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

CAS: 3141-27-3 Cat. No.: D100660 Peso molecular: 241.93 Beilstein Registry Number: 17(5)1,308 Número EC: 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

Descripción general

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

Specifications

Sinónimos

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-

Especificaciones y pureza

≥96%

Condiciones de almacenamiento de almacenamiento

Argon charged, Room temperature

Enviado en

Normal

Pureza

≥96%

Nombres e identificadores

• Pubchem Sid: 488182474
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488182474
• Sonrisas canónicas: 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
• Isómeros SMILES: C1=C(SC(=C1)Br)Br
• WGK Alemania: 3
• Peso molecular: 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
    • Clase Thiophenes
      • Subclass 2,5-disubstituted thiophenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: 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
• Descripción: 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

Propiedades químicas y físicas

• Solubilidad: It is soluble in chloroform and methanol. It is insoluble in water.
• Sensibilidad: Air & Light Sensitive
• Índice de refracción: 1.627-1.63
• Punto de inflamación (°F): 210.2 °F
• Punto de inflamación (°C): 99°C
• Punto de ebullición (°C): 211°C
• Punto de fusión (°C): -6°C
• Peso molecular: 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

Referencias

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]