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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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10 G
€93.00

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

€93.00

Please contact Customer Service for Availability
Request a Bulk Order

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.[1]
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),[2][3] electrochromic devices (ECDs),[1] and carbon nanotubes (CNTs) based electrochemical devices for diabetes monitoring.[4]
It can be used:
  • As a reductant in a one-pot synthesis of gold nanoparticles from HAuCl4 (254169).[5]
  • As a starting material used in palladium-catalyzed mono- and bis-arylation reactions.[6]
  • In the synthesis of conjugated polymers and copolymers, with potential optical applications.[7][8]

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF2888V
WXBF4074V
WXBD9529V
WXBD6597V
WXBD5292V

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Macromolecules, 37, 4087-4098 (2004)
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)
Advanced Mat., 12, 481-494 (2000)
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
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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Articles

Conjugated Polymers for the Engineering of Device/Tissue Interface

Conjugated polymers offer charge transport between inorganic, electrically conducting metals and organic, proton-conducting biological systems.

Self healable PEDOT based film hydrogel and OECT devices

Advancements in bioelectronics, incorporating self-healing materials for wearable devices, and measuring bioelectric signals to assess physiological parameters.

Self healable PEDOT based film hydrogel and OECT devices

Advancements in bioelectronics, incorporating self-healing materials for wearable devices, and measuring bioelectric signals to assess physiological parameters.

Self healable PEDOT based film hydrogel and OECT devices

Advancements in bioelectronics, incorporating self-healing materials for wearable devices, and measuring bioelectric signals to assess physiological parameters.

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Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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