Cas no 216701-21-2 ((2-fluoro-1,1'-biphenyl-4-yl)methanol)

(2-Fluoro-1,1'-biphenyl-4-yl)methanol is a fluorinated biphenyl derivative featuring a hydroxymethyl functional group at the 4-position of the biphenyl scaffold. This compound is of interest in synthetic and medicinal chemistry due to its structural versatility, serving as a key intermediate in the preparation of pharmaceuticals, agrochemicals, and advanced materials. The fluorine substitution at the 2-position enhances electronic and steric properties, potentially influencing reactivity and binding interactions in target applications. Its well-defined purity and stability make it suitable for precise synthetic modifications. The compound is typically handled under standard laboratory conditions, with compatibility for further functionalization via the hydroxyl group, enabling diverse derivatization pathways.
(2-fluoro-1,1'-biphenyl-4-yl)methanol structure
216701-21-2 structure
Product Name:(2-fluoro-1,1'-biphenyl-4-yl)methanol
CAS No:216701-21-2
MF:C13H11FO
MW:202.224247217178
MDL:MFCD14701916
CID:2936974
PubChem ID:46314883
Update Time:2025-06-11

(2-fluoro-1,1'-biphenyl-4-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • (2-fluoro-1,1'-biphenyl-4-yl)methanol
    • (2-Fluoro-biphenyl-4-yl)-methanol;(3-fluoro-4-phenylphenyl)methanol;(2-Fluoro-4-biphenylyl)methanol;
    • 216701-21-2
    • 2-Fluoro[1,1'-biphenyl]-4-methanol
    • (2-Fluorobiphenyl-4-yl)methanol
    • SCHEMBL538836
    • (3-fluoro-4-phenyl-phenyl)-methanol
    • AKOS024263816
    • WS-01240
    • DB-393151
    • E71378
    • (3-fluoro-4-phenylphenyl)methanol
    • (2-Fluoro-biphenyl-4-yl)-methanol
    • VIDRFOGBFWHCSO-UHFFFAOYSA-N
    • MDL: MFCD14701916
    • Inchi: 1S/C13H11FO/c14-13-8-10(9-15)6-7-12(13)11-4-2-1-3-5-11/h1-8,15H,9H2
    • InChI Key: VIDRFOGBFWHCSO-UHFFFAOYSA-N
    • SMILES: FC1C=C(CO)C=CC=1C1C=CC=CC=1

Computed Properties

  • Exact Mass: 202.07900
  • Monoisotopic Mass: 202.079393132g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 189
  • 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: 3.2
  • Topological Polar Surface Area: 20.2?2

Experimental Properties

  • PSA: 20.23000
  • LogP: 2.98500

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Additional information on (2-fluoro-1,1'-biphenyl-4-yl)methanol

Comprehensive Overview of (2-fluoro-1,1'-biphenyl-4-yl)methanol (CAS No. 216701-21-2): Properties, Applications, and Industry Insights

The compound (2-fluoro-1,1'-biphenyl-4-yl)methanol (CAS No. 216701-21-2) is a fluorinated biphenyl derivative that has garnered significant attention in pharmaceutical and material science research. With the increasing demand for fluorinated organic compounds in drug discovery and advanced materials, this molecule stands out due to its unique structural features and versatile applications. The presence of a fluoro substituent and a hydroxymethyl group on the biphenyl scaffold enhances its reactivity and binding affinity, making it a valuable intermediate in synthetic chemistry.

In recent years, the search for bioactive small molecules and building blocks for drug development has surged, as evidenced by trends in AI-driven drug discovery platforms and high-throughput screening databases. (2-fluoro-1,1'-biphenyl-4-yl)methanol aligns with these trends, as its structure is frequently explored in the design of kinase inhibitors and GPCR-targeting ligands. Researchers are particularly interested in its potential to modulate protein-protein interactions, a hot topic in precision medicine and oncological therapeutics.

The synthesis of 216701-21-2 typically involves cross-coupling reactions, such as Suzuki-Miyaura or Negishi couplings, followed by functional group transformations. Its lipophilicity and hydrogen-bonding capacity are often optimized for blood-brain barrier penetration, a critical factor in central nervous system (CNS) drug development. These properties have led to its inclusion in commercial pharmaceutical libraries and fragment-based drug design (FBDD) campaigns.

Beyond pharmaceuticals, (2-fluoro-1,1'-biphenyl-4-yl)methanol finds utility in organic electronics and liquid crystal materials. The biphenyl core contributes to π-conjugation, while the fluoro group tunes electronic properties for applications in OLEDs and photovoltaic devices. This dual applicability has spurred interest in sustainable synthesis routes, aligning with the global push toward green chemistry and circular economy principles.

Analytical characterization of this compound relies on advanced techniques like NMR spectroscopy, HPLC-MS, and X-ray crystallography. Purity standards often exceed 98% for research-grade material, with stringent controls for genotoxic impurities—a key consideration in ICH Q3D guidelines. These quality benchmarks reflect its importance in preclinical studies and API manufacturing.

Market intelligence indicates growing procurement of 216701-21-2 by contract research organizations (CROs) and academic labs, particularly for structure-activity relationship (SAR) studies. Its patent landscape reveals strategic use in prodrug formulations and bioconjugation technologies, addressing contemporary challenges in drug delivery systems.

Environmental and regulatory profiles of (2-fluoro-1,1'-biphenyl-4-yl)methanol are carefully monitored. While not classified as hazardous under GHS standards, proper laboratory handling protocols are recommended due to its potential irritant properties. The compound's biodegradability and ecotoxicological data are areas of active investigation, responding to increased scrutiny on persistent organic pollutants (POPs) in chemical workflows.

Future research directions may explore its incorporation into metal-organic frameworks (MOFs) or covalent organic polymers (COPs), leveraging its rigid biphenyl geometry. The rise of machine learning in molecular property prediction could further accelerate its optimization for specific applications, from catalysis to bioimaging probes.

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