Description

2-Bromo-3-n-octylthiophene (CAS No. 145543-83-5) is a high-purity brominated thiophene derivative with the molecular formula C₁₂H₁₉BrS. This compound features a bromine substituent at the 2-position and an n-octyl chain at the 3-position of the thiophene ring, making it a valuable intermediate for organic synthesis and materials science research. Its well-defined structure ensures consistency in polymerization and functionalization reactions, particularly in the development of conductive polymers and organic semiconductors. Suitable for use in controlled environments, this product is rigorously tested for purity and stability, meeting the stringent requirements of academic and industrial researchers. Packaged under inert conditions to prevent degradation, it is ideal for applications in optoelectronics, organic electronics, and advanced material design.

Properties

• CAS Number: 145543-83-5
• Complexity: 138
• IUPAC Name: 2-bromo-3-octyl-thiophene
• InChI: InChI=1S/C12H19BrS/c1-2-3-4-5-6-7-8-11-9-10-14-12(11)13/h9-10H,2-8H2,1H3
• InChI Key: ISONQKSIWXLJOQ-UHFFFAOYSA-N
• Exact Mass: 274.03908
• Molecular Formula: C12H19BrS
• Molecular Weight: 275.25
• SMILES: CCCCCCCCC1=C(SC=C1)Br
• Topological: 28.2
• Monoisotopic Mass: 274.03908
• Synonyms: 2-Bromo-3-n-octylthiophene, 878-374-7, 2-Bromo-3-octylthiophene, 145543-83-5, Thiophene, 2-bromo-3-octyl-, 2-bromo-3-octyl-thiophene, MFCD13193238, C12H19BrS, SCHEMBL1225175, DTXSID00444485, 2-Bromo-3-octylthiophene, 97%, AKOS015898630, AC-4939, CS-W012325, DS-1914, SY036435, DB-050477, B3733

Application

2-Bromo-3-n-octylthiophene is widely used as a monomer in the synthesis of conjugated polymers, such as poly(3-alkylthiophenes) (P3ATs), which are critical for organic field-effect transistors (OFETs) and photovoltaic devices. Its brominated structure allows for efficient cross-coupling reactions, including Stille or Suzuki couplings, enabling the creation of tailored polymeric architectures. Researchers also utilize this compound in the development of organic semiconductors due to its ability to enhance charge carrier mobility and thin-film processability. Additionally, it serves as a precursor for functionalized thiophene derivatives in supramolecular chemistry and sensor applications.

Safety and Hazards

GHS Hazard Statements

• H413 (100%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P273, and P501

Hazard Classes and Categories

• Aquatic Chronic 4 (100%)

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