2,5-Dibromothiophene - ≥96% , CAS No.3141-27-3

CAS: 3141-27-3 Cat. No.: D100660 Formula: C₄H₂Br₂S Molecular Weight: 241.93 Beilstein Registry Number: 17(5)1,308 EC Number: 221-547-3

GRADE & PURITY ≥96%

Synonyms

SCHEMBL147222 | A820842 | MFCD00005420 | EN300-19548 | AKOS000119947 | AM20090448 | NSC-4488 | 2,5-Dibromothiophene, Vetec(TM) reagent grade, 94% | DTXSID3062863 | D71235 | 2,5-DIBROMOTHIOPHENE | 2,5-dibromo-thiophene | AI3-08106 | Thiophene, 2,5-dibromo-

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

2,5-Dibromothiophene polymerizes by debromination with magnesium catalyzed by nickel compounds to form poly(2,5- thienylene).

Specifications

Synonyms

SCHEMBL147222 | A820842 | MFCD00005420 | EN300-19548 | AKOS000119947 | AM20090448 | NSC-4488 | 2,5-Dibromothiophene, Vetec(TM) reagent grade, 94% | DTXSID3062863 | D71235 | 2,5-DIBROMOTHIOPHENE | 2,5-dibromo-thiophene | AI3-08106 | Thiophene, 2,5-dibromo-

Specifications & Purity

≥96%

Storage

Argon charged,Room temperature

Shipped In

Normal

Purity

≥96%

Names and Identifiers

• Pubchem Sid: 488182474
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488182474
• Canonical Smiles: C1=C(SC(=C1)Br)Br
• IUPAC Name: 2,5-dibromothiophene
• InChIKey: KBVDUUXRXJTAJC-UHFFFAOYSA-N
• INCHI: 1S/C4H2Br2S/c5-3-1-2-4(6)7-3/h1-2H
• Isomeric SMILES: C1=C(SC(=C1)Br)Br
• WGK Germany: 3
• Molecular Weight: 241.93
• Beilstein: 17(5)1,308
• Reaxy-Rn: 109899
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=109899&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Thiophenes
      • Subclass 2,5-disubstituted thiophenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Thiophenes
• Subclass: 2,5-disubstituted thiophenes
• Intermediate Tree Nodes: Not available
• Direct Parent: 2,5-disubstituted thiophenes
• Alternative Parents: Aryl bromides Heteroaromatic compounds Organobromides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 2,5-disubstituted thiophene - Aryl halide - Aryl bromide - Heteroaromatic compound - Hydrocarbon derivative - Organobromide - Organohalogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as 2,5-disubstituted thiophenes. These are organic compounds containing a thiophene that is disubstituted at the C-2, and C5-positions.
• 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: It is soluble in chloroform and methanol. It is insoluble in water.
• Sensitivity: Air & Light Sensitive
• Refractive Index: 1.627-1.63
• Flash Point(°F): 210.2 °F
• Flash Point(°C): 99°C
• Boil Point(°C): 211°C
• Melt Point(°C): -6°C
• Molecular Weight: 241.930 g/mol
• XLogP3: 3.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 241.822 Da
• Monoisotopic Mass: 239.824 Da
• Topological Polar Surface Area: 28.200 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 58.700
• 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. Yuhang Zhang, Rui Li, Lijing Chang, Yang Ma, Yanjun Hou, Haijun Niu.  (2021)  Electropolymerization of Thiophene-Based Monomers with Different Spatial Structures: The Impact of Monomer Structure on Electrochromic Properties.  MACROMOLECULAR CHEMISTRY AND PHYSICS,  223  (2): (2100341).  [PMID:] [10.1002/macp.202100341]

2. 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]

3. Yuetao Liu, Jiawen Sun, Junguo Yuan, Shuai Wang, Yu Ding, Yumin Wu, Chuanhui Gao.  (2018)  A type of thiophene-bridged silica aerogel with a high adsorption capacity for organic solvents and oil pollutants.  Inorganic Chemistry Frontiers,  5  (8): (1894-1901).  [PMID:] [10.1039/C8QI00360B]

4. Pengyi Guo, Yu-e Shi, Song Shen, Chengyan Zhou, Jingjing Jiang, Zhenguang Wang.  (2024)  Achieving Efficient Room-Temperature Phosphorescence in the Host–Guest System through Covalent-Bond-Strengthened Hydrogen Bonding.  Journal of Physical Chemistry C,      [PMID:] [10.1021/acs.jpcc.4c00285]

5. Hongzhi Hu, Yanshu Zhang, Yufei Hu, Ling Xia, Gongke Li.  (2024)  Silver nanoparticles modified sulfur-containing POSS polymer membrane substrate for adsorption and surface-enhanced Raman scattering analysis of chrysoidine in food samples.  TALANTA,      [PMID:38218057] [10.1016/j.talanta.2024.125653]

6. Xin Zeng, Haiying Nie, Jian Li.  (2025)  Rigid–Flexible Thiophene-Based Block Copolymer/Multiwalled Carbon Nanotube for Enhancing Anode Performance by Extended π-Conjugation.  ChemSusChem,      [PMID:41024751] [10.1002/cssc.202501609]

7. 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]

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥96% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at room temperature under argon. It is supplied under an argon blanket; reseal under inert gas after each use.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 3141-27-3, the molecular formula is C4H2Br2S, and the molecular weight is 241.93 g/mol. InChIKey KBVDUUXRXJTAJC-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.