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CS-W001157 4
Total: USD 88.00

1,6-Dibromopyrene

  • CAS No. 27973-29-1

  • Cat. No. CS-W005111
  • Purity≥98%
  • MDL No.MFCD09263746

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

1,6-Dibromopyrene|CS-W005111

Structure of 27973-29-1

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General Information

  • CAS No. 27973-29-1
  • Cat. No. CS-W005111
  • Purity ≥98%
  • MDL No. MFCD09263746
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₈Br₂
  • Molecular Weight 360.04
  • Synonym(s) L666 B6 2AB PJ GE NE [WLN]
  • SMILES BrC1=CC=C2C=CC3=C(Br)C=CC4=CC=C1C2=C34

Description

1,6-Dibromopyrene offers a dual bromination pattern at the pyrene core’s non-adjacent positions, enabling selective cross-coupling reactions in the synthesis of extended polycyclic aromatic hydrocarbons. This regioselective functionalization facilitates the construction of complex π-conjugated architectures with enhanced electronic tunability and stability under standard conditions.

Application

1,6-Dibromopyrene serves as a versatile building block for the synthesis of polycyclic aromatic hydrocarbon (PAH) derivatives and functionalized π-conjugated materials. The bromine substituents enable efficient cross-coupling reactions, such as Suzuki-Miyaura and Stille couplings, facilitating the construction of complex molecular architectures with high regiocontrol. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for applications in organic electronics and materials science.

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

    • Kim, Ji-Hoon; Lee, Sunyoung; Kang, In-Nam; Park, Moo-Jin; Hwang, Do-Hoon Journal of Polymer Science, Part A: Polymer Chemistry, 2012 , vol. 50, # 16 p. 3415 - 3424
  • 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

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

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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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