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CS-W001157 4
Total: USD 88.00

1,4-Diiodo-2,5-dimethoxybenzene

  • CAS No. 51560-21-5

  • Cat. No. CS-0134533
  • Purity≥95%
  • MDL No.MFCD00461369

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

1,4-Diiodo-2,5-dimethoxybenzene|CS-0134533

Structure of 51560-21-5

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General Information

  • CAS No. 51560-21-5
  • Cat. No. CS-0134533
  • Purity ≥95%
  • MDL No. MFCD00461369
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈I₂O₂
  • Molecular Weight 389.96
  • Synonym(s) 4-DIIODO-2
  • SMILES COC1=C(I)C=C(OC)C(I)=C1

Description

1,4-Diiodo-2,5-dimethoxybenzene features two iodine atoms at para positions relative to a symmetric dimethoxybenzene core. This electron-rich scaffold enables efficient palladium-catalyzed cross-coupling reactions, delivering substituted aryl building blocks with high functional group tolerance. The methoxy groups enhance solubility and stability under standard reaction conditions.

Application

1,4-Diiodo-2,5-dimethoxybenzene serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds in medicinal chemistry and materials science. The ortho-diiodo substitution pattern facilitates sequential functionalization, while the dimethoxy groups provide enhanced solubility and stability. This reagent functions reliably in Suzuki-Miyaura and Stille couplings, offering predictable regiocontrol and high yields under standard conditions.

Synthesis

  • Route1

    References

    • Yamaguchi, Yoshihiro; Kobayashi, Shigeya; Wakamiya, Tateaki; Matsubara, Yoshio; Yoshida, Zen-Ichi Angewandte Chemie - International Edition, 2005 , vol. 44, # 43 p. 7040 - 7044
  • Route2
    • 1,4-Dimethoxybenzene, 99%|CS-1269050
      150-78-7
    • ~97%
    • In-stock
      1,4-Diiodo-2,5-dimethoxybenzene|CS-0134533
      51560-21-5

    References

    • Lopez-Alvarado, Pilar; Avendano, Carmen; Menendez, J. Carlos Synthetic Communications, 2002 , vol. 32, # 20 p. 3233 - 3239
  • Route3

    References

    • Yamaguchi, Yoshihiro; Kobayashi, Shigeya; Wakamiya, Tateaki; Matsubara, Yoshio; Yoshida, Zen-Ichi Angewandte Chemie - International Edition, 2005 , vol. 44, # 43 p. 7040 - 7044

Safety Information

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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   18.46
  • LogP   2.913
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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