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2,7-Dibromo-9,9-bis(6-bromohexyl)-9H-fluorene

  • CAS No. 570414-33-4

  • Cat. No. CS-0132572
  • Purity≥98%
  • MDL No.MFCD09260450

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

2,7-Dibromo-9,9-bis(6-bromohexyl)-9H-fluorene|CS-0132572

Structure of 570414-33-4

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General Information

  • CAS No. 570414-33-4
  • Cat. No. CS-0132572
  • Purity ≥98%
  • MDL No. MFCD09260450
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₃₀Br₄
  • Molecular Weight 650.12
  • Synonym(s) 2,7-Dibromo-9,9-bis(6-bromohexyl)fluorene
  • SMILES BrCCCCCCC1(CCCCCCBr)C2=C(C3=C1C=C(Br)C=C3)C=CC(Br)=C2

Description

2,7-Dibromo-9,9-bis(6-bromohexyl)-9H-fluorene features two bromine atoms at the 2,7-positions of the fluorene core, flanked by two 6-bromohexyl chains tethered to the central carbon. This configuration enables modular functionalization in polymer synthesis and surface patterning applications. The molecule exhibits enhanced solubility and stability under standard handling conditions.

Application

2,7-Dibromo-9,9-bis(6-bromohexyl)-9H-fluorene serves as a versatile bifunctional building block for the synthesis of conjugated polymers and macromolecular architectures. The fluorene core provides rigidity and thermal stability, while the bromine substituents at the 2,7-positions and terminal bromides on the hexyl chains enable efficient coupling via Pd-catalyzed reactions. Its well-defined structure facilitates precise control over polymer architecture, with excellent bench stability and compatibility in standard cross-coupling protocols.

Synthesis

  • Route1

    References

    • Stay, David; Lonergan, Mark C. Macromolecules, 2013 , vol. 46, # 11 p. 4361 - 4369
  • Route2

    References

    • Lu, Hsin-Hung; Liu, Ching-Yang; Jen, Tzu-Hao; Liao, Jin-Long; Tseng, Hao-En; Huang, Chih-Wei; Hung, Ming-Chin; Chen, Show-An Macromolecules, 2005 , vol. 38, # 26 p. 10829 - 10835

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   10.1689
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   12

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