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CS-W001157 4
Total: USD 88.00

4-Bromobenzene-1,3-diamine

  • CAS No. 6264-69-3

  • Cat. No. CS-0036080
  • Purity≥95%
  • MDL No.None

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

4-Bromobenzene-1,3-diamine|CS-0036080

Structure of 6264-69-3

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General Information

  • CAS No. 6264-69-3
  • Cat. No. CS-0036080
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BrN₂
  • Molecular Weight 187.04
  • Synonym(s) 1.3-Diamino-4-brom-benzol
  • SMILES C1=CC(=C(C=C1N)N)Br

Description

4-Bromobenzene-1,3-diamine features two amine groups positioned meta to each other on a brominated benzene ring, enabling selective coupling in multistep syntheses. The electron-rich aromatic core facilitates efficient transition-metal-catalyzed transformations, while the bromo substituent serves as a robust handle for further functionalization via cross-coupling reactions. This compound demonstrates stability under standard conditions and compatibility with diverse reaction environments.

Application

4-Bromobenzene-1,3-diamine serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to functionalized aromatic scaffolds. The ortho-diamine motif facilitates palladium-catalyzed cross-coupling reactions and cyclization processes, while the bromine substituent supports further derivatization via Suzuki-Miyaura or Buchwald-Hartwig coupling. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for constructing complex heterocycles and API intermediates.

Synthesis

  • Route1
    • N-[4-Bromo-3-(Trifluoroacetamido)phenyl]-2,2,2-trifluoroacetamide|CS-0763391
      85657-97-2
    • ~%
    • In-stock
      4-Bromobenzene-1,3-diamine|CS-0036080
      6264-69-3

    References

    • Pfister, Juerg R.; Wymann, Walter E. Synthesis, 1983 , # 1 p. 38 - 40
  • Route2
    • null|null
      584-48-5
    • ~%
    • In-stock
      4-Bromobenzene-1,3-diamine|CS-0036080
      6264-69-3

    References

    • Morgan Journal of the Chemical Society, 1900 , vol. 77, p. 1217
  • Route3
    • null|null
      858799-10-7
    • ~%
    • In-stock
      4-Bromobenzene-1,3-diamine|CS-0036080
      6264-69-3

    References

    • Haworth; Sykes Journal of the Chemical Society, 1944 , p. 311,313

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   52.04
  • LogP   1.6135
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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