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126213-50-1

3,4-ethylenedioxythiophene

CAS: 126213-50-1

Molecular Formula: C6H6O2S

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126213-50-1 - Names and Identifiers

Name 3,4-ethylenedioxythiophene
Synonyms EDT
EDOT
AKOS BBS-00006360
3,4-Ethylendioxythiophene
3,4-Ethylenedioxothiophene
3,4-ETHYLENEDIOXYTHIOPHENE
3,4-ethylenedioxythiophene
3,4-ETHYLENEDIOXOTHIOPHENE
3,4-Ethylenedioxo thiophene
3,4-ethylene dioxythiophene
3,4-Ethylenedioxythiophene(EDOT)
3,4-ethylenedioxythiophene,EDOT,EDT
2,3-DIHYDROTHIENO[3,4-B]-1,4-DIOXIN
2,3-Dihydrothieno[3,4-B]-1,4-DIOXIN
2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXINE
Thieno3,4-b-1,4-dioxin, 2,3-dihydro-
2,3-Dihydrothieno[3,4-B][1,4]DIOXINE
2,3-Dihydro-thieno(3,4-B)-1,4-DIOXIN-
CAS 126213-50-1
EINECS 1806241-263-5
InChI InChI=1/C6H6O2S/c1-2-8-6-4-9-3-5(6)7-1/h3-4H,1-2H2
InChIKey GKWLILHTTGWKLQ-UHFFFAOYSA-N

126213-50-1 - Physico-chemical Properties

Molecular FormulaC6H6O2S
Molar Mass142.18
Density1.331 g/mL at 25 °C (lit.)
Melting Point10 °C
Boling Point193 °C (lit.)
Flash Point230°F
Water SolubilityImmsicible with water. Miscible with alcohol and ether.
Solubility The smell has a slight unpleasant smell.
Vapor Presure11.9Pa at 25℃
AppearanceColorless to yellow liquid
ColorColorless to Yellow
Storage Condition2-8°C
SensitiveThermal sensitivity
Refractive Indexn20/D 1.5765(lit.)
MDLMFCD02093622
Physical and Chemical PropertiesDensity 1.331
boiling point 193°C
refractive index 1.5765
flash point 110°C
UseThis product is for scientific research only and shall not be used for other purposes.

126213-50-1 - Risk and Safety

Risk CodesR21/22 - Harmful in contact with skin and if swallowed.
R36 - Irritating to the eyes
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.
UN IDsUN 2810 6.1/PG 3
WGK Germany2
TSCAYes
HS Code29349990
Hazard Class6.1
Packing GroupIII

126213-50-1 - Reference

Reference
Show more
1. [IF=3.383] Sheng Lei et al."One-Pot hydrothermal approach to graphene/Poly(3,4-ethylenedioxythiophene) composites for high-capacitance supercapacitors."Mater Today Commun. 2019 Sep;20:100549

126213-50-1 - Introduction

As a reducing agent in synthetic gold nanoparticles.
Last Update:2022-10-16 17:13:01

126213-50-1 - Reference Information

LogP1.976 at 25℃ and pH7.1
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
overview 3,4-ethylene dioxythiophene (EDOP) is a colorless to light yellow transparent oily liquid with an atmospheric boiling point of 225 ℃. it is one of the monomers for preparing poly 3,4-ethylene dioxythiophene (PEDOP). its preparation mainly uses quinoline as solvent, copper powder as catalyst, reactant 2,5-dicarboxylic acid -3, 4-ethylene dioxythiophene is heated to above 180 ℃ in solvent for decarboxylation reaction. This method has high reaction temperature, low product yield and serious environmental pollution.
application 3, 4-ethylene dioxythiophenol can be used to synthesize polythiophenol or oligothiophenol organic electroactive materials such as organic conductive polymer materials, photoelectric materials, etc.
preparation under the condition of nitrogen protection, add 50g of 2,5-dicarboxylic acid -3,4-ethylene dioxythiophene and 250 ml of dimethyl sulfoxide (DMSO) to 500 ml of three-mouth flask, fully stir to dissolve the solid, then add 4g of copper powder, then raise the temperature to 160 ℃, and react for 9 hours, TLC detects that the raw materials are completely reacted and then cooled to room temperature, the catalyst is filtered away, the filtrate is washed with water, extracted, separated with liquid, dried with organic phase, and concentrated to obtain red-brown oily liquid. Decompression is rectified, and the fraction at 128-132 ℃ is collected to obtain light yellow oily liquid 21g, which is 3,4-ethylene dioxythiophene. GC analysis content is 99.5% (area naturalization method), and the yield is 68%.
use application is mainly used to synthesize conductive polymer PEDT, which is widely used in modern electronics industry. Used as a reducing agent in synthetic gold nanoparticles; starting material for palladium-catalyzed arylation reaction; used in the synthesis of coupling polymers and copolymerics, used as a synthetic conductive polymer PEDT.
Used for the synthesis of conjugated polymers and copolymers; used as a reducing agent when synthesizing gold nanoparticles by HAuCl4 one-pot method; used as a raw material for palladium-catalyzed mono-and bis-arylation reactions; used for conductive polymers Monomer
Last Update:2024-04-09 21:21:28
126213-50-1
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