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CS-W001157 4
Total: USD 88.00

2-Bromo-4-iodoaniline

  • CAS No. 29632-73-3

  • Cat. No. CS-0041108
  • Purity≥95%
  • MDL No.None

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

2-Bromo-4-iodoaniline|CS-0041108

Structure of 29632-73-3

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General Information

  • CAS No. 29632-73-3
  • Cat. No. CS-0041108
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrIN
  • Molecular Weight 297.92
  • Synonym(s) 2-Bromo-4-iodobenzenamine
  • SMILES NC1=CC=C(I)C=C1Br

Description

2-Bromo-4-iodoaniline features dual halogen substituents on the aromatic ring, enabling selective cross-coupling reactions in pharmaceutical and materials synthesis. This bench-stable derivative combines enhanced reactivity with predictable regiochemistry, facilitating efficient access to complex heterocycles and functionalized biaryl systems under standard conditions.

Application

2-Bromo-4-iodoaniline serves as a versatile building block in cross-coupling chemistry, enabling efficient access to substituted biaryls and heterocycles. The ortho-bromo and para-iodo substituents provide complementary reactivity for sequential Pd-catalyzed coupling reactions. Bench-stable and readily purified by recrystallization, it functions reliably in standard Suzuki, Stille, and Negishi transformations, facilitating the construction of complex scaffolds common in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Morin, Jean-Francois; Shirai, Yasuhiro; Tour, James M. Organic Letters, 2006 , vol. 8, # 8 p. 1713 - 1716
  • Route2
    • null|null
      615-36-1
    • ~85%
    • In-stock
      2-Bromo-4-iodoaniline|CS-0041108
      29632-73-3

    References

    • Hirose, Keiji; Miura, Shintaro; Senda, Yui; Tobe, Yoshito Chemical Communications, 2012 , vol. 48, # 48 p. 6052 - 6054
  • Route3
    • N-(2-Bromo-4-iodophenyl)acetamide|CS-0835057
      474966-95-5
    • ~%
    • In-stock
      2-Bromo-4-iodoaniline|CS-0041108
      29632-73-3

    References

    • Journal of the Chemical Society, , p. 783 Journal of the American Chemical Society, , vol. 50, p. 143

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

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.6359
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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