Thieno[3,2-b]thiophene

Base Information

• Chemical Name: Thieno[3,2-b]thiophene
• CAS No.: 251-41-2
• Molecular Formula: C6H4S2
• Molecular Weight: 140.23
• Hs Code.: 29309090
• Mol file: 251-41-2.mol

Synonyms:1,4-Dithiapentalene;1,4-Thiophthene;

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

Chemical Property:

• Vapor Pressure: 0.144mmHg at 25°C
• Melting Point: 56 °C
• Refractive Index: 1.728
• Boiling Point: 223.4 °C at 760 mmHg
• Flash Point: 63.1 °C
• PSA: 56.48000
• Density: 1.367 g/cm³
• LogP: 2.96280
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Description: Thieno[3,2-b]thiophene, also known as thienothiophene (TT), is a heterocyclic compound. It belongs to the family of fused thiopehenes and is widely used as an intermediate for the synthesis of small molecules and polymers in the application of organic field-effect transistors (OFETs) and organic photovoltaic devices (OPV).
• Uses: TT may be used as conjugated side chains in the synthesis of donor-acceptor copolymers. It finds potential applications in the enhancement of power conversion efficiency (PCE) for organic solar cells.

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

There total 15 articles about Thieno[3,2-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:

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;

Reference yield:

2-thienyl chloride (96-43-5) + 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) + carbon disulfide (75-15-0,12122-00-8) + thieno[3,2-b]thiophene (251-41-2)

Guidance literature:

With Diethyl disulfide; at 700 ℃; Product distribution; other temperatures;

Reference yield:

2-thienyl chloride (96-43-5) + ethanethiol (75-08-1) → Thiophene-2-thiol (7774-74-5) + thieno[2,3-b]thiophene (250-84-0) + thieno[3,2-b]thiophene (251-41-2) + bis(thien-2-yl)sulfide (3988-99-6)

Guidance literature:

at 560 ℃; for 0.0166667h; Product distribution; Mechanism;

DOI:10.1007/BF00479335

upstream raw materials:

2-thienyl chloride

Diethyl disulfide

ethyldisulfanyl

diethyl sulphide

Downstream raw materials:

2,5-dibromothieno[3,2-b]thiophene

tetrabromo-thieno[3,2-b]thiophene

2,5-diiodothieno[3,2-b]thiophene

thieno[3,2-b]thiophene-2-carbaldehyde

Refernces

• 1、 Xue, Yu,Xue, Zexu,Zhang, Wenwen,Zhang, Wenna,Chen, Shuai,Lin, Kaiwen,Xu, Jingkun. "Enhanced electrochromic performances of Polythieno[3,2-b]thiophene with multicolor conversion via embedding EDOT segment". . p. 150 - 156. Retrieved 2018/11/30.
• 2、 Kawabata, Kohsuke,Takeguchi, Masaki,Goto, Hiromasa. "Optical activity of heteroaromatic conjugated polymer films prepared by asymmetric electrochemical polymerization in cholesteric liquid crystals: Structural function for chiral induction". . p. 2078 - 2091. Retrieved 2013/06/04.