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CS-W001157 4
Total: USD 88.00

3,5-Diiodobenzaldehyde

  • CAS No. 17352-25-9

  • Cat. No. CS-0094271
  • Purity≥95%
  • MDL No.MFCD07779028

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

3,5-Diiodobenzaldehyde|CS-0094271

Structure of 17352-25-9

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General Information

  • CAS No. 17352-25-9
  • Cat. No. CS-0094271
  • Purity ≥95%
  • MDL No. MFCD07779028
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄I₂O
  • Molecular Weight 357.92
  • Synonym(s) Benzaldehyde,3,5-diiodo
  • SMILES O=CC1=CC(I)=CC(I)=C1

Description

3,5-Diiodobenzaldehyde features two iodine atoms positioned at the 3 and 5 positions of the benzene ring, flanking a reactive aldehyde group. This electron-deficient aromatic scaffold enables direct coupling in cross-coupling reactions and serves as a robust building block for functionalized pharmaceutical intermediates and advanced materials.

Application

3,5-Diiodobenzaldehyde serves as a versatile building block in cross-coupling chemistry, enabling efficient access to substituted biaryls and heterocyclic scaffolds. Its dual iodine substituents facilitate sequential or one-pot Pd-catalyzed coupling reactions, while the aldehyde group offers orthogonal reactivity for condensation, reduction, or nucleophilic addition. Bench-stable and readily purified by crystallization, it supports robust synthesis workflows in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Zhou, Ningzhang; Zhao, Yuming Journal of Organic Chemistry, 2010 , vol. 75, # 5 p. 1498 - 1516
  • Route2
    • In-stock
      1,3,5-Triiodobenzene|CS-W005324
      626-44-8
    • null|null
      68-12-2
    • ~66%
    • In-stock
      3,5-Diiodobenzaldehyde|CS-0094271
      17352-25-9

    References

    • Beinhoff, Matthias; Weigel, Wilfried; Rettig, Wolfgang; Bruedgam, Irene; Hartl, Hans; Schlueter, A. Dieter Journal of Organic Chemistry, 2005 , vol. 70, # 17 p. 6583 - 6591
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 120, # 39 p. 10001 - 10017

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

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.7083
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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