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CS-W001157 4
Total: USD 88.00

1-(Benzyloxy)-4-iodobenzene

  • CAS No. 19578-68-8

  • Cat. No. CS-0196948
  • Purity≥98%
  • MDL No.None

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

1-(Benzyloxy)-4-iodobenzene|CS-0196948

Structure of 19578-68-8

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General Information

  • CAS No. 19578-68-8
  • Cat. No. CS-0196948
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₁IO
  • Molecular Weight 310.13
  • Synonym(s) Benzyl 4-Iodophenyl Ether
  • SMILES C1=CC=C(C=C1)COC2=CC=C(C=C2)I

Description

1-(Benzyloxy)-4-iodobenzene features a para-iodinated aromatic ring coupled to a benzyloxy substituent, enabling seamless incorporation into cross-coupling reactions. The electron-deficient iodide facilitates efficient palladium-catalyzed transformations, while the benzyloxy group offers stability and orthogonal reactivity. This compound serves as a key building block in the synthesis of functionalized biaryls and advanced pharmaceutical intermediates.

Application

1-(Benzyloxy)-4-iodobenzene serves as a versatile aryl iodide building block for palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki, Stille, and Negishi conditions. The benzyloxy group provides excellent stability and mild deprotection compatibility, facilitating sequential functionalization in complex molecule synthesis. Its bench-stable nature and predictable reactivity make it ideal for iterative synthetic strategies in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      540-38-5
    • null|null
      100-39-0
    • ~99%
    • In-stock
      1-(Benzyloxy)-4-iodobenzene|CS-0196948
      19578-68-8

    References

    • TORAY INDUSTRIES, INC. Patent: EP2009006 A1, 2008 ; Location in patent: Page/Page column 107 ;
  • Route2

    References

    • Kendall, John T. Journal of Labelled Compounds and Radiopharmaceuticals, 2000 , vol. 43, # 5 p. 505 - 514
  • Route3
    • null|null
      540-38-5
    • null|null
      100-44-7
    • ~%
    • In-stock
      1-(Benzyloxy)-4-iodobenzene|CS-0196948
      19578-68-8

    References

    • Journal of the Chemical Society, , p. 3246,3250

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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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