4H-Cyclopenta[2,1-b:3,4-b']dithiophen-4-one

Base Information

• Chemical Name: 4H-Cyclopenta[2,1-b:3,4-b']dithiophen-4-one
• CAS No.: 25796-77-4
• Molecular Formula: C9H4OS2
• Molecular Weight: 192.262
• European Community (EC) Number: 846-943-9
• DSSTox Substance ID: DTXSID40450429
• Nikkaji Number: J1.210.564I,J3.168.106E
• Wikidata: Q72460275
• Mol file: 25796-77-4.mol

Synonyms:4H-Cyclopenta[2,1-b:3,4-b']dithiophen-4-one

Chemical Property of 4H-Cyclopenta[2,1-b:3,4-b']dithiophen-4-one

Chemical Property:

• Melting Point: 134.0 to 138.0 °C
• Boiling Point: 349.6±17.0 °C(Predicted)
• PSA: 73.55000
• Density: 1.553
• LogP: 3.02100
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 191.97035709
• Heavy Atom Count: 12
• Complexity: 207

Purity/Quality:

97% ^*data from raw suppliers

4H-Cyclopenta[2,1-B:3,4-B'']dithiophen-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC2=C1C(=O)C3=C2SC=C3
• Uses: suzuki reaction

Technology Process of 4H-Cyclopenta[2,1-b:3,4-b']dithiophen-4-one

There total 18 articles about 4H-Cyclopenta[2,1-b:3,4-b']dithiophen-4-one 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: 99.0%

bis(2-iodo-3-thienyl)methanone (474416-61-0) → 4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one (25796-77-4)

Guidance literature:

With copper; In N,N-dimethyl-formamide; Reflux;

DOI:10.1055/s-0033-1341278

Reference yield: 95.0%

2,6-bis(trimethylsilyl)-4H-cyclopenta[2,1-b:3,4-b′]dithiophen-4-one (1187970-48-4) → 4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one (25796-77-4)

Guidance literature:

With trifluoroacetic acid; In chloroform; at 20 ℃; for 1h;

DOI:10.1021/ol402420w

Reference yield: 91.0%

spiro[4H-cyclopenta[2,1-b;3,4-b']-dithiophene-4,2'-[1,3]dioxolan] (156547-71-6) → 4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one (25796-77-4)

Guidance literature:

With hydrogenchloride;

DOI:10.1055/s-2000-6416

upstream raw materials:

2,3-thiophenedicarboxylic acid anhydride

spiro[4H-cyclopenta[2,1-b;3,4-b']-dithiophene-4,2'-[1,3]dioxolan]

bis(2-iodo-3-thienyl)methanone

3-thiophene carboxaldehyde

Downstream raw materials:

4-(Biphenyl-2-yl)-4-hydroxy-4H-cyclopenta[2,1-b:3,4-b']dithiophene

4H-cyclopenta[2,1-b;3,4-b']dithiophene

4,4-dioctyl-4H-cyclopenta[2,1-b:3,4-b']dithiophene

4,4-dihexyl-4H-cyclopenta[1,2-b:5,4-b’]dithiophene