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CS-W001157 4
Total: USD 88.00

3-Iodo-4-methoxybenzaldehyde

  • CAS No. 2314-37-6

  • Cat. No. CS-0041339
  • Purity≥95%
  • MDL No.MFCD01009500

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

3-Iodo-4-methoxybenzaldehyde|CS-0041339

Structure of 2314-37-6

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General Information

  • CAS No. 2314-37-6
  • Cat. No. CS-0041339
  • Purity ≥95%
  • MDL No. MFCD01009500
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇IO₂
  • Molecular Weight 262.04
  • Synonym(s) 3-Iodo-p-anisaldehyde, 4-Formyl-2-iodoanisole
  • SMILES O=CC1=CC=C(OC)C(I)=C1

Description

3-Iodo-4-methoxybenzaldehyde features a methoxy group and iodine substituent positioned ortho to the aldehyde, creating a sterically accessible, electron-rich platform for cross-coupling. This bench-stable reagent integrates readily into Suzuki-Miyaura and Stille reactions, enabling efficient construction of complex aryl architectures with high functional group tolerance.

Application

3-Iodo-4-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions such as Suzuki and Stille couplings. The aldehyde group provides a handle for reductive amination or Wittig-type transformations, while the iodide offers high reactivity in transition-metal-mediated functionalizations. Its methoxy substituent enhances solubility and modulates electronic properties, supporting efficient synthesis of complex aromatic scaffolds with predictable regiochemistry.

Synthesis

  • Route1
    • 4-Methoxybenzaldehyde, ≥ 99% GC|CS-0676496
      123-11-5
    • ~10%
    • In-stock
      3-Iodo-4-methoxybenzaldehyde|CS-0041339
      2314-37-6

    References

    • Dansou, Benedicte; Pichon, Christophe; Dhal, Robert; Brown, Eric; Mille, Stephane European Journal of Organic Chemistry, 2000 , # 8 p. 1527 - 1533
  • Route2
    • null|null
      129866-90-6
    • null|null
      250284-68-5
    • ~0%
    • In-stock
      3-Iodo-4-methoxybenzaldehyde|CS-0041339
      2314-37-6
    • null|null
      250284-72-1

    References

    • Couladouros, Elias A.; Moutsos, Vassilios I. Tetrahedron Letters, 1999 , vol. 40, # 38 p. 7023 - 7026
  • Route3

    References

    • Bhatt, M. V.; Hosur, B. M. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1986 , vol. 25, p. 1004 - 1005

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H400
Precautionary Statements : P264-P270-P273-P330-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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