ChemicalBook > CAS DataBase List > 2,2'-BITHIOPHENE

2,2'-BITHIOPHENE

Product Name
2,2'-BITHIOPHENE
CAS No.
492-97-7
Chemical Name
2,2'-BITHIOPHENE
Synonyms
Dithienyl;2T;2TH;S1020;2,2-DITHIENYL;2,2’-dlthienyl;2,2'-DITHIENYL;2,2'-Bithienyl;2,2'-Bithiophen;2,2'-Dithiophene
CBNumber
CB1388493
Molecular Formula
C8H6S2
Formula Weight
166.26
MOL File
492-97-7.mol
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2,2'-BITHIOPHENE Property

Melting point:
32-33 °C (lit.)
Boiling point:
260 °C (lit.)
Density 
1.2455 (rough estimate)
refractive index 
1.6210 (estimate)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
form 
powder to lump to clear liquid
color 
White or Colorless to Light yellow to Green
Water Solubility 
Insoluble in water.
Sensitive 
Light Sensitive
BRN 
3039
InChIKey
OHZAHWOAMVVGEL-UHFFFAOYSA-N
LogP
3.750
CAS DataBase Reference
492-97-7(CAS DataBase Reference)
EPA Substance Registry System
2,2'-Bithiophene (492-97-7)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
22-24/25-36-26
WGK Germany 
3
10-23
TSCA 
T
HazardClass 
IRRITANT
HS Code 
29309090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
241636
Product name
2,2′-Bithiophene
Purity
99%
Packaging
10g
Price
$178
Updated
2025/07/31
TCI Chemical
Product number
B1276
Product name
2,2'-Bithiophene
Purity
>98.0%(GC)
Packaging
1g
Price
$23
Updated
2025/07/31
TCI Chemical
Product number
B1276
Product name
2,2'-Bithiophene
Purity
>98.0%(GC)
Packaging
25g
Price
$100
Updated
2025/07/31
TRC
Product number
B591350
Product name
2,2’-Bithiophene
Packaging
1g
Price
$120
Updated
2021/12/16
TRC
Product number
B591350
Product name
2,2’-Bithiophene
Packaging
50g
Price
$470
Updated
2021/12/16
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2,2'-BITHIOPHENE Chemical Properties,Usage,Production

Description

2,2'-bithiophene is an intermediate widely used for the synthesis of small molecules or polymer semiconductors in application of organic electronics.?It has proven that?2,2'-bithiophene exists as a mixture of the cis-like and the trans-like planar structures. 5,5'-positions of?2,2'-bithiophene are easily accessible for bromination and stannylation to give 5,5'-dibromo-2,2'-bithiophene or 5,5'-trimethylstannyl-2,2'-bithiophene, which can be used for direct arylation reactions.

Chemical Properties

white to light yellow crystal powder

Uses

2,2’Bithiophene is a reactant in the preparation of thienophenyl compounds.

Uses

2,2'-Bithiophene is used as a precursor in the preparation of 5,5'-bis(trimethylstannyl)-2,2'-bithiophene , which is used for the synthesis of small molecules and polymer semiconductors for organic field-effect transistor (OFETs), organic light-emitting diode (OLED), Plastic Light Emitting Diode (PLED) and Organic Photovoltaic (OPV) applications. It is associated with aryl iodides and involved in rhodium catalyzed arylation of heteroarenes.

Uses

2,2′-Bithiophene can be polymerized to form poly(2,2′-Bithiophene) which can be electrodeposited on indium tin oxide (ITO) substrates for the fabrication of electrochromic devices. It can also be used in the formation of electrode material for the development of supercapacitors.

Application

2,2'-Bithiophene is an organic compound composed of two thiophene rings connected by a single bond. These molecules possess a planar aromatic structure and unique electronic and optical properties, making them suitable for a variety of applications in electronics, optoelectronics, and sensing. Other studies have shown that novel complexes formed by 2,2'-bithiophene-derived ligands coordinating Ni(II) and Cu(II) have potential as antibacterial agents.

Definition

ChEBI: A thiophene derivative that consists of two thiophene rings connected by a 2,2'-linkage.

Synthesis Reference(s)

The Journal of Organic Chemistry, 51, p. 2627, 1986 DOI: 10.1021/jo00364a002
Synthetic Communications, 19, p. 307, 1989 DOI: 10.1080/00397918908050983

General Description

2,2′-Bithiophene is an electron transporting material with the π-electrons present in the system that facilitate charge mobility.

2,2'-BITHIOPHENE Preparation Products And Raw materials

Raw materials

Preparation Products

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2,2'-BITHIOPHENE Suppliers

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View Lastest Price from 2,2'-BITHIOPHENE manufacturers

Shanghai UCHEM Inc.
Product
2,2'-Bithiophene 492-97-7
Price
US $10.00-182.00/g
Min. Order
25g
Purity
0.98
Supply Ability
25kg
Release date
2023-10-20
Shaanxi Dideu Medichem Co. Ltd
Product
2,2'-BITHIOPHENE 492-97-7
Price
US $1.00-100.00/KG
Min. Order
1KG
Purity
95%
Supply Ability
70000KG
Release date
2024-07-11
Henan Fengda Chemical Co., Ltd
Product
2,2'-Bithiophene 492-97-7
Price
US $200.00-1.00/KG
Min. Order
1KG
Purity
99%, 99.5% Sublimated
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-30

492-97-7, 2,2'-BITHIOPHENERelated Search:


  • 2,2'-Bithiophene,98%
  • 2TH
  • 2,2'-Bithiophen
  • 2,2μ-Bithienyl, 2,2μ-Dithienyl
  • 2-(2'-Thieno)thiophene
  • 2,2'-Bithiophene,97%
  • 2,2zzhlxy-Bithiophene
  • 2,2’-dlthienyl
  • 2,2'-Dithiophene
  • Dithienyl
  • 2-(Thiophen-2yl) thiophene
  • 2,2′-Bithiophene, >=99%
  • [2,2']BITHIOPHENYL
  • 2,2'-DITHIENYL
  • 2,2-DITHIENYL
  • 2-(2-Thienyl)thiophen
  • 2,2'-Bithiophene &gt
  • 2,2'-BITHIOPHENE ISO 9001:2015 REACH
  • S1020
  • 2T
  • 2,2'-Bithiophene (6CI, 7CI, 8CI, 9CI, ACI)
  • 2,2'-Bisthiophene
  • 2,2'-Bithiophene
  • 2,2'-Bithienyl
  • 2,2'-Bithiophene-98%
  • 2,2-Dithienyl in toluene
  • U-2 OS [U2OS] Cells Line
  • 2,2'-Bithiophene
  • 492-97-7
  • 492-97-9
  • C4H3S2
  • C8H6S2
  • Reagents for Conducting Polymer Research
  • Thiophene Derivatives (for Conduting Polymer Research)
  • Building Blocks
  • Heterocyclic Building Blocks
  • Thiophenes
  • pharmacetical
  • Functional Materials
  • Reagents for Conducting Polymer Research
  • Thiophene Derivatives (for Conduting Polymer Research)
  • Thiophen
  • Thiophenes
  • Heterocycle-oher series
  • Thiophene Series