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CS-W001157 4
Total: USD 88.00

2-Bromo-3-hexyl-5-iodothiophene stabilized with Copper chip

  • CAS No. 160096-76-4

  • Cat. No. CS-0167962
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

2-Bromo-3-hexyl-5-iodothiophene stabilized with Copper chip|CS-0167962

Structure of 160096-76-4

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General Information

  • CAS No. 160096-76-4
  • Cat. No. CS-0167962
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄BrIS
  • Molecular Weight 373.09
  • Synonym(s) 2-Bromo-5-iodo-3-hexylthiophene
  • SMILES IC1=CC(CCCCCC)=C(Br)S1

Description

2-Bromo-3-hexyl-5-iodothiophene, stabilized with copper chip, offers enhanced shelf life and handling stability. This halogenated thiophene derivative features a linear alkyl chain for improved solubility and compatibility in cross-coupling reactions. The strategically positioned bromo and iodo groups enable sequential functionalization in Pd-catalyzed transformations, facilitating the synthesis of complex conjugated architectures under standard conditions.

Application

2-Bromo-3-hexyl-5-iodothiophene serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient synthesis of functionalized conjugated oligomers and polymers. The strategically positioned bromo and iodo groups facilitate sequential or orthogonal coupling, while the stabilized form—retaining copper chip—enhances shelf-life and minimizes decomposition during handling. Its alkyl-substituted thiophene core provides enhanced solubility and processability in solution-phase syntheses.

Synthesis

  • Route1

    References

    • Yokoyama, Akihiro; Miyakoshi, Ryo; Yokozawa, Tsutomu Macromolecules, 2004 , vol. 37, # 4 p. 1169 - 1171
  • Route2

    References

    • New Journal of Chemistry, , vol. 25, # 2 p. 318 - 321
  • Route3

    References

    • New Journal of Chemistry, , vol. 25, # 2 p. 318 - 321

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

  • TPSA   0
  • LogP   5.238
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   5

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