2H,3H-thieno[3,4-b][1,4]dioxine

• ChemBase ID: 78206
• Molecular Formular: C6H6O2S
• Molecular Mass: 142.17564
• Monoisotopic Mass: 142.00885043
• SMILES: s1cc2c(c1)OCCO2
• Canonical SMILES: C1COc2c(O1)csc2
• InChI: InChI=1S/C6H6O2S/c1-2-8-6-4-9-3-5(6)7-1/h3-4H,1-2H2
• InChIKey: GKWLILHTTGWKLQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2H,3H-thieno[3,4-b][1,4]dioxine
• IUPAC Traditional name: 2H,3H-thieno[3,4-b][1,4]dioxine
• Synonyms: 2,3-Dihydrothieno[3,4-b]-1,4-dioxin; 3,4-Ethylenedioxythiophene; 3,4-Ethylenedioxythiophene; EDOT; 2,3-Dihydrothieno[3,4-b][1,4]dioxine; 3,4-Ethylenedioxythiophene; 2H,3H-thieno[3,4-b][1,4]dioxine; 2,3-二氢噻吩并[3,4-b]-1,4-二氧六环; 3,4-乙烯二氧噻吩

Database IDs

• CAS Number: 126213-50-1
• MDL Number: MFCD02093622
• PubChem SID: 24871861; 162104403
• PubChem CID: 4421864

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.2668203
• LogD (pH = 7.4): 1.2668203
• Log P: 1.2668203
• Molar Refractivity: 34.1212 cm^3
• Polarizability: 13.334843 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 193 °C(lit.); 193°C
• Flash Point: 104 °C; 104°C(219°F); 219.2 °F
• Density: 1.331; 1.331 g/mL at 25 °C(lit.)
• Refractive Index: 1.5765; n20/D 1.5765(lit.)
• Hydrophobicity(logP): 1.812

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: 2810; UN2810
• German water hazard class: 2
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 21/22-36
• Safety Statements: 26-36; 26-36/37-60
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H311-H319; H302-H312-H319
• GHS Precautionary statements: P280-P305 + P351 + P338-P312; P280-P305+P351+P338-P302+P352-P322-P301+P312-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 97%
• Empirical Formula (Hill Notation): C6H6O2S

DETAILS

Sigma Aldrich - 483028

Application
Employed as a reductant in a one-pot synthesis of gold nanoparticles from HAuCl4 (254169).1 Starting material used in palladium-catalyzed mono- and bis-arylation reactions.2
Employed in the synthesis of conjugated polymers and copolymers, with potential optical applications.
General description
Monomer used in the synthesis of conducting polymers.3,4
Packaging
10 g in glass bottle