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Methyl 2-fluoro-5-formylbenzoate

  • CAS No. 165803-94-1

  • Cat. No. CS-0130970
  • Purity≥97%
  • MDL No.MFCD18904319

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

Methyl 2-fluoro-5-formylbenzoate|CS-0130970

Structure of 165803-94-1

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General Information

  • CAS No. 165803-94-1
  • Cat. No. CS-0130970
  • Purity ≥97%
  • MDL No. MFCD18904319
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇FO₃
  • Molecular Weight 182.15
  • Synonym(s) Benzoic acid, 2-?fluoro-?5-?formyl-?, methyl ester
  • SMILES O=C(OC)C1=CC(C=O)=CC=C1F

Description

Methyl 2-fluoro-5-formylbenzoate features a fluorine atom at the ortho position and a formyl group at the para position relative to the ester, delivering enhanced electronic modulation and reactivity. This combination enables efficient incorporation into diverse synthetic scaffolds, particularly in medicinal chemistry and materials science applications requiring directed functionalization.

Application

Methyl 2-fluoro-5-formylbenzoate serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient access to functionalized aromatic scaffolds. The ortho-fluoro and para-formyl groups provide complementary reactivity for electrophilic substitution, Suzuki-Miyaura coupling, and nucleophilic addition reactions. Its bench-stable nature and compatibility with diverse reaction conditions facilitate straightforward purification and integration into complex molecule synthesis.

Synthesis

  • Route1
    • null|null
      67-56-1
    • null|null
      201230-82-2
    • In-stock
      3-Bromo-4-fluorobenzaldehyde|CS-B1308
      77771-02-9
    • ~51%
    • In-stock
      Methyl 2-fluoro-5-formylbenzoate|CS-0130970
      165803-94-1

    References

    • Kasibhatla, Srinivas Rao; Bookser, Brett C.; Probst, Gary; Appleman, James R.; Erion, Mark D. Journal of Medicinal Chemistry, 2000 , vol. 43, # 8 p. 1508 - 1518
  • Route2
    • null|null
      272130-83-3
    • ~%
    • In-stock
      Methyl 2-fluoro-5-formylbenzoate|CS-0130970
      165803-94-1

    References

    • WO2009/18657 A1, ; Page/Page column 68; 69 ;
  • Route3
    • In-stock
      Methyl 2-Fluoro-5-iodobenzoate|CS-0161416
      625471-27-4
    • null|null
      68-12-2
    • ~99%
    • In-stock
      Methyl 2-fluoro-5-formylbenzoate|CS-0130970
      165803-94-1

    References

    • BIOLIPOX AB; NILSSON, Peter; PELCMAN, Benjamin; KATKEVICS, Martins Patent: WO2010/103297 A2, 2010 ; Location in patent: Page/Page column 69 ;

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   43.37
  • LogP   1.4248
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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