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  • Phenyl Salicylate

    • Phenyl Salicylate

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    Catalog Number
    ACM118558
    CAS Number
    118-55-8
    Product Name
    Phenyl Salicylate
    Structure
    Category
    Liquid Crystal (LC) Building Blocks; Liquid Crystal (LC) Materials
    Synonyms
    Salol
    Description
    Phenyl salicylate appears as white crystals. Insoluble in water. (NTP, 1992);Solid;White crystalline solid
    IUPAC Name
    phenyl 2-hydroxybenzoate
    Molecular Weight
    214.22
    Molecular Formula
    C13H10O3
    Canonical SMILES
    C1=CC=C(C=C1)OC(=O)C2=CC=CC=C2O
    InChI
    InChI=1S/C13H10O3/c14-12-9-5-4-8-11(12)13(15)16-10-6-2-1-3-7-10/h1-9,14H
    InChI Key
    ZQBAKBUEJOMQEX-UHFFFAOYSA-N
    Boiling Point
    172-173 °C (lit.) at 12 mmHg
    Melting Point
    40-44°C
    Flash Point
    137.3°C
    Purity
    0.98
    Density
    1.25 g/cm³
    Solubility
    water, 76.7 mg/L @ 25 °C (est)
    Appearance
    White crystalline powder
    Assay
    0.98
    Complexity
    233
    Covalently-Bonded Unit Count
    1
    EC Number
    204-259-2
    Exact Mass
    214.062994g/mol
    Formal Charge
    0
    Heavy Atom Count
    16
    MDL Number
    MFCD00002213
    MeSH Entry Terms
    phenyl salicylate;salol
    Monoisotopic Mass
    214.062994g/mol
    NSC Number
    33406
    Packaging
    1 kg
    Refractive Index
    1.615
    Rotatable Bond Count
    3
    Stability
    Light sensitive. Incompatible with strong oxidants. Flammable.
    Storage Conditions
    Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
    UNII
    28A37T47QO
    XLogP3
    3.8
    MSDS
    Download MSDS
    COA
    Download COA
    Spec Sheet
    Download Spec Sheet
    Case Study

    Photo-Fries Rearrangement of Phenyl Salicylate

    Shinzawa H,et al. Vibrational Spectroscopy, 2015, 81: 131-135.

    Phenyl salicylate is a commonly used UV filter. Changes in the spectral features were readily captured during the photo-induced chemical reaction of the phenyl salicylate by means of two-dimensional (2D) correlation spectroscopy. The photo-Fries rearrangement involves the transformation of molecules such as phenolic esters to hydroxy aryl ketones. This chemical reaction is important since the molecules generated by the rearrangement can be used as source for photoresist materials.
    Reaction Mechanism
    · When exposed to UV-irradiation, the majority of the phenyl salicylate predominantly undergoes photothermal degradation, generating oxides first.
    · Further irradiation develops 2,20 -dihydroxybenzophenone followed by the production 2,40 -dihydroxybenzo-phenome.

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