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CS-W001157 4
Total: USD 88.00

1-(Benzyloxy)-2-iodobenzene

  • CAS No. 142523-69-1

  • Cat. No. CS-M0700
  • Molecule weight310.13
  • Purity≥98%
  • MDL No.MFCD14648490

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

1-(Benzyloxy)-2-iodobenzene|CS-M0700

Structure of 142523-69-1

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General Information

  • CAS No. 142523-69-1
  • Cat. No. CS-M0700
  • Purity ≥98%
  • MDL No. MFCD14648490
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₁IO
  • Molecular Weight 310.13
  • Synonym(s) None
  • SMILES IC1=CC=CC=C1OCC2=CC=CC=C2

Description

1-(Benzyloxy)-2-iodobenzene features a benzyl ether-linked aryl iodide scaffold, enabling efficient cross-coupling reactions under palladium catalysis. The benzyloxy group enhances solubility and stability, while the ortho-iodo substitution facilitates regioselective transformations. This reagent streamlines access to complex biaryl architectures in medicinal chemistry and materials synthesis.

Application

1-(Benzyloxy)-2-iodobenzene serves as a versatile aryl iodide building block in transition-metal-catalyzed cross-coupling reactions. The benzyloxy group provides orthogonal stability and selective deprotection options, while the iodine moiety enables efficient Suzuki, Stille, and Negishi couplings. This compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis of complex aromatic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • In-stock
      2-Iodophenol|CS-W008896
      533-58-4
    • null|null
      100-39-0
    • ~96%
    • In-stock
      1-(Benzyloxy)-2-iodobenzene|CS-M0700
      142523-69-1

    References

    • Cakir, Sidika Polat; Stokes, Sean; Sygula, Andrzej; Mead, Keith T. Journal of Organic Chemistry, 2009 , vol. 74, # 19 p. 7529 - 7532
  • Route2
    • In-stock
      2-Iodophenol|CS-W008896
      533-58-4
    • null|null
      100-44-7
    • ~84%
    • In-stock
      1-(Benzyloxy)-2-iodobenzene|CS-M0700
      142523-69-1

    References

    • Sanz, Roberto; Miguel, Delia; Martinez, Alberto; Perez, Antonio Journal of Organic Chemistry, 2006 , vol. 71, # 10 p. 4024 - 4027
  • Route3

    References

    • Hall, Adrian; Brown, Susan H.; Budd, Christopher; Clayton, Nicholas M.; Giblin, Gerard M.P.; Goldsmith, Paul; Hayhow, Thomas G.; Hurst, David N.; Naylor, Alan; Anthony Rawlings; Scoccitti, Tiziana; Wilson, Alexander W.; Winchester, Wendy J. Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 2 p. 497 - 501

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   9.23
  • LogP   3.8702
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   3

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