Thieno[2,3-b]thiophene

Base Information

• Chemical Name: Thieno[2,3-b]thiophene
• CAS No.: 250-84-0
• Molecular Formula: C6H4 S2
• Molecular Weight: 140.23
• Hs Code.: 2934999090
• European Community (EC) Number: 626-294-6
• UNII: AN68ZU79VF
• DSSTox Substance ID: DTXSID80179708
• Nikkaji Number: J5.439I
• Wikidata: Q83050237
• Metabolomics Workbench ID: 44006
• Mol file: 250-84-0.mol

Synonyms:Thieno[2,3-b]thiophene;250-84-0;Thieno(2,3-b)thiophene;Liquid thiophthene;1,6-Thiophthene;AN68ZU79VF;1,6-Dithiapentalene;thieno[2,3-b]thiophen;UNII-AN68ZU79VF;SCHEMBL137138;DTXSID80179708;Thieno[2,3-b]thiophene, 95%;CHEBI:169677;MFCD02824126;AKOS006281419;BS-43957;T2729;T72164;J-524927

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

Chemical Property:

• Vapor Pressure: 0.126mmHg at 25°C
• Melting Point: 7°C(lit.)
• Refractive Index: n20/D1.668
• Boiling Point: 225.9°Cat760mmHg
• Flash Point: 64.3°C
• PSA: 56.48000
• Density: 1.367g/cm³
• LogP: 2.96280
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 139.97544247
• Heavy Atom Count: 8
• Complexity: 82.5

Purity/Quality:

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

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CSC2=C1C=CS2

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

There total 13 articles about Thieno[2,3-b]thiophene 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: 36.4%

2-thienyl chloride (96-43-5) + Diethyl disulfide (110-81-6) → thiophene (188290-36-0,8014-23-1,25233-34-5) + Thiophene-2-thiol (7774-74-5) + thieno[2,3-b]thiophene (250-84-0) + bis(thien-2-yl)sulfide (3988-99-6)

Guidance literature:

at 550 ℃; for 0.0141667h; Product distribution; gas phase copyrolysis;

Reference yield: 13.5%

1,2-Dichloroethylene (540-59-0,43695-79-0) → thiophene (188290-36-0,8014-23-1,25233-34-5) + Thiophene-2-thiol (7774-74-5) + thiophene-3-thiol (7774-73-4) + thieno[2,3-b]thiophene (250-84-0) + β-chlorovinyl hydrosulfide + cis-2-thienyl β-chlorovinyl sulfide (74121-39-4)

Guidance literature:

With hydrogen sulfide; In neat (no solvent); at 480 ℃; for 0.0125h; Product distribution; var. temp., var. ratio of reagents, var. contact time;

Reference yield:

diethyltrisulfane (3600-24-6) + acetylene (74-86-2,25067-58-7) → thiophene (188290-36-0,8014-23-1,25233-34-5) + thieno[2,3-b]thiophene (250-84-0) + thieno[3,2-b]thiophene (251-41-2) + ethanethiol (75-08-1)

Guidance literature:

at 470 ℃; for 1.5h;

upstream raw materials:

Thiophene-2-thiol

acetylene

2-thienyl chloride

Diethyl disulfide

Downstream raw materials:

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

3,4-dibromothieno<2,3-b>thiophene

Tetrabromothiophene

2,3,5-Tribrom-thieno<2,3-b>thiophen

Refernces

• 1、 Korchevin, N. A.,Sukhomazova, E. N.,Russavskaya, N. V.,Turchaninova, L. P.,Sigalov, M. V.,et al.. "THERMAL TRANSFORMATIONS OF ALLYL 2-THIENYL SULFIDE AND SELENIDE". . p. 1049 - 1052. Retrieved 2007/10/02.
• 2、 Voronkov, M. G.,Deryagina, E. N.,Ostroukhova, L. A.,Korchevin, N. A.,Sukhomazova, E. N.,et al.. "HIGH-TEMPERATURE ORGANIC SYNTHESIS XXXII. REACTION OF ACETYLENE WITH LOWER DIALKYL POLYSULFIDES". . p. 2320 - 2322. Retrieved 2007/10/02.