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CS-W001157 4
Total: USD 88.00

3-Bromo-4-iodoanisole

  • CAS No. 466639-53-2

  • Cat. No. CS-0028750
  • Purity≥96%
  • MDL No.MFCD12547848

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

3-Bromo-4-iodoanisole|CS-0028750

Structure of 466639-53-2

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General Information

  • CAS No. 466639-53-2
  • Cat. No. CS-0028750
  • Purity ≥96%
  • MDL No. MFCD12547848
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrIO
  • Molecular Weight 312.93
  • Synonym(s) Benzene, 2-bromo-1-iodo-4-methoxy-
  • SMILES COC1=CC=C(I)C(Br)=C1

Description

3-Bromo-4-iodoanisole features a strategically positioned bromo and iodo substituent on an anisole scaffold, enabling selective cross-coupling reactions. The methoxy group enhances solubility and directs regiochemistry, while the halogens offer orthogonal reactivity for sequential functionalization under standard palladium catalysis.

Application

3-Bromo-4-iodoanisole serves as a versatile biaryl building block in palladium-catalyzed cross-coupling reactions, enabling efficient synthesis of substituted aryl scaffolds. The ortho-bromo and para-iodo substituents offer complementary reactivity for sequential functionalization, while the methoxy group provides electronic modulation and enhanced stability under standard coupling conditions. This compound facilitates precise control in complex molecule assembly, particularly in pharmaceutical and agrochemical research workflows.

Synthesis

  • Route1

    References

    • Lv, Jun; Liu, Qiancai; Tang, Jie; Perdih, Franc; Kranjc, Kristof Tetrahedron Letters, 2012 , vol. 53, # 39 p. 5248 - 5252
  • Route2
    • null|null
      2398-37-0
    • ~93%
    • In-stock
      3-Bromo-4-iodoanisole|CS-0028750
      466639-53-2

    References

    • Rasolofonjatovo, Evelia; Provot, Olivier; Hamze, Abdallah; Bignon, Jerome; Thoret, Sylviane; Brion, Jean-Daniel; Alami, Mouad European Journal of Medicinal Chemistry, 2010 , vol. 45, # 9 p. 3617 - 3626
  • Route3
    • null|null
      100-02-7
    • ~%
    • In-stock
      3-Bromo-4-iodoanisole|CS-0028750
      466639-53-2

    References

    • Noji, Toshiharu; Fujiwara, Hideto; Okano, Kentaro; Tokuyama, Hidetoshi Organic Letters, 2013 , vol. 15, # 8 p. 1946 - 1949

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   9.23
  • LogP   3.0623
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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