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CS-W001157 4
Total: USD 88.00

5-Bromo-2-chloroaniline

  • CAS No. 60811-17-8

  • Cat. No. CS-W004749
  • Purity≥98%
  • MDL No.MFCD06796283

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

5-Bromo-2-chloroaniline|CS-W004749

Structure of 60811-17-8

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General Information

  • CAS No. 60811-17-8
  • Cat. No. CS-W004749
  • Purity ≥98%
  • MDL No. MFCD06796283
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrClN
  • Molecular Weight 206.47
  • Synonym(s) 5-broMo-2-chloro-benzenaMine
  • SMILES NC1=CC(Br)=CC=C1Cl

Description

5-Bromo-2-chloroaniline features a bromine substituent at the 5-position and a chlorine atom at the 2-position of the aniline ring, delivering enhanced electron-withdrawing character. This ortho-halogenated scaffold enables selective coupling reactions in pharmaceutical synthesis and serves as a key intermediate for functionalized aromatic systems under standard conditions.

Application

5-Bromo-2-chloroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the aromatic ring through palladium-catalyzed cross-coupling reactions. Its dual halogenation pattern supports sequential transformations with high regiocontrol, while the primary amine facilitates derivatization via acylation, sulfonation, or reductive amination. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring orthogonal reactivity.

Synthesis

  • Route1

    References

    • American Chemical Journal, , vol. 14, p. 571 American Chemical Journal, , vol. 13, p. 425
  • Route2
    • In-stock
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      16588-24-2
    • null|null
      7439-89-6
    • ~%
    • In-stock
      5-Bromo-2-chloroaniline|CS-W004749
      60811-17-8

    References

    • US2004/162282 A1, ; US 20040162282 A1
  • Route3

    References

    • Zhurnal Organicheskoi Khimii, , vol. 3, # 10 p. 1839 - 1843,1795 - 1799

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302+H312-H315-H319-H331-H335
Precautionary Statements : P264-P270-P330-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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