483028

3,4-Ethylenedioxythiophene

97%

• Synonym(s): 2,3-Dihydrothieno[3,4-b]-1,4-dioxin, EDOT
• 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

Properties

• 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

Description

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.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H302,H311,H319
• pcodes: P264 - P270 - P280 - P301 + P312 - P302 + P352 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2
• Storage Class: 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
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter