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3-Bromo-5-chlorophenylamine

  • CAS No. 96558-78-0

  • Cat. No. CS-W019345
  • Purity≥95%
  • MDL No.MFCD06797804

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

3-Bromo-5-chlorophenylamine|CS-W019345

Structure of 96558-78-0

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General Information

  • CAS No. 96558-78-0
  • Cat. No. CS-W019345
  • Purity ≥95%
  • MDL No. MFCD06797804
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrClN
  • Molecular Weight 206.47
  • Synonym(s) 3-Bromo-5-chloroaniline
  • SMILES BrC1=CC(=CC(=C1)N)Cl

Description

3-Bromo-5-chlorophenylamine features a strategically positioned bromo and chloro substituent on the aromatic ring, enabling selective cross-coupling reactions. This electron-deficient aniline derivative offers enhanced reactivity in palladium-catalyzed transformations while maintaining bench-stable handling characteristics under standard conditions.

Application

3-Bromo-5-chlorophenylamine serves as a versatile building block for the synthesis of pharmaceutical intermediates and functionalized heterocycles. Its ortho-halogenated arylamine framework enables palladium-catalyzed coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig amination, with high efficiency. The molecule exhibits excellent bench stability and compatibility with diverse functional groups, facilitating straightforward purification and integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • 5-Chloro-2,3-Dibromoaniline|CS-0762702
      96558-70-2
    • ~%
    • In-stock
      3-Bromo-5-chlorophenylamine|CS-W019345
      96558-78-0

    References

    • Acta Chemica Scandinavica, , vol. 47, # 7 p. 701 - 705

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2018
Class : 6.1
Packing Group : Ⅱ
Hazard Statements : H301+H311+H331-H314
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P330+P331-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P330-P361+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.6847
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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