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CS-W001157 4
Total: USD 88.00

5-Iodo-2-methoxybenzaldehyde

  • CAS No. 42298-41-9

  • Cat. No. CS-0110027
  • Purity≥98%
  • MDL No.MFCD04128999

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

5-Iodo-2-methoxybenzaldehyde|CS-0110027

Structure of 42298-41-9

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General Information

  • CAS No. 42298-41-9
  • Cat. No. CS-0110027
  • Purity ≥98%
  • MDL No. MFCD04128999
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇IO₂
  • Molecular Weight 262.04
  • Synonym(s) 2-Methoxy-5-iodobenzaldehyde
  • SMILES O=CC1=CC(I)=CC=C1OC

Description

5-Iodo-2-methoxybenzaldehyde features a reactive aldehyde group flanked by an iodine atom and a methoxy substituent, enabling direct coupling in cross-coupling reactions. This electron-deficient aromatic scaffold supports efficient functionalization under palladium catalysis, offering high stability and predictable reactivity for complex molecule synthesis.

Application

5-Iodo-2-methoxybenzaldehyde serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The aldehyde functionality facilitates direct derivatization via Wittig or Grignard additions, while the iodide supports reliable Suzuki, Stille, and Negishi couplings. The methoxy group provides moderate electron-donating character and enhances solubility, contributing to practical handling and purification. This compound functions reliably in multi-step syntheses requiring orthogonal reactivity and bench-stable intermediates.

Synthesis

  • Route1
    • In-stock
      2-Hydroxy-5-iodobenzaldehyde|CS-W005105
      1761-62-2
    • null|null
      74-88-4
    • ~10%
    • In-stock
      5-Iodo-2-methoxybenzaldehyde|CS-0110027
      42298-41-9

    References

    • Tchilibon, Susanna; Joshi, Bhalchandra V.; Kim, Soo-Kyung; Duong, Heng T.; Gao, Zhan-Guo; Jacobson, Kenneth A. Journal of Medicinal Chemistry, 2005 , vol. 48, # 6 p. 1745 - 1758
  • Route2
    • In-stock
      2-Hydroxy-5-iodobenzaldehyde|CS-W005105
      1761-62-2
    • null|null
      77-78-1
    • ~97%
    • In-stock
      5-Iodo-2-methoxybenzaldehyde|CS-0110027
      42298-41-9

    References

    • Toumi, Mathieu; Couty, Francois; Evano, Gwilherm Angewandte Chemie - International Edition, 2007 , vol. 46, # 4 p. 572 - 575
  • Route3
    • 2-Methoxybenzaldehyde, ≥97%|CS-1269021
      135-02-4
    • ~97%
    • In-stock
      5-Iodo-2-methoxybenzaldehyde|CS-0110027
      42298-41-9

    References

    • Hathaway, Bruce A.; White, Kristen L.; McGill, Mark E. Synthetic Communications, 2007 , vol. 37, # 21 p. 3855 - 3860

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335-H411
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P362+P364-P391-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.1123
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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