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483028

Sigma-Aldrich

3,4-Ethylenedioxythiophene

97%

Synonym(s):
2,3-Dihydrothieno[3,4-b]-1,4-dioxin, EDOT
Empirical Formula (Hill Notation):
C6H6O2S
CAS Number:
Molecular Weight:
142.18
MDL number:
PubChem Substance ID:
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

Related Categories

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.

Packaging

10 g in glass bottle

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

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 Germany

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

Certificate of Analysis

Certificate of Origin

Macromolecules, 37, 4087-4098 (2004)
Advanced Mat., 12, 481-494 (2000)
Protein-mediated synthesis of the conducting polymer PEDOT: PSS.
Hira SM and Payne CK
Synthetic Metals, 176(5), 104-107 (2013)
Towards sustainable solid-state supercapacitors: electroactive conducting polymers combined with biohydrogels.
Perez-Madrigal MM, et al.
Journal of Material Chemistry A, 4(5), 1792-1805 (2016)
Yuzhe Xie et al.
Biosensors & bioelectronics, 87, 31-37 (2016-08-16)
A motor-based microprobe is proposed using a tubular microengine powered by bio-assembled enzyme as catalyst and exploited for washing-free detection of DNA through motion readout. The microprobe is fabricated by assembling a catalase layer on the inner surface of poly(3,4-ethylenedioxythiophene)/Au...

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