| Identification | More | [Name]
3,4-Ethylenedioxythiophene | [CAS]
126213-50-1 | [Synonyms]
2,3-DIHYDROTHIENO[3,4-B]-1,4-DIOXIN
2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXINE
3,4-ETHYLENEDIOXOTHIOPHENE
3,4-ETHYLENEDIOXYTHIOPHENE
AKOS BBS-00006360
EDOT
EDT
3,4-ETHYLENEDIOXO THIOPHENE 98+% GC
3,4-ethylenedioxythiophene,EDOT,EDT
Thieno3,4-b-1,4-dioxin, 2,3-dihydro-
3,4-Ethylenedioxythiophene(EDOT)
2,3-DIHYDRO-THIENO(3,4-B)-1,4-DIOXIN-(9CL)
3,4-Ethylendioxythiophen
2,3-Dihydrothieno[3,4-b]-1,4-dioxin, EDOT | [EINECS(EC#)]
1806241-263-5 | [Molecular Formula]
C6H6O2S | [MDL Number]
MFCD02093622 | [Molecular Weight]
142.18 | [MOL File]
126213-50-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
10 °C | [Boiling point ]
193 °C (lit.) | [density ]
1.331 g/mL at 25 °C(lit.)
| [vapor pressure ]
11.9Pa at 25℃ | [refractive index ]
n20/D 1.5765(lit.)
| [Fp ]
230 °F
| [storage temp. ]
2-8°C | [form ]
clear liquid | [color ]
Colorless to Yellow | [Water Solubility ]
Immsicible with water. Miscible with alcohol and ether. | [InChI]
InChI=1S/C6H6O2S/c1-2-8-6-4-9-3-5(6)7-1/h3-4H,1-2H2 | [InChIKey]
GKWLILHTTGWKLQ-UHFFFAOYSA-N | [SMILES]
O1CCOC2=CSC=C12 | [LogP]
1.976 at 25℃ and pH7.1 | [CAS DataBase Reference]
126213-50-1(CAS DataBase Reference) | [EPA Substance Registry System]
126213-50-1(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS06 | [Signal word ]
Danger | [Hazard statements ]
H302-H311-H319 | [Precautionary statements ]
P264-P270-P280-P301+P312-P302+P352+P312-P305+P351+P338 | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R21/22:Harmful in contact with skin and if swallowed .
R36:Irritating to the eyes. | [Safety Statements ]
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
| [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29349900 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Dermal
Acute Tox. 4 Oral
Eye Irrit. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow liquid | [Uses]
3,4-Ethylenedioxythiophene is used as a monomer to synthesize the conductive polymers and used as a reductant in the one-pot synthesis of gold nanoparticles from chloroauric acid, as starting material used in palladium-catalyzed mono and bis-arylation reactions and in the synthesis of conjugated polymers and copolymers, with potential optical applications. It is also used in redox activity, electroactivity and conductivity. | [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. | [Synthesis]
The general procedure for the synthesis of 3,4-ethylenedioxythiophene (EDOT) from diethyl 2,3-dihydrothieno[3,4-b][1,4]dioxane-5,7-dicarboxylate was as follows: thiophene 3,4-ethylenedioxy-2,5-dicarboxylic acid (209g, 0.73mol) was dissolved in a solvent mixture of dimethylsulfoxide and water (4:1 v/v) in a total volume of 1.5 L) and sodium chloride (128 g, 2.19 mol) was added. The reaction mixture was heated to 120 °C and kept at this temperature for 4 hours. Upon completion of the reaction, dimethyl sulfoxide, the by-product methyl acetate and the target product 3,4-ethylenedioxythiophene (EDOT) were separated by distillation. EDOT was finally obtained as a colorless liquid with a yield of 86 g in 83% yield. | [References]
[1] Patent: CN102775423, 2017, B. Location in patent: Paragraph 0021; 0087-0088
[2] Journal of Materials Chemistry, 2005, vol. 15, # 45, p. 4783 - 4792
[3] Synthetic Communications, 1996, vol. 26, # 11, p. 2205 - 2212
[4] Patent: EP2548875, 2013, A1 |
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