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CS-W001157 4
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5-Fluorobenzene-1,3-diol

  • CAS No. 75996-29-1

  • Cat. No. CS-0146737
  • Purity≥98%
  • MDL No.MFCD08457182

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

5-Fluorobenzene-1,3-diol|CS-0146737

Structure of 75996-29-1

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General Information

  • CAS No. 75996-29-1
  • Cat. No. CS-0146737
  • Purity ≥98%
  • MDL No. MFCD08457182
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅FO₂
  • Molecular Weight 128.10
  • Synonym(s) 1,3-Benzenediol, 5-fluoro-
  • SMILES OC1=CC(F)=CC(O)=C1

Description

5-Fluorobenzene-1,3-diol features a fluorine substituent at the para position relative to one hydroxyl group, enhancing electron withdrawal and metabolic stability. This ortho-dihydroxy arrangement enables chelation of metal ions and facilitates oxidative coupling reactions. The compound serves as a key building block in pharmaceutical intermediates and functional materials due to its balanced solubility and reactivity under standard conditions.

Application

5-Fluorobenzene-1,3-diol serves as a versatile building block for fluorinated aromatic scaffolds, enabling direct functionalization at ortho positions relative to electron-withdrawing fluorine. Its dual phenolic functionality facilitates selective derivatization, including etherification and acylation, with excellent bench stability and straightforward purification. Widely employed in medicinal chemistry and agrochemical synthesis, it functions as a key intermediate in constructing bioactive heterocycles and polar pharmacophores.

Synthesis

  • Route1

    References

    • OLEMA PHARMACEUTICALS, INC.; KUSHNER, Peter, J.; MYLES, David, C.; HARMON, Cyrus, L.; GALLAGHER, Leslie, Carol Hodges Patent: WO2013/90921 A1, 2013 ; Location in patent: Paragraph 00154 ;
  • Route2
    • Ethyl 3,5-dimethoxybenzoate|CS-0324198
      17275-82-0
    • ~%
    • In-stock
      5-Fluorobenzene-1,3-diol|CS-0146737
      75996-29-1

    References

    • Durrani, Aziz A.; Tyman, John H. P. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 1658 - 1666
  • Route3

    References

    • Durrani, Aziz A.; Tyman, John H. P. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 1658 - 1666

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
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   40.46
  • LogP   1.2369
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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