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CS-W001157 4
Total: USD 88.00

1,2,4,5-Tetraiodobenzene

  • CAS No. 636-31-7

  • Cat. No. CS-0131141
  • Purity≥95%
  • MDL No.None

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

1,2,4,5-Tetraiodobenzene|CS-0131141

Structure of 636-31-7

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General Information

  • CAS No. 636-31-7
  • Cat. No. CS-0131141
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂I₄
  • Molecular Weight 581.70
  • Synonym(s) Benzene,1,2,4,5-tetraiodo
  • SMILES IC1=C(I)C=C(I)C(I)=C1

Description

1,2,4,5-Tetraiodobenzene is a highly iodinated aromatic compound featuring four iodine atoms at adjacent positions on the benzene ring. This configuration imparts strong electron-withdrawing character and enhances reactivity in cross-coupling transformations. The molecule exhibits excellent stability under inert conditions and serves as a robust precursor for constructing complex polyfunctionalized arenes.

Application

1,2,4,5-Tetraiodobenzene serves as a versatile tetrafunctional building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of complex polyaryl architectures. Its high iodine content and stability under standard reaction conditions facilitate sequential coupling processes, while the orthogonal reactivity of individual iodide sites allows for stepwise functionalization. The compound exhibits excellent bench stability and is readily purified by sublimation, making it well-suited for use in medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1
    • null|null
      71-43-2
    • ~78%
    • In-stock
      1,2,4,5-Tetraiodobenzene|CS-0131141
      636-31-7

    References

    • Barluenga; Gonzalez; Garcia-Martin; Campos Tetrahedron Letters, 1993 , vol. 34, # 24 p. 3893 - 3896
  • Route2

    References

    • Chaikovskii; Filimonov; Skorokhodov; Ogorodnikov Russian Journal of Organic Chemistry, 2007 , vol. 43, # 9 p. 1278 - 1281
  • Route3

    References

    • Chaikovski; Filimonov; Yagovkin; Kharlova Tetrahedron Letters, 2000 , vol. 41, # 47 p. 9101 - 9104

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.105
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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