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CS-W001157 4
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1,8-Dibromopyrene

  • CAS No. 38303-35-4

  • Cat. No. CS-0112871
  • Purity≥97%
  • MDL No.MFCD00230868

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

1,8-Dibromopyrene|CS-0112871

Structure of 38303-35-4

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General Information

  • CAS No. 38303-35-4
  • Cat. No. CS-0112871
  • Purity ≥97%
  • MDL No. MFCD00230868
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₈Br₂
  • Molecular Weight 360.04
  • Synonym(s) None
  • SMILES BrC1=C2C=CC(C3=C42)=C(Br)C=CC3=CC=C4C=C1

Description

1,8-Dibromopyrene is a polycyclic aromatic hydrocarbon featuring bromine substituents at the peri-positions of the pyrene core. This strategic halogenation enhances reactivity in cross-coupling processes, enabling efficient integration into extended π-conjugated architectures. The molecule exhibits high stability under standard conditions and facilitates modular synthesis of functionalized carbon-rich materials.

Application

1,8-Dibromopyrene serves as a versatile building block for the synthesis of polycyclic aromatic hydrocarbon (PAH) derivatives and functionalized π-conjugated systems. The bromine substituents enable efficient Suzuki-Miyaura and Stille coupling reactions, facilitating the construction of complex multi-ring architectures with high regiocontrol. Its bench-stable solid form and tolerance to standard cross-coupling conditions make it well-suited for iterative synthetic strategies in materials chemistry and organic electronics.

Synthesis

  • Route1

    References

    • Yamane, Osamu; Sugiura, Ken-Ichi; Miyasaka, Hitoshi; Nakamura, Kazuya; Fujimoto, Tatsuhiko; Nakamura, Kazuki; Kaneda, Takahiro; Sakata, Yoshiteru; Yamashita, Masahiro Chemistry Letters, 2004 , vol. 33, # 1 p. 40 - 41
  • Route2

    References

    • LG DISPLAY CO., LTD. Patent: US2010/155714 A1, 2010 ;
  • Route3

    References

    • Hu, Jian-Yong; Feng, Xing; Seto, Nobuyuki; Do, Jung-Hee; Zeng, Xi; Tao, Zhu; Yamato, Takehiko Journal of Molecular Structure, 2013 , vol. 1035, p. 19 - 26

Safety Information

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GHS Pictogram : N/A
GHS No : N/A
Signal Word : N/A
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

  • TPSA   0
  • LogP   6.109
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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