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CS-W001157 4
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1-Iodo-2-phenoxybenzene

  • CAS No. 34883-46-0

  • Cat. No. CS-0060560
  • Purity≥98%
  • MDL No.None

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

1-Iodo-2-phenoxybenzene|CS-0060560

Structure of 34883-46-0

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General Information

  • CAS No. 34883-46-0
  • Cat. No. CS-0060560
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉IO
  • Molecular Weight 296.10
  • Synonym(s) 2-Iodophenyl phenyl ether
  • SMILES C1=CC=C(C=C1)OC2=CC=CC=C2I

Description

1-Iodo-2-phenoxybenzene is a versatile aryl iodide featuring a phenoxy substituent that enhances solubility and modulates reactivity. This bench-stable compound facilitates efficient cross-coupling transformations, particularly in Suzuki-Miyaura and Stille reactions, where the iodine moiety serves as a high-activity coupling handle. The ortho-phenoxy group provides electronic stabilization and minimizes side reactions, enabling reliable functionalization under standard conditions.

Application

1-Iodo-2-phenoxybenzene serves as a versatile aryl halide building block for palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki, Stille, and Negishi conditions. The phenoxy substituent provides enhanced stability and facilitates purification, while the iodine moiety ensures high reactivity in transition metal-mediated transformations. This compound functions reliably in the synthesis of biaryl scaffolds relevant to pharmaceutical and materials chemistry.

Synthesis

  • Route1
    • 2-Phenoxyaniline Nimesulide Impurity|CS-0229591
      2688-84-8
    • ~87%
    • In-stock
      1-Iodo-2-phenoxybenzene|CS-0060560
      34883-46-0

    References

    • Tietze, Lutz F.; Hungerland, Tim; Ammermann, Jonas; Eichhorst, Christoph; Reichmann, Sven O.; Stalke, Dietmar Journal of the Indian Chemical Society, 2013 , vol. 90, # 10 p. 1537 - 1555
  • Route2
    • In-stock
      1,2-Diiodobenzene|CS-W007538
      615-42-9
    • null|null
      108-95-2
    • ~40%
    • In-stock
      1-Iodo-2-phenoxybenzene|CS-0060560
      34883-46-0

    References

    • Cheng, An-Yi; Hsieh, Jen-Chieh Tetrahedron Letters, 2012 , vol. 53, # 1 p. 71 - 75
  • Route3

    References

    • Jalalian, Nazli; Petersen, Tue B.; Olofsson, Berit Chemistry--A European Journal, 2012 , vol. 18, # 44 p. 14140 - 14149,10

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   9.23
  • LogP   4.0835
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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