Cas no 518070-20-7 ((3-Fluoro-5-methylphenyl)methanol)

(3-Fluoro-5-methylphenyl)methanol is a fluorinated aromatic alcohol with a molecular formula of C?H?FO. This compound features a hydroxymethyl group attached to a benzene ring substituted with fluorine and methyl groups at the 3- and 5-positions, respectively. Its structural properties make it a valuable intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The fluorine substituent enhances metabolic stability and binding affinity, while the methyl group contributes to lipophilicity. The hydroxymethyl functionality allows for further derivatization, enabling the synthesis of esters, ethers, or other functionalized derivatives. This compound is typically handled under standard laboratory conditions, requiring protection from moisture and oxidation to maintain purity.
(3-Fluoro-5-methylphenyl)methanol structure
518070-20-7 structure
Product Name:(3-Fluoro-5-methylphenyl)methanol
CAS No:518070-20-7
MF:C8H9FO
MW:140.154865980148
MDL:MFCD03094314
CID:935892
PubChem ID:2778448
Update Time:2025-05-26

(3-Fluoro-5-methylphenyl)methanol Chemical and Physical Properties

Names and Identifiers

    • (3-Fluoro-5-methylphenyl)methanol
    • 3-Fluoro-5-methylbenzyl alcohol
    • Benzenemethanol, 3-fluoro-5-methyl- (9CI)
    • EN300-1845122
    • 518070-20-7
    • BENZENEMETHANOL, 3-FLUORO-5-METHYL-
    • DB-325873
    • MFCD03094314
    • SCHEMBL11983544
    • DTXSID80380938
    • PS-9040
    • AKOS015956805
    • D95005
    • CS-0153257
    • XH0634
    • MDL: MFCD03094314
    • Inchi: 1S/C8H9FO/c1-6-2-7(5-10)4-8(9)3-6/h2-4,10H,5H2,1H3
    • InChI Key: NFWAPXBWQXGLFJ-UHFFFAOYSA-N
    • SMILES: FC1C=C(C)C=C(CO)C=1

Computed Properties

  • Exact Mass: 140.06377
  • Monoisotopic Mass: 140.063743068g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 105
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.5
  • Topological Polar Surface Area: 20.2?2

Experimental Properties

  • PSA: 20.23

(3-Fluoro-5-methylphenyl)methanol Pricemore >>

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Additional information on (3-Fluoro-5-methylphenyl)methanol

Research Briefing on (3-Fluoro-5-methylphenyl)methanol (CAS: 518070-20-7) in Chemical Biology and Pharmaceutical Applications

(3-Fluoro-5-methylphenyl)methanol (CAS: 518070-20-7) is a fluorinated aromatic alcohol that has garnered significant attention in recent chemical biology and pharmaceutical research due to its potential as a versatile intermediate in drug synthesis and its unique physicochemical properties. This compound, characterized by a fluorine substituent and a hydroxymethyl group on a benzene ring, serves as a critical building block in the development of novel therapeutic agents, particularly in central nervous system (CNS) disorders and oncology.

Recent studies have highlighted the role of (3-Fluoro-5-methylphenyl)methanol in the synthesis of small-molecule inhibitors targeting protein kinases and G-protein-coupled receptors (GPCRs). For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in optimizing the pharmacokinetic profiles of dopamine D2 receptor modulators, which are pivotal in treating schizophrenia and Parkinson's disease. The fluorine atom's electronegativity and the hydroxymethyl group's hydrogen-bonding capacity were found to enhance binding affinity and metabolic stability.

In addition to its pharmacological applications, (3-Fluoro-5-methylphenyl)methanol has been explored in materials science. A 2024 report in ACS Applied Materials & Interfaces detailed its incorporation into polymer matrices to improve thermal stability and fluorescence properties, suggesting potential uses in bioimaging and drug delivery systems. The compound's ability to undergo facile derivatization further expands its utility in designing multifunctional materials.

Methodologically, advances in catalytic fluorination and green chemistry have streamlined the synthesis of (3-Fluoro-5-methylphenyl)methanol, as evidenced by a 2023 Nature Communications paper describing a palladium-catalyzed C–H fluorination protocol that achieves >90% yield. This progress addresses previous challenges in regioselective fluorination, enabling scalable production for industrial applications.

Despite these advancements, challenges remain in optimizing the stereoselective reactions of (3-Fluoro-5-methylphenyl)methanol derivatives, particularly for chiral drug development. Ongoing research focuses on enzymatic catalysis and flow chemistry to overcome these limitations, as highlighted in a recent Chemical Reviews perspective. Future directions include leveraging computational tools like molecular docking and AI-driven synthesis planning to accelerate the discovery of novel applications for this compound.

In conclusion, (3-Fluoro-5-methylphenyl)methanol (518070-20-7) represents a multifaceted tool in modern chemical biology, with demonstrated efficacy in drug design and material science. Its continued study promises to yield innovative solutions for pressing medical and technological challenges, provided that synthetic and analytical hurdles are addressed through interdisciplinary collaboration.

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