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CS-W001157 4
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3-Bromo-2-nitroaniline

  • CAS No. 7138-15-0

  • Cat. No. CS-W014826
  • Purity≥97%
  • MDL No.MFCD08063248

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

3-Bromo-2-nitroaniline|CS-W014826

Structure of 7138-15-0

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General Information

  • CAS No. 7138-15-0
  • Cat. No. CS-W014826
  • Purity ≥97%
  • MDL No. MFCD08063248
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrN₂O₂
  • Molecular Weight 217.02
  • Synonym(s) benzenamine, 3-bromo-2-nitro-
  • SMILES BrC1=C([N+]([O-])=O)C(N)=CC=C1

Description

3-Bromo-2-nitroaniline features a bromine substituent flanked by a nitro group and an amino moiety, creating a uniquely electron-deficient aromatic system. This trifunctional scaffold enables direct coupling in cross-coupling reactions and facilitates the synthesis of complex heterocycles under mild conditions.

Application

3-Bromo-2-nitroaniline 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 bromo group facilitates efficient C–C and C–N bond formation, while the nitro group provides strong electron-withdrawing character and ortho-directing capability. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for multi-step synthesis workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H315-H319-H332-H335-H410
Precautionary Statements : P260-P261-P264-P270-P271-P273-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P391-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   69.16
  • LogP   1.9395
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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