Thieno[3,2-b]thiophene-2-carboxylic acid

Base Information

• Chemical Name: Thieno[3,2-b]thiophene-2-carboxylic acid
• CAS No.: 1723-27-9
• Molecular Formula: C7H4O2S2
• Molecular Weight: 184.24
• Hs Code.: 29349990
• European Community (EC) Number: 674-358-7
• DSSTox Substance ID: DTXSID90349773
• Nikkaji Number: J906.512A
• Wikidata: Q27463950
• ChEMBL ID: CHEMBL1173787
• Mol file: 1723-27-9.mol

Synonyms:Thieno[3,2-b]thiophene-2-carboxylic acid;1723-27-9;thieno[3,2-b]thiophene-5-carboxylic acid;Thieno[3,2-b]thiophene-2-carboxylicacid;MLS000036934;SMR000034684;C7H4O2S2;Maybridge3_006605;thiopheno[3,2-b]thiophene-2-carboxylic acid;SCHEMBL335232;thienothiophene carboxylic acid;cid_660319;CHEMBL1173787;BDBM48329;DTXSID90349773;CHEBI:195115;HMS1449M05;HMS2316P13;CCG-51876;MFCD00115174;STL356208;AKOS001475971;FS-1744;IDI1_017992;5-thieno[3,2-b]thiophenecarboxylic acid;NCGC00019959-01;NCGC00019959-02;CS-0155512;EU-0047810;FT-0633796;T3156;EN300-51369;F12380;J-010811;SR-01000001856-2;Q27463950;Thieno[3,2-b]thiophene-2-carboxylic acid, AldrichCPR;Z666140572;NUK

Chemical Property of Thieno[3,2-b]thiophene-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.14E-06mmHg at 25°C
• Melting Point: 225-227 °C
• Refractive Index: 1.769
• Boiling Point: 386.7 °C at 760 mmHg
• PKA: 3.40±0.30(Predicted)
• Flash Point: 187.6 °C
• PSA: 93.78000
• Density: 1.601 g/cm³
• LogP: 2.66100
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 183.96527171
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

98%,99%, ^*data from raw suppliers

Thieno[3,2-b]thiophene-2-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-41
• Safety Statements: 26-37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC2=C1SC(=C2)C(=O)O
• Uses: Thieno[3,2-b]thiophene-2-carboxylic Acid has been used as a reactant for versatile α,ω-disubstituted tetratienoacene semiconductors for high performance organic thin-film transistors.

Technology Process of Thieno[3,2-b]thiophene-2-carboxylic acid

There total 13 articles about Thieno[3,2-b]thiophene-2-carboxylic 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%

ethyl thieno[3,2,-b]thiophene-2-carboxylate (201004-08-2) → thieno[3,2-b]thiophene-2-carboxylic acid (1723-27-9)

Guidance literature:

With lithium hydroxide monohydrate; In water; at 100 ℃; for 3h; Inert atmosphere; Large scale;

Reference yield: 99.0%

methyl thieno<3,2-b>thiophene-2-carboxylate (98800-10-3) → thieno[3,2-b]thiophene-2-carboxylic acid (1723-27-9)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 100 ℃; for 4h;

DOI:10.1039/c9ob00487d

Reference yield: 77.0%

thieno[3,2-b]thiophene-2-carbaldehyde (31486-86-9) → thieno[3,2-b]thiophene-2-carboxylic acid (1723-27-9)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; Cooling with ice;

DOI:10.1021/acs.jmedchem.6b01357

upstream raw materials:

1-thieno[3,2-b]thiophen-2-yl-ethanone

3-(2-thienyl)-2-sulfanylpropenoic acid

ethyl thieno[3,2,-b]thiophene-2-carboxylate

thieno[3,2-b]thiophene

Downstream raw materials:

C₂₂H₂F₁₀S₄

C₂₂H₁₂S₄

2,5-bis(5-(4-dodecylphenyl)thiophen-2-yl)thieno[3,2-b]thiophene

C₂₈H₁₄F₆S₄

Refernces

• 1、 Bergonzini, Giulia,Brandt, Peter,Fricke, Florian,Johansson, Magnus J.,K?nig, Burkhard,Schmalzbauer, Matthias,Svejstrup, Thomas D.. "Redox-Neutral Photocatalytic C?H Carboxylation of Arenes and Styrenes with CO2". supporting information. p. 2658 - 2672. Retrieved 2020/10/07.
• 2、 -. "HETEROCYCLIC COMPOUND AND ORGANIC ELECTRONIC DEVICE COMPRISING THE SAME". Paragraph 0301-0304. . Retrieved 2018/10/26.