2,3-Dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid

Base Information

• Chemical Name: 2,3-Dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid
• CAS No.: 18361-03-0
• Molecular Formula: C8H6O6S
• Molecular Weight: 230.198
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID401036117
• Nikkaji Number: J1.867.214F
• ChEMBL ID: CHEMBL1173788
• Mol file: 18361-03-0.mol

Synonyms:18361-03-0;2,3-dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid;2,5-Dicarboxylic acid-3,4-ethylene dioxythiophene;3,4-Ethylenedioxythiophene-2,5-dicarboxylic acid;EC 605-999-2;2,3-Dihydro-thieno(3,4-b)(1,4)dioxin-5,7-dicarboxylic acid;C8H6O6S;2,5-dicarboxy-3,4-ethylenedioxythiophene;Thieno[3,4-b]-1,4-dioxin-5,7-dicarboxylicacid, 2,3-dihydro-;2,5-Dicarboxylic-3,4-ethylene dioxythiophene;Oprea1_055992;SCHEMBL1720848;CHEMBL1173788;TQP0129;DTXSID401036117;AMY17796;Thieno[3,4-b]-1,4-dioxin-5,7-dicarboxylic acid, 2,3-dihydro-;MFCD00966477;STK677671;AKOS005594769;AC-4926;AS-70991;E0743;EU-0019397;FT-0653346;FT-0659433;F20526;3,4-Ethylenedioxy-2,5-thiophenedicarboxylic acid;A812800;SR-01000534747;J-524942;SR-01000534747-1;3,4-(Ethylenebisoxy)-2,5-thiophenedicarboxylic acid;2H,3H-thieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid;2,3-Dihydrothieno[3,4-b]-1,4-dioxin-5,7-dicarboxylic acid;2,3-Dihydrothieno[3,4-b]-1,4-dioxine-5,7-dicarboxylic Acid;2,3-dihydro-thieno[3,4-b][1,4]dioxin-5,7-dicarboxyli= c acid

Chemical Property of 2,3-Dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid

Chemical Property:

• Vapor Pressure: 4.01E-10mmHg at 25°C
• Melting Point: 319.5-321.2 °C
• Refractive Index: 1.663
• Boiling Point: 482.6 °C at 760 mmHg
• PKA: 3.56±0.20(Predicted)
• Flash Point: 245.6 °C
• PSA: 121.30000
• Density: 1.732 g/cm³
• LogP: 0.91570
• Solubility.: slightly sol. in Dimethylformamide
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 229.98850908
• Heavy Atom Count: 15
• Complexity: 265

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(SC(=C2O1)C(=O)O)C(=O)O
• Uses: 2,3-Dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid is a useful reactant for a metal-?organic framework biosensor that was used to detect ascorbic acid (AA).

Technology Process of 2,3-Dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid

There total 8 articles about 2,3-Dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2,3-dihydro-thieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid diethyl ester (154934-13-1) → 3,4-ethylenedioxythiophene-2,5-dicarboxyllic acid (18361-03-0)

Guidance literature:

With potassium hydroxide; In ethanol; for 3h; Heating;

DOI:10.1080/00397919608003580

Reference yield: 91.0%

dimethyl, diethyl and ethyl methyl 3,4-dihydroxythiophene-2,5-dicarboxylates; mixture of + 1,2-dichloro-ethane (107-06-2,52399-93-6) → 3,4-ethylenedioxythiophene-2,5-dicarboxyllic acid (18361-03-0)

Guidance literature:

dimethyl, diethyl and ethyl methyl 3,4-dihydroxythiophene-2,5-dicarboxylates; mixture of; 1,2-dichloro-ethane; With potassium carbonate; In DMF (N,N-dimethyl-formamide); dimethyl sulfoxide; at 80 - 135 ℃; for 23h;

With sodium hydroxide; In water; at 50 - 60 ℃; for 16h;

Reference yield: 77.0%

diethyl thioglycolate (925-47-3) + 1,2-dichloro-ethane (107-06-2,52399-93-6) + oxalic acid diethyl ester (95-92-1) → 3,4-ethylenedioxythiophene-2,5-dicarboxyllic acid (18361-03-0)

Guidance literature:

diethyl thioglycolate; 1,2-dichloro-ethane; oxalic acid diethyl ester; With potassium methanolate; In methanol; at 0 - 40 ℃; for 5h; Heating / reflux;

With sodium hydrogen sulfate; In methanol; for 0.166667h;

1,2-dichloro-ethane; With sodium hydroxide; potassium carbonate; more than 3 stages;

upstream raw materials:

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

3,4-dihydroxythiophene-2,5-dicarboxylic acid diethyl ester

1,2-dichloro-ethane

1,1-dichloroethane

Downstream raw materials:

N,N'-bis(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylthiocarbamoyl)-2,3-dihydro-thieno[3,4-b][1,4]dioxine-5,7-dicarboxamide

N,N'-bis(benzylthiocarbamoyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxamide

N,N'-bis(2,6-dimethylphenylthiocarbamoyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxamide

C₂₂H₁₈N₄O₄S₃

Refernces

• 1、 -. "Preparation method of 3,4-ethylenedioxythiophene". Paragraph 0089-0095. . Retrieved 2013/03/26.
• 2、 Spencer, Howard J.,Skabara, Peter J.,Giles, Mark,McCulloch, Iain,Coles, Simon J.,Hursthouse, Michael B.. "The first direct experimental comparison between the hugely contrasting properties of PEDOT and the all-sulfur analogue PEDTT by analogy with well-defined EDTT-EDOT copolymers". . p. 4783 - 4792. Retrieved 2007/10/03.