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CS-W001157 4
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Methyl 2-Fluoro-5-iodobenzoate

  • CAS No. 625471-27-4

  • Cat. No. CS-0161416
  • Purity≥95%
  • MDL No.MFCD06203930

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

Methyl 2-Fluoro-5-iodobenzoate|CS-0161416

Structure of 625471-27-4

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General Information

  • CAS No. 625471-27-4
  • Cat. No. CS-0161416
  • Purity ≥95%
  • MDL No. MFCD06203930
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆FIO₂
  • Molecular Weight 280.03
  • Synonym(s) Methyl-2-fluor-5-iodbenzolcarboxylat
  • SMILES O=C(OC)C1=CC(I)=CC=C1F

Description

Methyl 2-fluoro-5-iodobenzoate features a strategically positioned fluorine and iodine substituent on the aromatic ring, enabling selective cross-coupling reactions. The electron-withdrawing fluorine enhances reactivity in palladium-catalyzed transformations, while the iodide serves as a high-efficiency coupling handle. This ortho-fluoro-para-iodo motif delivers predictable regiochemistry in biaryl synthesis under standard conditions.

Application

Methyl 2-fluoro-5-iodobenzoate serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient access to substituted aryl scaffolds. The ortho-fluoro and meta-iodo groups provide complementary reactivity for sequential functionalization, while the methyl ester offers a stable, bench-compatible handle. Its compatibility with palladium-catalyzed couplings and tolerance to common reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      2-Fluoro-5-iodobenzoic acid|CS-W007541
      124700-41-0
    • null|null
      74-88-4
    • ~99%
    • In-stock
      Methyl 2-Fluoro-5-iodobenzoate|CS-0161416
      625471-27-4

    References

    • BIOLIPOX AB; NILSSON, Peter; PELCMAN, Benjamin; KATKEVICS, Martins Patent: WO2010/103278 A1, 2010 ; Location in patent: Page/Page column 64 ;
  • Route2
    • In-stock
      2-Fluoro-5-iodobenzoic acid|CS-W007541
      124700-41-0
    • null|null
      77-78-1
    • ~34%
    • In-stock
      Methyl 2-Fluoro-5-iodobenzoate|CS-0161416
      625471-27-4

    References

    • BIS-AROMATIC COMPOUNDS USEFUL IN THE TREATMENT OF INFLAMMATION Patent: US2010/286215 A1, 2010 ; Location in patent: Page/Page column 28 ;
  • Route3

    References

    • MERCK and CO., INC. Patent: WO2004/92124 A2, 2004 ; Location in patent: Page 77 ; WO 2004/092124 A2

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   26.3
  • LogP   2.2169
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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