Benzo[1,2-b:4,5-b']dithiophene

Base Information

• Chemical Name: Benzo[1,2-b:4,5-b']dithiophene
• CAS No.: 267-65-2
• Molecular Formula: C10H6S2
• Molecular Weight: 190.29
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00455379
• Nikkaji Number: J819.514E
• Mol file: 267-65-2.mol

Synonyms:Benzo[1,2-b:4,5-b']dithiophene;267-65-2;thieno[2,3-f][1]benzothiole;4,10-dithiatricyclo[7.3.0.0?,?]dodeca-1,3(7),5,8,11-pentaene;SCHEMBL164774;DTXSID00455379;URMVZUQDPPDABD-UHFFFAOYSA-N;AMY27151;benzo[1,2-b;4,5-b']dithiophene;Benzo[1,2-b:4,5-b?]dithiophene;MFCD14708168;Benzo[1,2-b:4,5-b/']dithiophene;AKOS015856675;AS-60196;B3464;CS-0199068;D89017;thieno[2,3-f][1]benzothiole, >98.0%(GC);4,10-DITHIATRICYCLO[7.3.0.0(3),?]DODECA-1,3(7),5,8,11-PENTAENE

Chemical Property of Benzo[1,2-b:4,5-b']dithiophene

Chemical Property:

• Melting Point: 196.0 to 200.0 °C
• Boiling Point: 344.4±15.0 °C(Predicted)
• Flash Point: 120.444oC
• PSA: 56.48000
• Density: 1.392±0.06 g/cm3(Predicted)
• LogP: 4.11600
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 189.99109254
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

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

Benzo[1,2-b:4,5-b'']dithiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC2=CC3=C(C=C21)SC=C3
• Uses: Benzo[1,2-b:4,5-b'']dithiophene is used as a reagent in the synthesis of high-crystalline medium-band-gap polymers used for organic photovoltaic cells. Benzo[1,2-b:4,5-b'']dithiophene is also a precursor in the preparation of benzodithiophene derivatives which are useful as hole injection material, hole transport material, or fluorescent material in organic electroluminescence devices.

Technology Process of Benzo[1,2-b:4,5-b']dithiophene

There total 11 articles about Benzo[1,2-b:4,5-b']dithiophene 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: 96.0%

2,6-bis(trimethylsilyl)benzo[1,2-b:4,5-b']dithiophene (872513-79-6) → benzo[1,2-b:4,5-b']dithiophene (267-65-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/jo051812m

Reference yield: 88.0%

1,4-dibromo-2,5-bis-(trimethylsilylethynyl)benzene (478190-79-3) → benzo[1,2-b:4,5-b']dithiophene (267-65-2)

Guidance literature:

With sodiumsulfide nonahydrate; In 1-methyl-pyrrolidin-2-one; at 185 - 195 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol900809w

Reference yield: 85.0%

4,8-benzo<1,2-b:4,5-b'>dithiophenedicarboxylic acid (35991-68-5) → benzo[1,2-b:4,5-b']dithiophene (267-65-2)

Guidance literature:

With copper(I) oxide; In quinoline; at 210 ℃; for 4h;

DOI:10.1016/0040-4020(96)00797-1

upstream raw materials:

4,8-dichloro-benzo[1,2-b;4,5-b']dithiophene

1,4-diethylbenzene

2-(3-Thienylmethyl)-3-thiophenecarboxaldehyde

4,8-benzo<1,2-b:4,5-b'>dithiophenedicarboxylic acid

Downstream raw materials:

2,6-bis(tri-n-butyltin)benzo[1,2-b:4,5-b']dithiophene