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483028

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

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.

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)
Macromolecules, 37, 4087-4098 (2004)
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)
Hongmin Wang et al.
Nature communications, 11(1), 3882-3882 (2020-08-13)
Fired brick is a universal building material, produced by thousand-year-old technology, that throughout history has seldom served any other purpose. Here, we develop a scalable, cost-effective and versatile chemical synthesis using a fired brick to control oxidative radical polymerization and
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