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CS-W001157 4
Total: USD 88.00

4-Iodo-4'-nitro-1,1'-biphenyl

  • CAS No. 29170-08-9

  • Cat. No. CS-W013941
  • Molecule weight325.11
  • Purity≥97%
  • MDL No.MFCD00024698

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

4-Iodo-4'-nitro-1,1'-biphenyl|CS-W013941

Structure of 29170-08-9

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General Information

  • CAS No. 29170-08-9
  • Cat. No. CS-W013941
  • Purity ≥97%
  • MDL No. MFCD00024698
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₈INO₂
  • Molecular Weight 325.11
  • Synonym(s) Iodonitrobiphenyl; 4-Iodo-4'-nitro-1,1'-biphenyl
  • SMILES O=[N+](C1=CC=C(C2=CC=C(I)C=C2)C=C1)[O-]

Description

4-Iodo-4'-nitro-1,1'-biphenyl features a para-nitro group and iodine substituent on opposite phenyl rings, enabling efficient cross-coupling reactions. This electron-deficient biphenyl scaffold delivers high reactivity in palladium-catalyzed transformations, facilitating rapid access to functionalized biaryls under standard conditions.

Application

4-Iodo-4'-nitro-1,1'-biphenyl serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki-Miyaura and Stille reactions to construct biaryl scaffolds. The iodide group facilitates reliable coupling under standard conditions, while the nitro group provides a robust handle for subsequent reduction or functionalization. Its bench-stable nature and compatibility with diverse reaction environments make it well-suited for medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1
    • null|null
      92-52-4
    • ~36%
    • In-stock
      4,4'-Dinitro-1,1'-biphenyl|CS-0157628
      1528-74-1
    • In-stock
      4-Iodo-4'-nitro-1,1'-biphenyl|CS-W013941
      29170-08-9

    References

    • Zhang, Yawei; Starynowicz, Przemyslaw; Christoffers, Jens European Journal of Organic Chemistry, 2008 , # 20 p. 3488 - 3495
  • Route2

    References

    • Schiek, Manuela; Al-Shamery, Katharina; Luetzen, Arne Synthesis, 2007 , # 4 p. 613 - 621
  • Route3

    References

    • Schiek, Manuela; Al-Shamery, Katharina; Luetzen, Arne Synthesis, 2007 , # 4 p. 613 - 621

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335-H411
Precautionary Statements : P261-P273-P280-P305+P351+P338

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   3.8664
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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