3,4-Dimethylthieno[2,3-b]thiophene-2,5-dicarboxylic acid

Base Information

• Chemical Name: 3,4-Dimethylthieno[2,3-b]thiophene-2,5-dicarboxylic acid
• CAS No.: 175202-55-8
• Molecular Formula: C₁₀H₈O₄S₂
• Molecular Weight: 256.303
• Hs Code.: 2934999090
• European Community (EC) Number: 673-127-8
• DSSTox Substance ID: DTXSID10381115
• Nikkaji Number: J3.164.401A
• Wikidata: Q72472207
• Mol file: 175202-55-8.mol

Synonyms:175202-55-8;3,4-dimethylthieno[2,3-b]thiophene-2,5-dicarboxylic acid;3,4-Dimethylthieno(2,3-b)thiophene-2,5-dicarboxylic acid;3,4-Dimethylthieno[2,3-b]thiophene-2,5-dicarboxylicacid;Thieno[2,3-b]thiophene-2,5-dicarboxylic acid, 3,4-dimethyl-;Maybridge1_004740;C10H8O4S2;YSWG161;dimethylthieno[2,3-b]thiophene-2,5-dicarboxylic acid;SCHEMBL2804151;HMS554P10;DTXSID10381115;JARLNIWLMPUVAR-UHFFFAOYSA-N;MFCD00067989;AKOS015911638;CCG-254015;AS-70763;CS-0153623;FT-0614386;D81895;A811843;J-511224;3,4-dimethylthieno [2,3-b]thiophene-2,5-dicarboxylic acid;Thieno[2,3-b]thiophene-2,5-dicarboxylicacid,3,4-dimethyl-

Chemical Property of 3,4-Dimethylthieno[2,3-b]thiophene-2,5-dicarboxylic acid

Chemical Property:

• Vapor Pressure: 2.08E-12mmHg at 25°C
• Melting Point: >360 °C
• Refractive Index: 1.736
• Boiling Point: 538 °C at 760 mmHg
• PKA: 2.70±0.30(Predicted)
• Flash Point: 279.2 °C
• PSA: 131.08000
• Density: 1.6 g/cm³
• LogP: 2.97600
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 255.98640108
• Heavy Atom Count: 16
• Complexity: 303

Purity/Quality:

98%min ^*data from raw suppliers

3,4-Dimethylthieno[2,3-b]thiophene-2,5-dicarboxylic acid 95.0% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC2=C1C(=C(S2)C(=O)O)C)C(=O)O

Technology Process of 3,4-Dimethylthieno[2,3-b]thiophene-2,5-dicarboxylic acid

There total 2 articles about 3,4-Dimethylthieno[2,3-b]thiophene-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: 92.0%

diethyl 3,4-dimethylthieno<2,3-b>thiophen-2,5-dicarboxylate (152487-69-9) → 3,4-dimethylthieno[2,3-b]thiophene-2,5-dicarboxylic acid (175202-55-8)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 12h; Reflux;

DOI:10.1002/chem.201500815

Reference yield:

acetylacetone (123-54-6,81235-32-7) → 3,4-dimethylthieno[2,3-b]thiophene-2,5-dicarboxylic acid (175202-55-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: K₂CO₃ / dimethylformamide / 0.5 h

1.2: 92 percent / dimethylformamide / 0 - 20 °C

2.1: aq. NaOH / ethanol / 2 h / Heating

With sodium hydroxide; potassium carbonate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570380521

Reference yield: 26.3%

zinc(II) nitrate hexahydrate + water (7732-18-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) + 1,3-bis(imidazol-1-ylmethyl)benzene (69506-92-9) + 3,4-dimethylthieno[2,3-b]thiophene-2,5-dicarboxylic acid (175202-55-8) → {[Zn(DMTDC)(1,3-bis(imidazol-1-ylmethyl)benzene)]*2DMF*H2O}n

Guidance literature:

at 80 ℃; for 48h; Autoclave;

DOI:10.1080/00958972.2014.933211

upstream raw materials:

diethyl 3,4-dimethylthieno<2,3-b>thiophen-2,5-dicarboxylate

acetylacetone

Downstream raw materials:

3,4-dimethyl thieno[2,3-b]thiophene

Refernces

• 1、 Cao, Jing,Yan, Wanghui,Huang, Yiling. "Design, synthesis and fluorescence behavior of novel chemosensor with a thieno[2,3-b] thiophene fluorophore". . p. 101313 - 101317. Retrieved 2016/11/09.
• 2、 Wu, Yong Xiang,Cao, Jing,Deng, Hai Yan,Feng, Jun Xiang. "Synthesis, complexation, and fluorescence behavior of 3,4-dimethylthieno[2, 3-b]thiophene carrying two monoaza-15-crown-5 ether groups". scheme or table. p. 340 - 344. Retrieved 2011/11/12.