5,5'-Dibromo-2,2'-bithiophene - ≥99% , CAS No.4805-22-5

CAS: 4805-22-5 Cat. No.: D100727 Molecular Weight: 324.06 EC Number: 695-323-2

GRADE & PURITY ≥99%

Synonyms

AC-4911 | SB66309 | SY030283 | 5,5'-bis[2-bromothiophene] | 5,5`-Dibromo-2,2`-bithiophene | CCG-46129 | AC-776/41252583 | DTXSID90348605 | D2755 | HMS1526L07 | 5,5 inverted exclamation mark -Dibromo-2,2 inverted exclamation mark -bithiophene | W-200385 |

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

It is an active pharmaceutical ingredient and an OLED (organic light-emitting diode) intermediate.

Specifications

Synonyms

AC-4911 | SB66309 | SY030283 | 5, 5'-bis[2-bromothiophene] | 5, 5`-Dibromo-2, 2`-bithiophene | CCG-46129 | AC-776/41252583 | DTXSID90348605 | D2755 | HMS1526L07 | 5, 5 inverted exclamation mark -Dibromo-2, 2 inverted exclamation mark -bithiophene | W-200385 |

Specifications & Purity

≥99%

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504759663
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504759663
• Canonical Smiles: C1=C(SC(=C1)Br)C2=CC=C(S2)Br
• IUPAC Name: 2-bromo-5-(5-bromothiophen-2-yl)thiophene
• InChIKey: SXNCMLQAQIGJDO-UHFFFAOYSA-N
• INCHI: 1S/C8H4Br2S2/c9-7-3-1-5(11-7)6-2-4-8(10)12-6/h1-4H
• Isomeric SMILES: C1=C(SC(=C1)Br)C2=CC=C(S2)Br
• WGK Germany: 3
• Molecular Weight: 324.06
• Reaxy-Rn: 143333
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=143333&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: 2,5-disubstituted thiophenes Aryl bromides Heteroaromatic compounds Organobromides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Bithiophene - 2,5-disubstituted thiophene - Aryl halide - Aryl bromide - Heteroaromatic compound - Thiophene - Hydrocarbon derivative - Organobromide - Organohalogen compound - 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: Not available

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: Slightly soluble in water.
• Sensitivity: Light Sensitive,Air Sensitive,Heat Sensitive
• Melt Point(°C): 144-146°C
• Molecular Weight: 324.100 g/mol
• XLogP3: 5.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 323.81 Da
• Monoisotopic Mass: 321.812 Da
• Topological Polar Surface Area: 56.500 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 147.000
• 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

1. Ning Xu, Shiwei Mei, Zhangxin Chen, Yujie Dong, Weijun Li, Cheng Zhang.  (2020)  High-performance Li-organic battery based on thiophene-containing porous organic polymers with different morphology and surface area as the anode materials.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2020.124975]

2. Song Xiang, Shiquan Wang, Ganbing Zhang, Muhammad Sultan Irshad, Zhijun Ma, Ming Li.  (2024)  Solvent-free synthesis of polytriazine-bithiophene for excellent lithium/sodium-ion storage.  JOURNAL OF POWER SOURCES,      [PMID:] [10.1016/j.jpowsour.2024.234353]

3. Guangsen Tian, Shouzheng Li, Shaojia Song, Hongxi Zhao, Linfeng Zhang, Huadong Wu, Ye Luo, Jianding Li, Jia Guo, Qun Yi.  (2025)  Donor–acceptor engineering in conjugated polymer photocatalysts: thieno[3, 2-b]thiophene-dibenzothiophene sulfone copolymers for noble-metal-free visible-light hydrogen evolution.  Journal of Materials Chemistry A,      [PMID:] [10.1039/D5TA05975E]