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CS-W001157 4
Total: USD 88.00

3-Hydroxy-4-iodobenzaldehyde

  • CAS No. 135242-71-6

  • Cat. No. CS-0038831
  • Purity≥98%
  • MDL No.MFCD00114697

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

3-Hydroxy-4-iodobenzaldehyde|CS-0038831

Structure of 135242-71-6

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General Information

  • CAS No. 135242-71-6
  • Cat. No. CS-0038831
  • Purity ≥98%
  • MDL No. MFCD00114697
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅IO₂
  • Molecular Weight 248.02
  • Synonym(s) 5-Formyl-2-iodophenol
  • SMILES O=CC1=CC=C(I)C(O)=C1

Description

3-Hydroxy-4-iodobenzaldehyde features a hydroxyl group adjacent to an electron-deficient aldehyde, paired with a para-iodo substituent that enables facile cross-coupling. This combination delivers enhanced reactivity in Suzuki and Sonogashira reactions while maintaining bench-stable handling under standard conditions.

Application

3-Hydroxy-4-iodobenzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its iodine handle. The aldehyde group facilitates reductive amination or Wittig-type transformations, while the phenolic hydroxyl supports derivatization and metal coordination. Its bench-stable nature and compatibility with common protecting group strategies make it well-suited for multi-step synthesis workflows.

Synthesis

  • Route1
    • null|null
      87905-78-0
    • ~86%
    • In-stock
      3-Hydroxy-4-iodobenzaldehyde|CS-0038831
      135242-71-6

    References

    • Sakai, Naomi; Sisson, Adam L.; Bhosale, Sheshanath; Fuerstenberg, Alexandre; Banerji, Natalie; Vauthey, Eric; Matile, Stefan Organic and Biomolecular Chemistry, 2007 , vol. 5, # 16 p. 2560 - 2563
  • Route2
    • 3-Hydroxybenzaldehyde Roxatidine Impurity|CS-0229483
      100-83-4
    • ~86%
    • In-stock
      3-Hydroxy-4-iodobenzaldehyde|CS-0038831
      135242-71-6

    References

    • Vibhute, Archana; Mokle, Shyam; Karamunge, Khushal; Gurav, Vasant; Vibhute, Yeshwant Chinese Chemical Letters, 2010 , vol. 21, # 8 p. 914 - 918
  • Route3

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , # 2 p. 315 - 320

Safety Information

Download SDS
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

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.8093
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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