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CS-W001157 4
Total: USD 88.00

2,6-Dibromo-4-chloroaniline

  • CAS No. 874-17-9

  • Cat. No. CS-0136276
  • Purity≥98%
  • MDL No.MFCD00051750

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

2,6-Dibromo-4-chloroaniline|CS-0136276

Structure of 874-17-9

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General Information

  • CAS No. 874-17-9
  • Cat. No. CS-0136276
  • Purity ≥98%
  • MDL No. MFCD00051750
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄Br₂ClN
  • Molecular Weight 285.36
  • Synonym(s) 4-Chloro-2,6-dibromoaniline
  • SMILES NC1=C(Br)C=C(Cl)C=C1Br

Description

2,6-Dibromo-4-chloroaniline features a highly electron-deficient aromatic core flanked by bromine substituents at the 2 and 6 positions, with a chlorine atom at the 4 position. This configuration imparts enhanced reactivity in electrophilic substitution and facilitates coupling reactions under mild conditions. The compound exhibits good stability under standard bench protocols and serves as a key intermediate in the synthesis of functionalized heterocycles and advanced materials.

Application

2,6-Dibromo-4-chloroaniline serves as a valuable building block for the synthesis of brominated aromatic scaffolds in medicinal chemistry and materials science. Its well-defined substitution pattern enables selective functionalization in cross-coupling reactions and heterocycle construction. The compound exhibits good bench stability and facilitates straightforward purification, making it suitable for scalable synthetic applications.

Synthesis

  • Route1
    • null|null
      106-47-8
    • ~96%
    • In-stock
      2,6-Dibromo-4-chloroaniline|CS-0136276
      874-17-9

    References

    • Bulletin of the Chemical Society of Japan, , vol. 61, # 2 p. 597 - 599
  • Route2
    • null|null
      189937-24-4
    • ~%
    • In-stock
      2,6-Dibromo-4-chloroaniline|CS-0136276
      874-17-9

    References

    • Journal of Molecular Catalysis A: Chemical, , vol. 370, p. 132 - 139
  • Route3

    References

    • Tetrahedron Letters, , vol. 50, # 9 p. 1007 - 1009

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   3.4472
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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