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126213-50-1

Basic Information
CAS No.: 126213-50-1
Name: Thieno[3,4-b]-1,4-dioxin,2,3-dihydro-
Article Data: 25
Cas Database
Molecular Structure:
Molecular Structure of 126213-50-1 (Thieno[3,4-b]-1,4-dioxin,2,3-dihydro-)
Formula: C6H6O2S
Molecular Weight: 142.178
Synonyms: 2,3-Dihydrothieno[3,4-b]-1,4-dioxin;3,4-Ethyleneoxythiophene;EDOT;3,4-Ethylenedioxythiophene(EDOT);
EINECS: 1806241-263-5
Density: 1.319 g/cm3
Melting Point: 10 °C
Boiling Point: 210.494 °C at 760 mmHg
Flash Point: 81.104 °C
Solubility: Immsicible with water. Miscible with alcohol and ether.
Appearance: near colorless to pale yellow liquid with slightly unpleasant ordr
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 21/22-36
Safety: 26-36
Transport Information: UN 2810 6.1/PG 3
PSA: 46.70000
LogP: 1.51930
Synthetic route
18361-03-0

3,4-ethylenedioxythiophene-2,5-dicarboxyllic acid

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
copper In ethylene glycol at 20 - 140℃; for 8.5h;98%
copper (II) carbonate hydroxide In polyethylene glycol 300 for 20h; Heating / reflux;96%
copper (II) carbonate hydroxide In sulfolane at 140℃; for 8h;95%
154934-13-1

2,3-dihydro-thieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid diethyl ester

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
With copper(II) oxide; zinc(II) oxide In water; N,N-dimethyl-formamide at 115℃; for 3h; Catalytic behavior; Temperature;97.9%
With sodium chloride In dimethyl sulfoxide at 120℃; for 6h; Time;84%
Multi-step reaction with 2 steps
1: 95 percent / KOH / ethanol / 3 h / Heating
2: 68 percent / CuO; quinoline / 5 h / 200 °C
View Scheme
Multi-step reaction with 2 steps
1: 100 percent / potassium hydroxide / ethanol / 3 h / Heating
2: 54 percent / copper bronze, quinoline / 4 h / 180 - 200 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydroxide; water / 0.08 h / 100 °C / Microwave irradiation
1.2: 20 °C / pH 2.0
2.1: copper chromite / N,N-dimethyl-formamide / 0.33 h / 153 °C / Microwave irradiation
View Scheme
51792-34-8

2,3-dimethoxythiophene

107-21-1

ethylene glycol

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 95℃; for 96h; Inert atmosphere;84%
With toluene-4-sulfonic acid In toluene Heating;65%
With toluene-4-sulfonic acid In methanol; toluene at 100℃; for 3h; Reagent/catalyst; Inert atmosphere;46.7%
107-21-1

ethylene glycol

122721-91-9

3,4-diethoxythiophene

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
With toluene-4-sulfonic acid; hydroquinone In o-xylene at 137 - 142℃; for 4h; Reagent/catalyst; Inert atmosphere;84%
3,4-ethylenedioxythiophene; 3,4-dimethoxythiophene

3,4-ethylenedioxythiophene; 3,4-dimethoxythiophene

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
Purification / work up;76%
195602-16-5

2,5-bis(trimethylsilyl)-3,4-ethylenedioxythiophene

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride70%
101537-27-3

diethinyl glycol

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tiolacetic acid In toluene at 80℃; for 5h; Inert atmosphere; Schlenk technique; Green chemistry;48%
3141-26-2

3,4-dibromothiophene

107-21-1

ethylene glycol

A

3-bromo-4-(1-hydroxyethyl)oxythiophene

B

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; 8-quinolinol In N,N-dimethyl-formamide at 120℃; for 24h; Reagent/catalyst; Solvent;A 43%
B 15%

2,3-dimethoxy-2,3-dimethyl-1,4-dioxane

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
With sulfur; copper(l) iodide In toluene at 180℃; for 6h; Reagent/catalyst; Temperature; Microwave irradiation; Sealed tube;37%
1271145-38-0

(3S*,4R*)-tetrahydro-3,4-ethylenedioxythiophene

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In chlorobenzene for 9h; Inert atmosphere; Reflux;23%
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Specification

1. Introduction of 3,4-Ethylenedioxythiophene
3,4-Ethylenedioxythiophene, its cas register number is 126213-50-1. The IUPAC Name of 3,4-Ethylenedioxythiophene is 2,3-Dihydrothieno[3,4-b][1,4]dioxine. 3,4-Ethylenedioxythiophene can also be called 2,3-Dihydrothieno[3,4-b][1,4]dioxine and 2,3-Dihydro-thieno[3,4-b][1,4]dioxine. Its classification code are TSCA Flag P [A commenced PMN (Premanufacture Notice) substance] and TSCA Flag S [Substance is identified in a proposed or final SNUR (Significant New Use Rule) under TSCA] .

2. Properties of 3,4-Ethylenedioxythiophene
Index of Refraction: 1.57
Molar Refractivity: 35.41 cm3
Molar Volume: 107.8 cm3
Density: 1.318 g/cm3
Flash Point: 81.1 °C
Polarizability: 14.03 10-24cm3
Surface Tension: 49.3 dyne/cm
Enthalpy of Vaporization: 42.86 kJ/mol
Boiling Point: 210.5 °C at 760 mmHg
Vapour Pressure: 0.278 mmHg at 25 °C 
Product Categories of 3,4-Ethylenedioxythiophene: Thiophenes; Sulphur Derivatives; Thiophens; Thiophen

3. Structure Descriptors of 3,4-Ethylenedioxythiophene
Canonical SMILES: C1COC2=CSC=C2O1
InChI: InChI=1S/C6H6O2S/c1-2-8-6-4-9-3-5(6)7-1/h3-4H,1-2H2
InChIKey: GKWLILHTTGWKLQ-UHFFFAOYSA-N

4. Safety Information of 3,4-Ethylenedioxythiophene
Hazard Codes: HarmfulXn,IrritantXi
Risk Statements: 21/22-36 
R21/22:Harmful in contact with skin and if swallowed. 
R36:Irritating to eyes.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
RIDADR: UN 2810 6.1/PG 3
WGK Germany: 2