2,2'-Bithiophene - ≥98% , CAS No.492-97-7

CAS: 492-97-7 Cat. No.: B100722 Molecular Weight: 166.26 Beilstein Registry Number: 3039 EC Number: 207-767-2

GRADE & PURITY ≥98%

Synonyms

2-(thiophen-2-yl)thiophene | A7371 | 2,2'-Bithiophene | 2,2-BITHIOPHENE | UNII-8CTS9HJ7L6 | W-200391 | 2-(thien-2-yl)thiophene | BCP16424 | 2-(2-Thienyl)thiophen | 2,2 inverted exclamation mark -Bithiophene | FT-0600879 | STL326750 | 2,2'-bisthiophene | 2

Storage

Protected from light,Argon charged,Room temperature

Shipped In

Normal

Overview

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

Specifications

Synonyms

2-(thiophen-2-yl)thiophene | A7371 | 2, 2'-Bithiophene | 2, 2-BITHIOPHENE | UNII-8CTS9HJ7L6 | W-200391 | 2-(thien-2-yl)thiophene | BCP16424 | 2-(2-Thienyl)thiophen | 2, 2 inverted exclamation mark -Bithiophene | FT-0600879 | STL326750 | 2, 2'-bisthiophene | 2

Specifications & Purity

≥98%

Storage

Protected from light, Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504754256
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754256
• Canonical Smiles: C1=CSC(=C1)C2=CC=CS2
• IUPAC Name: 2-thiophen-2-ylthiophene
• InChIKey: OHZAHWOAMVVGEL-UHFFFAOYSA-N
• INCHI: 1S/C8H6S2/c1-3-7(9-5-1)8-4-2-6-10-8/h1-6H
• Isomeric SMILES: C1=CSC(=C1)C2=CC=CS2
• WGK Germany: 3
• Molecular Weight: 166.26
• Beilstein: 3039
• Reaxy-Rn: 3039
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3039&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Bi- and oligothiophenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Bi- and oligothiophenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Bi- and oligothiophenes
• Alternative Parents: Thiophenes Heteroaromatic compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Bithiophene - Heteroaromatic compound - Thiophene - Hydrocarbon derivative - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as bi- and oligothiophenes. These are organic compounds containing two or more linked thiophene rings. Thiophene is a five-member aromatic ring with one sulfur and four carbon atoms.
• External Descriptors: 2,2'-bithiophenes

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in Methanol
• Sensitivity: Light sensitive.Air sensitive
• Freezing Point(°C): 32 °C
• Flash Point(°F): 230 °F
• Flash Point(°C): 110 °C
• Boil Point(°C): 260°C
• Melt Point(°C): 32-33°C
• Molecular Weight: 166.300 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 165.991 Da
• Monoisotopic Mass: 165.991 Da
• Topological Polar Surface Area: 56.500 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 99.800
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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2. Mingfa Shao, Dingwei Ji, Zefeng Xu, Juncheng Dong, Xiaojing Lv, Mi Ouyang, Yaokang Lv, Dominic S. Wright, Cheng Zhang.  (2023)  High-performance electrochromic supercapacitor based on polyoxotitanates/conjugated polymer hybrid films for visualization for the energy status.  JOURNAL OF POWER SOURCES,      [PMID:] [10.1016/j.jpowsour.2023.233490]

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4. Cao Yudi, Chen Qingshan, Wang Lei, Yang Mingqing, Zhang Shiyu, Niu Chunhui, Lv Yong.  (2025)  A simple method for preparation of poly(2,2′-bithiophene) flexible electrochromic devices in ionic liquids.  CHEMISTRY LETTERS,  54  (2):   [PMID:] [10.1093/chemle/upaf021]

5. Xiaojing Lv, Juncheng Dong, Mingfa Shao, Jin Li, Jiankun Cui, Yufeng Shi, Yang He, Mi Ouyang, Cheng Zhang.  (2024)  Flexible All-Solid-State Zinc-Based Electrochromic Energy Storage Devices for Adaptive Military Camouflage.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.4c02371]

6. Hailan Zeng, Ruomei Wu, Yanan Li, Haiyun Jiang, Xiang Wang, Weili Zhang, Ziyu Li, Jun Zhang, Zhengrong Yan.  (2024)  Multi-color electrochromic copolymer films based on 2,2′-thiophene and 3, 4-ethylenedioxythiophen.  SYNTHETIC METALS,      [PMID:] [10.1016/j.synthmet.2024.117577]

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