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CS-W001157 4
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Methyl 4-iodo-2-methoxybenzoate

  • CAS No. 148490-97-5

  • Cat. No. CS-0127798
  • Purity≥96%
  • MDL No.MFCD06797865

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

Methyl 4-iodo-2-methoxybenzoate|CS-0127798

Structure of 148490-97-5

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General Information

  • CAS No. 148490-97-5
  • Cat. No. CS-0127798
  • Purity ≥96%
  • MDL No. MFCD06797865
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉IO₃
  • Molecular Weight 292.07
  • Synonym(s) None
  • SMILES O=C(OC)C1=C(OC)C=C(I)C=C1

Description

Methyl 4-iodo-2-methoxybenzoate features a strategically positioned iodine atom and methoxy group on the aromatic ring, enabling efficient cross-coupling reactions. The ester functionality provides stability and solubility in common organic solvents, facilitating use in palladium-catalyzed transformations.

Application

Methyl 4-iodo-2-methoxybenzoate serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient access to substituted aromatic scaffolds. The iodide group facilitates reliable coupling with boronic acids and amines under palladium catalysis, while the methoxy and ester functionalities provide orthogonal reactivity and enhanced solubility. Its bench-stable nature and straightforward purification support scalable synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      4-Iodo-2-methoxybenzoic acid|CS-0099430
      89942-34-7
    • ~10%
    • In-stock
      Methyl 4-iodo-2-methoxybenzoate|CS-0127798
      148490-97-5

    References

    • ABBOTT LABORATORIES; CUSACK, Kevin, P.; BREINLINGER, Eric, C.; FIX-STENZEL, Shannon, R.; STOFFEL, Robert, H.; WOLLER, Kevin, R. Patent: WO2011/71570 A1, 2011 ; Location in patent: Page/Page column 202 ;
  • Route2
    • In-stock
      Methyl 2-hydroxy-4-iodobenzoate|CS-W007286
      18179-39-0
    • null|null
      74-88-4
    • ~99%
    • In-stock
      Methyl 4-iodo-2-methoxybenzoate|CS-0127798
      148490-97-5

    References

    • Chowdhury, Morshed A.; Abdellatif, Khaled R.A.; Dong, Ying; Das, Dipankar; Yu, Gang; Velazquez, Carlos A.; Suresh, Mavanur R.; Knaus, Edward E. Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 24 p. 6855 - 6861
  • Route3

    References

    • US2003/18026 A1, ;

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   35.53
  • LogP   2.0864
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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