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CS-W001157 4
Total: USD 88.00

2,5-Dichloroquinoxaline

  • CAS No. 55687-05-3

  • Cat. No. CS-0042647
  • Purity≥98%
  • MDL No.MFCD11846477

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

2,5-Dichloroquinoxaline|CS-0042647

Structure of 55687-05-3

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General Information

  • CAS No. 55687-05-3
  • Cat. No. CS-0042647
  • Purity ≥98%
  • MDL No. MFCD11846477
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄Cl₂N₂
  • Molecular Weight 199.04
  • Synonym(s) 2,5-Dichlor-chinoxalin
  • SMILES ClC1=NC2=C(N=C1)C(Cl)=CC=C2

Description

2,5-Dichloroquinoxaline serves as a reactive heterocyclic scaffold for constructing functionalized aromatic systems. The dichloro substitution pattern enables selective cross-coupling and electrophilic functionalization under mild conditions. This bench-stable, moisture-tolerant compound integrates readily into advanced synthetic sequences requiring precise regiocontrol and high thermal resilience.

Application

2,5-Dichloroquinoxaline serves as a versatile building block in synthetic organic chemistry, enabling selective functionalization at the 2- and 5-positions via palladium-catalyzed cross-coupling reactions. Its high reactivity and bench stability facilitate efficient construction of substituted quinoxaline scaffolds, commonly found in pharmaceutical intermediates and agrochemicals. The molecule functions as a reliable dihalogenated platform for diversification through Suzuki, Stille, or Negishi coupling protocols, offering excellent functional group tolerance and straightforward purification.

Synthesis

  • Route1

    References

    • Hazeldine; Polin; Kushner; Paluch; White; Edelstein; Palomino; Corbett; Horwitz Journal of Medicinal Chemistry, 2001 , vol. 44, # 11 p. 1758 - 1776
  • Route2
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      347162-12-3
    • ~%
    • In-stock
      2,5-Dichloroquinoxaline|CS-0042647
      55687-05-3

    References

    • Hazeldine; Polin; Kushner; Paluch; White; Edelstein; Palomino; Corbett; Horwitz Journal of Medicinal Chemistry, 2001 , vol. 44, # 11 p. 1758 - 1776
  • Route3
    • null|null
      347162-13-4
    • ~%
    • In-stock
      2,5-Dichloroquinoxaline|CS-0042647
      55687-05-3

    References

    • Hazeldine; Polin; Kushner; Paluch; White; Edelstein; Palomino; Corbett; Horwitz Journal of Medicinal Chemistry, 2001 , vol. 44, # 11 p. 1758 - 1776

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H315-H320-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   2.9366
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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