoperforated poly(lactic acid) (pPLA) layers separated by two anodically polymerized poly(3,4-ethylenedioxythiophene) (PEDOT) layers has been demonstrated. The mechanical and electrochemical properties of these films, which are provided by
Aiva Simaite et al.
Nanotechnology, 28(2), 025502-025502 (2016-12-03)
During cyclic actuation, conducting polymer based artificial muscles are often creeping from the initial movement range. One of the likely reasons of such behaviour is unbalanced charging during conducting polymer oxidation and reduction. To improve the actuation reversibility and subsequently
Zaid Aqrawe et al.
Polymers, 12(8) (2020-07-30)
The fabrication of stretchable conductive material through vapor phase polymerization of poly(3,4-ethylenedioxythiophene) (PEDOT) is presented alongside a method to easily pattern these materials with nanosecond laser structuring. The devices were constructed from sheets of vapor phase polymerized PEDOT doped with
Fei Li et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 6(20), 1901051-1901051 (2019-10-23)
The rapid development of microelectronics has equally rapidly increased the demand for miniaturized energy storage devices. On-chip microsupercapacitors (MSCs), as promising power candidates, possess great potential to complement or replace electrolytic capacitors and microbatteries in various applications. However, the areal
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