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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-
Molecular Structure:
Molecular Structure of 126213-50-1 (Thieno[3,4-b]-1,4-dioxin,2,3-dihydro-)
Formula: C6H6O2S
Molecular Weight: 142.17
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%

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

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In chlorobenzene at 80℃; for 6h; Inert atmosphere;21%

(2R*,3R*)-2,3-bis(methanesulfonyloxymethyl)-1,4-dioxane

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodiumsulfide nonahydrate / N,N-dimethyl-formamide / 17 h / 50 °C / Inert atmosphere
2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chlorobenzene / 6 h / 80 °C / Inert atmosphere
View Scheme

(2R*,3S*)-3-(2-bromoethoxy)-1,4-bis(benzyloxy)butan-2-ol

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: potassium hydroxide / ethanol / 12 h / Inert atmosphere; Reflux
2: hydrogenchloride; palladium 10% on activated carbon; water; hydrogen / methanol / 24 h / 20 °C / 760.05 Torr
3: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
4: sodiumsulfide nonahydrate / ethanol / 12 h / Inert atmosphere; Reflux
5: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chlorobenzene / 9 h / Inert atmosphere; Reflux
View Scheme
1271145-22-2

(2R*,3S*)-2,3-bis(benzyloxymethyl)-1,4-dioxane

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrogenchloride; palladium 10% on activated carbon; water; hydrogen / methanol / 24 h / 20 °C / 760.05 Torr
2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
3: sodiumsulfide nonahydrate / ethanol / 12 h / Inert atmosphere; Reflux
4: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chlorobenzene / 9 h / Inert atmosphere; Reflux
View Scheme
876607-67-9

(2R*,3S*)-2,3-bis(hydroxymethyl)-1,4-dioxane

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
2: sodiumsulfide nonahydrate / ethanol / 12 h / Inert atmosphere; Reflux
3: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chlorobenzene / 9 h / Inert atmosphere; Reflux
View Scheme
1271330-69-8

(2R*,3S*)-2,3-bis(methanesulfonyloxymethyl)-1,4-dioxane

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodiumsulfide nonahydrate / ethanol / 12 h / Inert atmosphere; Reflux
2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chlorobenzene / 9 h / Inert atmosphere; Reflux
View Scheme

(2R*,3R*)-3-(2-bromoethoxy)-1,4-bis(benzyloxy)butan-2-ol

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: potassium hydroxide / ethanol / 6 h / Inert atmosphere; Reflux
2: hydrogenchloride; palladium 10% on activated carbon; water; hydrogen / methanol / 4 h / 20 °C / 760.05 Torr
3: triethylamine / dichloromethane / 5.5 h / 0 °C / Inert atmosphere
4: sodiumsulfide nonahydrate / N,N-dimethyl-formamide / 17 h / 50 °C / Inert atmosphere
5: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chlorobenzene / 6 h / 80 °C / Inert atmosphere
View Scheme

(2R*,3R*)-2,3-bis(benzyloxymethyl)-1,4-dioxane

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrogenchloride; palladium 10% on activated carbon; water; hydrogen / methanol / 4 h / 20 °C / 760.05 Torr
2: triethylamine / dichloromethane / 5.5 h / 0 °C / Inert atmosphere
3: sodiumsulfide nonahydrate / N,N-dimethyl-formamide / 17 h / 50 °C / Inert atmosphere
4: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chlorobenzene / 6 h / 80 °C / Inert atmosphere
View Scheme

(2R*,3R*)-2,3-bis(hydroxymethyl)-1,4-dioxane

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 5.5 h / 0 °C / Inert atmosphere
2: sodiumsulfide nonahydrate / N,N-dimethyl-formamide / 17 h / 50 °C / Inert atmosphere
3: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chlorobenzene / 6 h / 80 °C / Inert atmosphere
View Scheme
51792-34-8

2,3-dimethoxythiophene

107-21-1

ethylene glycol

A

C7H10O3S

B

C8H12O4S

C

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
With [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid In methanol; toluene at 100℃; for 1h; Reagent/catalyst; Inert atmosphere;A 19.3 %Chromat.
B 12.84 %Chromat.
C 56.29 %Chromat.
With 2-aminonaphthalenesulfonic acid In methanol; toluene at 100℃; for 3h; Reagent/catalyst; Inert atmosphere;A 7.3 %Chromat.
B 11.78 %Chromat.
C 70.74 %Chromat.
51792-34-8

2,3-dimethoxythiophene

107-21-1

ethylene glycol

A

C7H10O3S

B

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
With para-dodecylbenzenesulfonic acid In methanol; toluene at 100℃; for 1h; Reagent/catalyst; Inert atmosphere;A 13.67 %Chromat.
B 79.08 %Chromat.
51792-34-8

2,3-dimethoxythiophene

107-21-1

ethylene glycol

A

C8H12O4S

B

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
With naphthalene-2-sulfonate In methanol; toluene at 100℃; for 3h; Inert atmosphere;A 14.42 %Chromat.
B 78.58 %Chromat.

thieno[3,4-b]-1,4-dioxine-5,7-dicarboxylic acid

126213-50-1

3,4-(ethylenedioxy)thiophene

Conditions
ConditionsYield
With copper oxide nanoparticles coated on Ni-Cr alloy In N,N-dimethyl-formamide at 110℃; for 2.25h; Temperature;
68-12-2, 33513-42-7

N,N-dimethyl-formamide

126213-50-1

3,4-(ethylenedioxy)thiophene

204905-77-1

3,4-ethylenedioxythiophene-2-carboxaldehyde

Conditions
ConditionsYield
With trichlorophosphate at -10 - 20℃; for 1.25h;100%
With n-butyllithium In tetrahydrofuran at -78 - 20℃; Formylation;95%
With trichlorophosphate at 20℃; Vilsmeier-Haack Formylation; Cooling with ice;95%
126213-50-1

3,4-(ethylenedioxy)thiophene

174508-31-7

5,7-dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine

Conditions
ConditionsYield
With N-Bromosuccinimide; acetic acid In tetrahydrofuran at 20℃; for 2h;100%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0 - 20℃; for 2h;95%
With N-Bromosuccinimide In N,N-dimethyl-formamide at -15℃; for 1h;91%
126213-50-1

3,4-(ethylenedioxy)thiophene

204905-77-1

3,4-ethylenedioxythiophene-2-carboxaldehyde

Conditions
ConditionsYield
With N,N-dimethyl-formamide; trichlorophosphate at -10 - 20℃; Vilsmeier formylation;100%
126213-50-1

3,4-(ethylenedioxy)thiophene

195602-17-6

2,2'-bis(3,4-ethylenedioxythiophene)

Conditions
ConditionsYield
Stage #1: 3,4-(ethylenedioxy)thiophene With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at -10℃; for 0.5h; Metallation;
Stage #2: With iron(III)-acetylacetonate In tetrahydrofuran for 6h; Oxidation; Heating;
99%
With n-butyllithium; copper dichloride In tetrahydrofuran; hexane at -78 - 0℃; for 12h; Dimerization;84%
With n-butyllithium; copper dichloride In tetrahydrofuran at -80 - -40℃;76%
126213-50-1

3,4-(ethylenedioxy)thiophene

74-88-4

methyl iodide

5-methyl-2,3-dihydrothieno[3,4-b][1,4]dioxine

Conditions
ConditionsYield
Stage #1: 3,4-(ethylenedioxy)thiophene In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: methyl iodide In tetrahydrofuran; hexane at -78 - 20℃;
99%
Stage #1: 3,4-(ethylenedioxy)thiophene With 2,2,6,6-tetramethyl-piperidine; tert.-butyl lithium In tetrahydrofuran; pentane for 1.5h; Sealed tube; Inert atmosphere; Cooling with acetone-dry ice;
Stage #2: methyl iodide In tetrahydrofuran; pentane
97%
617-86-7

triethylsilane

126213-50-1

3,4-(ethylenedioxy)thiophene

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

Conditions
ConditionsYield
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin; norbornene In di-isopropyl ether at 80℃; for 22h; Inert atmosphere;99%
109-72-8, 29786-93-4

n-butyllithium

1461-22-9

tributyltin chloride

126213-50-1

3,4-(ethylenedioxy)thiophene

175922-79-9

tributyl(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-stannane

Conditions
ConditionsYield
In tetrahydrofuran; hexane98%
108-86-1

bromobenzene

126213-50-1

3,4-(ethylenedioxy)thiophene

5,7-diphenyl-2,3-dihydrothieno[3,4-b][1,4]-dioxine

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; tri(m-tolyl)phosphine In toluene at 110℃; for 24h; Inert atmosphere;98%
With palladium diacetate; caesium carbonate; triphenylphosphine In toluene at 110℃; for 24h; Inert atmosphere;75%
853955-58-5

dimethyl(2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)phenyl)silane

126213-50-1

3,4-(ethylenedioxy)thiophene

2,5-bis[2-{(2-tetrahydropyranyloxy)methyl}phenyldimethylsilyl]-3,4-ethylenedioxythiophene

Conditions
ConditionsYield
With norborn-2-ene; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin In di-isopropyl ether at 80℃; for 5h; Inert atmosphere; Sealed tube;98%
626-55-1

3-Bromopyridine

126213-50-1

3,4-(ethylenedioxy)thiophene

5,7-di(pyridin-3-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxine

Conditions
ConditionsYield
With {N,N-(1,2-diphenylethane-1,2-diylidene)bis(2-benzhydryl-4,6-dimthylaniline)}dichloropalladium; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; Catalytic behavior;98%
1532-97-4

4-bromoisoquinoline

126213-50-1

3,4-(ethylenedioxy)thiophene

5,7-di(isoquinolin-4-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxine

Conditions
ConditionsYield
With {N,N-(1,2-diphenylethane-1,2-diylidene)bis(2-benzhydryl-4,6-dimthylaniline)}dichloropalladium; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; Catalytic behavior;97%
126213-50-1

3,4-(ethylenedioxy)thiophene

C6H4(2)H2O2S

Conditions
ConditionsYield
With potassium carbonate; silver carbonate; johnphos In dimethyl sulfoxide at 25℃; for 12h;97%
With deuteromethanol; silver carbonate; johnphos at 50 - 80℃;91%
126213-50-1

3,4-(ethylenedioxy)thiophene

25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

250726-93-3

2-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-4,4,5,5-tetramethyl-2-thiophen-2-yl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With 1-(difluoromethoxyborato)-2-TMP-benzene In chloroform at 80℃; for 16h; Inert atmosphere;96%
With 1-(2-borylphenyl)-2,2,6,6-tetramethylpiperidine dimer In chloroform at 80℃; for 16h;87%
With 1-(trifluoroborato)-2-TMP-benzene In neat (no solvent) at 80℃; for 6h; Reagent/catalyst; Inert atmosphere;85%
With 1-(trifluoroborato)-2-TMP-benzene In neat (no solvent) at 80℃; for 6h; Inert atmosphere; regioselective reaction;85%
With poly((2-(piperidin-1-ium-1-yl)-5-vinylphenyl)trifluoroborate) In neat (no solvent) at 90℃; for 16h; Reagent/catalyst; Inert atmosphere; Glovebox; Sealed tube;
61676-62-8

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

126213-50-1

3,4-(ethylenedioxy)thiophene

250726-93-3

2-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-4,4,5,5-tetramethyl-2-thiophen-2-yl-1,3,2-dioxaborolane

Conditions
ConditionsYield
Stage #1: 3,4-(ethylenedioxy)thiophene With n-butyllithium
Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
95%
Stage #1: 3,4-(ethylenedioxy)thiophene With n-butyllithium In tetrahydrofuran at -78 - 0℃; for 0.333333h; Inert atmosphere;
Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran at -78 - 20℃; for 17h; Irradiation;
78%
With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 6h; Substitution;71%
1600-27-7

mercury(II) diacetate

126213-50-1

3,4-(ethylenedioxy)thiophene

640737-73-1

2,5-diacetoxymercuro-3,4-ethylenedioxythiophene

Conditions
ConditionsYield
In acetic acid to soln. 3,4-ethylenedioxythiophene in acetic acid soln. Hg(OAc)2 in acetic acid was added dropwise and stirred overnight; ppt. was filtered, washed with MeOH and et2O and dried in vacuo; elem. anal.;95%
27126-76-7

[hydroxy(tosyloxy)iodo]benzene

126213-50-1

3,4-(ethylenedioxy)thiophene

1222887-22-0

(2,3-dihydro-thieno[3,4-b][1,4]dioxin-5-yl)(phenyl)iodonium tosylate

Conditions
ConditionsYield
In 2,2,2-trifluoroethanol at 20℃; for 3h;94%

C10H18BrClSi

126213-50-1

3,4-(ethylenedioxy)thiophene

C16H23ClO2SSi

Conditions
ConditionsYield
Stage #1: 3,4-(ethylenedioxy)thiophene With n-butyllithium In 1,2-dimethoxyethane
Stage #2: With copper(l) cyanide
Stage #3: C10H18BrClSi at -78 - -30℃;
94%
126213-50-1

3,4-(ethylenedioxy)thiophene

640737-72-0

5,7-diiodo-2,3-dihydrothieno[3,4-b][1,4]dioxine

Conditions
ConditionsYield
With iodine monochloride-pyridine In dichloromethane at 20℃; for 1h;93%
With N-iodo-succinimide; acetic acid In tetrahydrofuran at 20℃;88%
With N-iodo-succinimide; toluene-4-sulfonic acid In ethanol at 25℃; for 0.166667h; Green chemistry; regioselective reaction;87%
106-38-7

para-bromotoluene

126213-50-1

3,4-(ethylenedioxy)thiophene

A

925674-57-3

5-(p-tolyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine

B

1579939-66-4

2,3-dihydro-5,7-bis(4-methylphenyl)thieno[3,4-b][1,4]dioxine

Conditions
ConditionsYield
With C40H36N2O2Pd(2+)*2C2H4O2; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 24h; Inert atmosphere; Schlenk technique; regioselective reaction;A 7%
B 93%
126213-50-1

3,4-(ethylenedioxy)thiophene

5-bromo-2,3-dihydrothieno[3,4-b][1,4]dioxine

Conditions
ConditionsYield
With N-Bromosuccinimide; acetic acid In tetrahydrofuran at 0 - 20℃; for 2h; Schlenk technique;92%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere; Darkness;52%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 1h; Bromination;
5798-75-4

Ethyl 4-bromobenzoate

126213-50-1

3,4-(ethylenedioxy)thiophene

2,5-di(4-ethoxycarbonylphenyl)-3,4-ethylenedioxythiophene

Conditions
ConditionsYield
With potassium acetate; tetra(n-tert-butyl)ammonium bromide; palladium diacetate In N,N-dimethyl-formamide at 80℃; for 1h;92%
126213-50-1

3,4-(ethylenedioxy)thiophene

5,7-ditributyltin-2,3-dihydrothieno[3,4-b][1,4]dioxin

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at 0 - 20℃;92%
126213-50-1

3,4-(ethylenedioxy)thiophene

25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-ethylenedioxythiophene

Conditions
ConditionsYield
With 1-(2-borylphenyl)-2,2,6,6-tetramethylpiperidine dimer In chloroform at 80℃; for 16h;92%
With 1-(2-borylphenyl)-2,2,6,6-tetramethylpiperidine dimer In chloroform at 80℃; for 16h; Sealed tube; Microwave irradiation; Glovebox; Inert atmosphere;92%
With 1-(trifluoroborato)-2-TMP-benzene In neat (no solvent) at 80℃; for 24h; Inert atmosphere; regioselective reaction;91%
815-24-7

Di-t-butyl ketone

126213-50-1

3,4-(ethylenedioxy)thiophene

3,4-ethylenedioxy-2-[3-(2,2,4,4-tetramethylpentan-3-ol)]thiophene

Conditions
ConditionsYield
Stage #1: 3,4-(ethylenedioxy)thiophene With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In diethyl ether; hexane at 20℃; for 0.5h;
Stage #2: Di-t-butyl ketone In diethyl ether at 20℃; for 0.5h; Further stages.;
91%
110-91-8

morpholine

50-00-0

formaldehyd

126213-50-1

3,4-(ethylenedioxy)thiophene

2,5-bis(morpholin-4-ylmethyl)-2,3-dihydrothieno[3,4-b][1,4]dioxin

Conditions
ConditionsYield
With acetic acid In water at 100℃; for 4h; Mannich reaction;91%
126213-50-1

3,4-(ethylenedioxy)thiophene

802919-90-0

[(difluoroiodomethyl)sulfonyl]benzene

1609470-37-2

C13H10F2O4S2

Conditions
ConditionsYield
With dipotassium hydrogenphosphate; tris(bipyridine)ruthenium(II) dichloride hexahydrate In dichloromethane at 40℃; for 48h; Sealed tube; Inert atmosphere; Irradiation;91%
126213-50-1

3,4-(ethylenedioxy)thiophene

219621-78-0

5-iodo-2,3-dihydrothieno[3,4-b][1,4]dioxine

Conditions
ConditionsYield
Stage #1: 3,4-(ethylenedioxy)thiophene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: With iodine In tetrahydrofuran; hexane at 20℃; for 1h; Further stages.;
90%
With potassium dichloroiodate monohydrate In water at 25℃; for 1h;63%
With n-butyllithium; iodine In tetrahydrofuran
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  • 3,4-Ethylenedioxythiophene suppliers in China

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    126213-50-1

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  • 3,4-ETHYLENEDIOXYTHIOPHENE

  • Casno:

    126213-50-1

    3,4-ETHYLENEDIOXYTHIOPHENE

    Min.Order: 0

    FOB Price:  USD $ 0.0-0.0/

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    126213-50-1

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    Min.Order: 1 Kilogram

    FOB Price:  USD $ 1.0-1.0/Kilogram

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  • 3,4-Ethylenedioxythiophene

  • Casno:

    126213-50-1

    3,4-Ethylenedioxythiophene

    Min.Order: 1 Gram

    FOB Price:  USD $ 1.0-2.0/Gram

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  • 3,4-Ethylenedioxythiophene (EDOT)

  • Casno:

    126213-50-1

    3,4-Ethylenedioxythiophene (EDOT)

    Min.Order: 100 Gram

    FOB Price:  USD $ 0.0-0.0/Gram

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  • 3,4-Ethylenedioxythiophene

  • Casno:

    126213-50-1

    3,4-Ethylenedioxythiophene

    Min.Order: 1 Gram

    FOB Price:  USD $ 10.0-10.0/Gram

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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

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