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CS-W001157 4
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5-Iodo-2-methoxybenzoic acid

  • CAS No. 2786-00-7

  • Cat. No. CS-0131339
  • Purity≥98%
  • MDL No.MFCD02683859

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

5-Iodo-2-methoxybenzoic acid|CS-0131339

Structure of 2786-00-7

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General Information

  • CAS No. 2786-00-7
  • Cat. No. CS-0131339
  • Purity ≥98%
  • MDL No. MFCD02683859
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇IO₃
  • Molecular Weight 278.04
  • Synonym(s) Benzoic acid,5-iodo-2-methoxy
  • SMILES O=C(O)C1=CC(I)=CC=C1OC

Description

5-Iodo-2-methoxybenzoic acid features a strategically positioned iodine atom and methoxy group on the aromatic ring, enabling efficient functionalization in cross-coupling reactions. The carboxylic acid moiety provides a handle for derivatization, while the electron-withdrawing iodide enhances reactivity. This bench-stable compound integrates seamlessly into synthetic workflows requiring halogenated building blocks.

Application

5-Iodo-2-methoxybenzoic acid serves as a versatile building block for Suzuki-Miyaura and Stille couplings, enabling efficient construction of biaryl and heterocyclic scaffolds. The iodine group provides high reactivity under standard palladium catalysis, while the methoxy and carboxylic acid functionalities offer orthogonal handles for further derivatization. Bench-stable and readily purified by recrystallization, it facilitates reliable incorporation into complex molecular architectures relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • AMGEN INC. Patent: WO2007/5668 A2, 2007 ; Location in patent: Page/Page column 44 ; WO 2007/005668 A2
  • Route2
    • In-stock
      2-Hydroxy-5-iodobenzoic acid|CS-0075700
      119-30-2
    • null|null
      74-88-4
    • ~43%
    • In-stock
      5-Iodo-2-methoxybenzoic acid|CS-0131339
      2786-00-7

    References

    • Stark, Daniela; Piel, Markus; Huebner, Harald; Gmeiner, Peter; Gruender, Gerhard; Roesch, Frank Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 21 p. 6819 - 6829
  • Route3

    References

    • Yusubov, Mekhman S.; Tveryakova, Elena N.; Krasnokutskaya, Elena A.; Perederyna, Irina A.; Zhdankin, Viktor V. Synthetic Communications, 2007 , vol. 37, # 8 p. 1259 - 1265

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   46.53
  • LogP   1.998
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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