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CS-W001157 4
Total: USD 88.00

1-Bromo-4-nitronaphthalene

  • CAS No. 4236-05-9

  • Cat. No. CS-0186322
  • Purity≥95%
  • MDL No.None

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

1-Bromo-4-nitronaphthalene|CS-0186322

Structure of 4236-05-9

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General Information

  • CAS No. 4236-05-9
  • Cat. No. CS-0186322
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆BrNO₂
  • Molecular Weight 252.06
  • Synonym(s) None
  • SMILES O=[N+](C1=C2C=CC=CC2=C(Br)C=C1)[O-]

Description

1-Bromo-4-nitronaphthalene features a nitro group positioned para to a bromine substituent on the naphthalene core, creating a highly electron-deficient aromatic system. This combination enables selective cross-coupling reactions under palladium catalysis while maintaining stability during storage and handling.

Application

1-Bromo-4-nitronaphthalene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. The bromo group exhibits high reactivity under standard conditions, while the para-nitro substituent provides excellent regiocontrol and enhances electrophilicity for further functionalization. Its bench-stable nature and compatibility with diverse reaction environments make it ideal for constructing complex naphthyl-based scaffolds used in pharmaceutical and materials research.

Synthesis

  • Route1
    • In-stock
      4-Nitronaphthalen-1-amine|CS-W020893
      776-34-1
    • ~%
    • In-stock
      1-Bromo-4-nitronaphthalene|CS-0186322
      4236-05-9
    • null|null
      73557-67-2

    References

    • Doyle, Michael P.; Lente, Michael A. van; Mowat, Rex; Fobare, William F. Journal of Organic Chemistry, 1980 , vol. 45, # 13 p. 2570 - 2575
  • Route2

    References

    • Jolin Bulletin de la Societe Chimique de France, 1877 , vol. <2> 28, p. 515
  • Route3

    References

    • Hodgson; Walker Journal of the Chemical Society, 1933 , p. 1620

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   3.5105
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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