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CS-W001157 4
Total: USD 88.00

9-Iodoanthracene

  • CAS No. 22362-86-3

  • Cat. No. CS-0169912
  • Purity≥98%
  • MDL No.None

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

9-Iodoanthracene|CS-0169912

Structure of 22362-86-3

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General Information

  • CAS No. 22362-86-3
  • Cat. No. CS-0169912
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₉I
  • Molecular Weight 304.13
  • Synonym(s) Anthracene,9-iodo
  • SMILES C1=CC2=CC3=CC=CC=C3C(=C2C=C1)I

Description

9-Iodoanthracene serves as a key electrophilic coupling partner in palladium-catalyzed cross-coupling reactions. The iodine substituent enables efficient C–C bond formation under mild conditions, while the planar anthracene core provides enhanced π-conjugation for applications in organic semiconductors and optoelectronic materials. This compound exhibits excellent stability and solubility in common organic solvents.

Application

9-Iodoanthracene serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and extended π-conjugated systems. Its iodine functionality exhibits high reactivity under standard Pd(0)-catalyzed conditions, facilitating reliable C–C bond formation with arylboranes, stannanes, and other coupling partners. The anthracene core provides inherent rigidity and planarity, enhancing electronic communication in optoelectronic applications. Bench-stable and readily purified by recrystallization, it functions effectively in both academic and industrial synthetic workflows.

Synthesis

  • Route1

    References

    • McGrath, Alaina J.; Garrett, Graham E.; Valgimigli, Luca; Pratt, Derek A. Journal of the American Chemical Society, 2010 , vol. 132, # 47 p. 16759 - 16761
  • Route2
    • null|null
      120-12-7
    • ~48%
    • In-stock
      9-Iodoanthracene|CS-0169912
      22362-86-3

    References

    • Radner, Finn Acta Chemica Scandinavica, 1989 , vol. 43, # 5 p. 481 - 484
  • Route3
    • null|null
      120-12-7
    • ~10%
    • In-stock
      9-Chloroanthracene|CS-0155657
      716-53-0
    • In-stock
      9-Iodoanthracene|CS-0169912
      22362-86-3

    References

    • Radner, Finn Acta Chemica Scandinavica, 1989 , vol. 43, # 5 p. 481 - 484

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H400-H410
Precautionary Statements : P264-P270-P273-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.5976
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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