3,4-Propylenedioxythiophene-2,5-dicarboxylic acid

Base Information

• Chemical Name: 3,4-Propylenedioxythiophene-2,5-dicarboxylic acid
• CAS No.: 177364-98-6
• Molecular Formula: C9H8 O6 S
• Molecular Weight: 244.225
• Hs Code.: 2934999090
• European Community (EC) Number: 634-014-9
• DSSTox Substance ID: DTXSID20445111
• Nikkaji Number: J3.427.839C
• Wikidata: Q82263447
• Mol file: 177364-98-6.mol

Synonyms:3,4-Propylenedioxythiophene-2,5-dicarboxylic acid;177364-98-6;3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine-6,8-dicarboxylic acid;2H-Thieno[3,4-b][1,4]dioxepin-6,8-dicarboxylic acid, 3,4-dihydro-;3 4-PROPYLENEDIOXYTHIOPHENE-2 5-DICARBO&;DTXSID20445111;AKOS040767399;CS-0433684;3,4-propylene dioxythiophene-2,5-dicarboxylic acid;J-011273;3,4-Propylenedioxythiophene-2,5-dicarboxylic acid, 97%;3,4-(1,3-Propanediylbisoxy)thiophene-2,5-dicarboxylic acid;2H,3H,4H-THIENO[3,4-B][1,4]DIOXEPINE-6,8-DICARBOXYLIC ACID

Chemical Property of 3,4-Propylenedioxythiophene-2,5-dicarboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >250 °C (dec.)
• Refractive Index: 1.634
• Boiling Point: 482.583°C at 760 mmHg
• Flash Point: 245.658°C
• PSA: 121.30000
• Density: 1.621g/cm³
• LogP: 1.30580
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 244.00415914
• Heavy Atom Count: 16
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

3,4-Propylenedioxythiophene-2,5-dicarboxylic acid 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COC2=C(SC(=C2OC1)C(=O)O)C(=O)O
• Uses: ProDOT is a conjugating polymer that can be used in the fabrication of a variety of organic electronics which include electrochromic devices, lithium ion batteries, and organic semiconductors.

Technology Process of 3,4-Propylenedioxythiophene-2,5-dicarboxylic acid

There total 2 articles about 3,4-Propylenedioxythiophene-2,5-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%

3,4-Dihydro-2H-thieno[3,4-b][1,4]dioxepine-6,8-dicarboxylic acid diethyl ester (177364-94-2) → 3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine-6,8-dicarboxylic acid (177364-98-6)

Guidance literature:

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

DOI:10.1080/00397919608003580

Reference yield:

3,4-dihydroxythiophene-2,5-dicarboxylic acid diethyl ester (1822-66-8) → 3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine-6,8-dicarboxylic acid (177364-98-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / dimethylformamide / Heating

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1039/b109612p

Reference yield: 81.0%

3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine-6,8-dicarboxylic acid (177364-98-6) → 3,4-(propane-1,3-diyldioxy)thiophene (155861-77-1)

Guidance literature:

With acetic acid; silver carbonate; In dimethyl sulfoxide; at 150 ℃; for 0.25h; Temperature; Microwave irradiation;

DOI:10.1080/00397911.2013.800212

upstream raw materials:

3,4-Dihydro-2H-thieno[3,4-b][1,4]dioxepine-6,8-dicarboxylic acid diethyl ester

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

Downstream raw materials:

3,4-(propane-1,3-diyldioxy)thiophene

Refernces

• 1、 Coffey,McKellar,Reinhardt,Nijakowski,Feld. "A facile synthesis of 3,4-dialkoxythiophenes". . p. 2205 - 2212. Retrieved 2007/10/03.