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CS-W001157 4
Total: USD 88.00

2,5-Dibromoterephthalonitrile

  • CAS No. 18870-11-6

  • Cat. No. CS-0085054
  • Purity≥97%
  • MDL No.MFCD03426731

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

2,5-Dibromoterephthalonitrile|CS-0085054

Structure of 18870-11-6

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General Information

  • CAS No. 18870-11-6
  • Cat. No. CS-0085054
  • Purity ≥97%
  • MDL No. MFCD03426731
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₂Br₂N₂
  • Molecular Weight 285.92
  • Synonym(s) 2,5-dibromobenzene-1,4-dicarbonitrile
  • SMILES N#CC1=CC(Br)=C(C#N)C=C1Br

Description

2,5-Dibromoterephthalonitrile features two bromine substituents at the 2 and 5 positions of a terephthalonitrile core, delivering high reactivity for cross-coupling and functionalization. The electron-deficient aromatic ring pairs effectively with nucleophiles, enabling efficient construction of complex heterocycles and conjugated polymers under standard conditions.

Application

2,5-Dibromoterephthalonitrile serves as a versatile building block for the synthesis of functionalized aromatic scaffolds and heterocycles. Its dual bromo groups enable efficient palladium-catalyzed cross-coupling reactions, while the nitrile functionalities offer compatibility with nucleophilic transformations and derivatization under mild conditions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      50880-39-2
    • ~99%
    • In-stock
      2,5-Dibromoterephthalonitrile|CS-0085054
      18870-11-6

    References

    • Cheng, Jian-Zhang; Lin, Chao-Chen; Chou, Pi-Tai; Chaskar, Atul; Wong, Ken-Tsung Tetrahedron, 2011 , vol. 67, # 4 p. 734 - 739
  • Route2

    References

    • You, Wei; Wang, Liming; Wang, Qing; Yu, Luping Macromolecules, 2002 , vol. 35, # 12 p. 4636 - 4645
  • Route3

    References

    • Bukeikhanov,N.R. et al. Doklady Chemistry, 1968 , vol. 178, p. 58 - 62 Doklady Akademii Nauk SSSR, 1968 , vol. 178, p. 591 - 594

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   47.58
  • LogP   2.95496
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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