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CS-W001157 4
Total: USD 88.00

2-Bromo-5-chloroaniline

  • CAS No. 823-57-4

  • Cat. No. CS-W007760
  • Purity≥98%
  • MDL No.MFCD00672942

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

2-Bromo-5-chloroaniline|CS-W007760

Structure of 823-57-4

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General Information

  • CAS No. 823-57-4
  • Cat. No. CS-W007760
  • Purity ≥98%
  • MDL No. MFCD00672942
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrClN
  • Molecular Weight 206.47
  • Synonym(s) benzenamine, 2-bromo-5-chloro-; 2-Bromo-5-chloroaniline
  • SMILES BrC1=C(N)C=C(C=C1)Cl

Description

2-Bromo-5-chloroaniline features a dual halogen substitution pattern on the aromatic ring, delivering enhanced reactivity in cross-coupling and electrophilic functionalization. This electron-deficient aniline derivative offers improved stability under standard conditions and serves as a key intermediate in pharmaceutical and agrochemical synthesis.

Application

2-Bromo-5-chloroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of substituted anilines and heterocyclic scaffolds. Its orthogonal halogenation pattern facilitates selective cross-coupling reactions, while the amine group offers ready derivatization for functionalized intermediates. Bench-stable and compatible with standard purification methods, it functions reliably in Pd-catalyzed coupling protocols and electrophilic substitution cascades.

Synthesis

  • Route1

    References

    • Gavai, Ashvinikumar V.; Norris, Derek J.; Han, Wen-Ching; Vite, Gregory D.; Fink, Brian E.; Tokarski, John S. Patent: US2005/192310 A1, 2005 ; Location in patent: Page/Page column 22-23 ;
  • Route2
    • null|null
      108-42-9
    • ~66%
    • In-stock
      2-Bromo-5-chloroaniline|CS-W007760
      823-57-4

    References

    • Srivastava, Sanjay K.; Chauhan, Prem Man Singh; Bhaduri, Amiya P. Chemical Communications, 1996 , # 23 p. 2679 - 2680
  • Route3
    • null|null
      108-42-9
    • ~8%
    • In-stock
      4-Bromo-3-chloroaniline|CS-W007688
      21402-26-6
    • In-stock
      2-Bromo-5-chloroaniline|CS-W007760
      823-57-4

    References

    • Synthesis, , # 8 art. no. P12608SS, p. 1305 - 1308

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-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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