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CS-W001157 4
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5-Fluoro-2-methylphenol

  • CAS No. 452-85-7

  • Cat. No. CS-W011163
  • Purity≥98%
  • MDL No.MFCD00673009

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

5-Fluoro-2-methylphenol|CS-W011163

Structure of 452-85-7

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General Information

  • CAS No. 452-85-7
  • Cat. No. CS-W011163
  • Purity ≥98%
  • MDL No. MFCD00673009
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇FO
  • Molecular Weight 126.13
  • Synonym(s) Phenol, 5-fluoro-2-methyl-
  • SMILES C1=C(F)C=CC(=C1O)C

Description

5-Fluoro-2-methylphenol is a fluorinated aromatic phenol featuring ortho-methyl and meta-fluoro substituents on the benzene ring. This configuration imparts enhanced electron-withdrawing character and improved metabolic stability, making it valuable in pharmaceutical intermediates and agrochemical synthesis. The compound exhibits favorable solubility in organic solvents and stability under standard bench conditions.

Application

5-Fluoro-2-methylphenol serves as a valuable building block in medicinal chemistry, enabling the synthesis of fluorinated aromatic scaffolds via electrophilic substitution and coupling reactions. Its ortho-methyl group enhances regioselectivity in downstream functionalization, while the phenolic hydroxyl facilitates derivatization through etherification or esterification. The molecule exhibits good bench stability and is compatible with standard purification methods, making it well-suited for use in iterative synthetic sequences targeting bioactive heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • BOEHRINGER INGELHEIM PHARMACEUTICALS, INC. Patent: WO2005/30213 A1, 2005 ; Location in patent: Page/Page column 184-185 ; WO 2005/030213 A1
  • Route2

    References

    • Lavery, Christopher B.; Rotta-Loria, Nicolas L.; McDonald, Robert; Stradiotto, Mark Advanced Synthesis and Catalysis, 2013 , vol. 355, # 5 p. 981 - 987

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅲ
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   20.23
  • LogP   1.83972
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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