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CS-W001157 4
Total: USD 88.00

3-Iodobenzaldehyde

  • CAS No. 696-41-3

  • Cat. No. CS-W007699
  • Molecule weight232.02
  • Purity≥98%
  • MDL No.MFCD00039573

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

3-Iodobenzaldehyde|CS-W007699

Structure of 696-41-3

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General Information

  • CAS No. 696-41-3
  • Cat. No. CS-W007699
  • Purity ≥98%
  • MDL No. MFCD00039573
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅IO
  • Molecular Weight 232.02
  • Synonym(s) None
  • SMILES C1=C(C=CC=C1I)C=O

Description

3-Iodobenzaldehyde features a para-iodinated aromatic ring fused to an aldehyde functional group, enabling direct incorporation into cross-coupling and condensation reactions. This bench-stable compound delivers high reactivity in Pd-catalyzed transformations and serves as a key intermediate for bioactive heterocycles and advanced materials.

Application

3-Iodobenzaldehyde serves as a versatile building block in cross-coupling reactions, enabling efficient access to substituted biaryls via palladium-catalyzed transformations. The iodide group provides high reactivity in Suzuki, Stille, and Negishi couplings, while the aldehyde functionality offers orthogonal handles for further derivatization, including reductive amination or oxime formation. Bench-stable and readily purified by recrystallization, it facilitates streamlined synthesis of complex scaffolds in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Orita, Akihiro; Miyamoto, Kazuhiko; Nakashima, Mikio; Ye, Fangguo; Otera, Junzo Advanced Synthesis and Catalysis, 2004 , vol. 346, # 7 p. 767 - 776
  • Route2
    • null|null
      100-52-7
    • ~90%
    • In-stock
      3-Iodobenzaldehyde|CS-W007699
      696-41-3

    References

    • Hajipour, Abdol R.; Arbabian, Marty; Ruoho, Arnold E. Journal of Organic Chemistry, 2002 , vol. 67, # 24 p. 8622 - 8624
  • Route3

    References

    • Nicolaou; Baran; Zhong Journal of the American Chemical Society, 2001 , vol. 123, # 13 p. 3183 - 3185

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.1037
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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