2,3-Dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-8-methyl-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    109248-40-0

    Molecular formula
    C17H16O5

    SMILES
    CC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=CC=C(C=C3)OC

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 63.04%
    Sweet 62.87%
    Spicy 46.42%
    Vanilla 44.51%
    Smoky 35.22%
    Medicinal 30.93%
    Balsamic 29.36%
    Creamy 28.69%
    Odorless 26.62%
    Powdery 26.42%

     

    Flavor
    Bitter 89.6%
    Parsley 20.87%
    Lovage 20.81%
    Cedarleaf 20.29%
    Sweet-like 19.95%
    Bland 19.85%
    Ethyl benzoate 19.49%
    Ripe apricot 19.42%
    Eugenol 19.39%
    Red fruit 19.17%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    9.41 (weak base)

    Molecular weight
    300.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    788°C

    Flash point

    • 213.46 ˚C est.

  • Synonyms

    • 109248-40-0
    • 2,3-Dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-8-methyl-4H-1-benzopyran-4-one
    • RefChem:244838
    • 5,7-Dihydroxy-4'-methoxy-8-methylflavanone
    • CHEMBL4475683
    • CHEBI:174869
    • DTXSID401141950
    • LMPK12140352
    • 5,7-dihydroxy-2-(4-methoxyphenyl)-8-methyl-2,3-dihydrochromen-4-one
    • 5,7-Dihydroxy-2-(4-methoxyphenyl)-8-methyl-2,3-dihydro-4H-1-benzopyran-4-one
    • 109248-40-0

  • Applications

    2,3-Dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-8-methyl-4H-1-benzopyran-4-one (CAS 109248-40-0) serves as a versatile intermediate in pharmaceutical synthesis and as a lead scaffold in medicinal chemistry; in cosmetics and personal care, it is evaluated as an antioxidant and stabilizer in formulations; in coatings, inks and polymer materials it can act as a chromophore or dye precursor; and in polymer formulations it is often explored as an antioxidant additive and UV stabilizer to improve material durability.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.01
    methanol 9.84
    isopropanol 10.52
    water 0.01
    ethyl acetate 52.0
    n-propanol 6.31
    acetone 131.66
    n-butanol 7.16
    acetonitrile 54.51
    DMF 227.25
    toluene 3.72
    isobutanol 7.33
    1,4-dioxane 139.36
    methyl acetate 65.05
    THF 348.43
    2-butanone 79.33
    n-pentanol 6.52
    sec-butanol 7.43
    n-hexane 0.06
    ethylene glycol 8.11
    NMP 101.94
    cyclohexane 0.2
    DMSO 774.19
    n-butyl acetate 20.12
    n-octanol 4.78
    chloroform 32.46
    n-propyl acetate 26.64
    acetic acid 37.99
    dichloromethane 27.78
    cyclohexanone 80.57
    propylene glycol 12.33
    isopropyl acetate 28.53
    DMAc 274.55
    2-ethoxyethanol 53.33
    isopentanol 10.21
    n-heptane 0.2
    ethyl formate 25.82
    1,2-dichloroethane 31.98
    n-hexanol 4.8
    2-methoxyethanol 110.48
    isobutyl acetate 16.35
    tetrachloromethane 1.88
    n-pentyl acetate 10.93
    transcutol 201.65
    n-heptanol 4.44
    ethylbenzene 2.25
    MIBK 27.55
    2-propoxyethanol 63.43
    tert-butanol 31.24
    MTBE 15.11
    2-butoxyethanol 23.4
    propionic acid 20.94
    o-xylene 3.43
    formic acid 17.9
    diethyl ether 11.5
    m-xylene 3.32
    p-xylene 3.78
    chlorobenzene 9.02
    dimethyl carbonate 59.45
    n-octane 0.11
    formamide 56.92
    cyclopentanone 159.38
    2-pentanone 50.91
    anisole 20.17
    cyclopentyl methyl ether 36.76
    gamma-butyrolactone 166.29
    1-methoxy-2-propanol 90.45
    pyridine 34.28
    3-pentanone 41.44
    furfural 97.67
    n-dodecane 0.25
    diethylene glycol 81.37
    diisopropyl ether 4.0
    tert-amyl alcohol 13.45
    acetylacetone 120.7
    n-hexadecane 0.32
    acetophenone 26.49
    methyl propionate 55.98
    isopentyl acetate 20.98
    trichloroethylene 77.06
    n-nonanol 5.46
    cyclohexanol 11.33
    benzyl alcohol 16.78
    2-ethylhexanol 5.32
    isooctanol 4.92
    dipropyl ether 10.69
    1,2-dichlorobenzene 10.89
    ethyl lactate 25.46
    propylene carbonate 44.85
    n-methylformamide 71.46
    2-pentanol 6.12
    n-pentane 0.05
    1-propoxy-2-propanol 43.4
    1-methoxy-2-propyl acetate 52.33
    2-(2-methoxypropoxy) propanol 45.43
    mesitylene 2.7
    ε-caprolactone 53.97
    p-cymene 3.34
    epichlorohydrin 201.93
    1,1,1-trichloroethane 20.17
    2-aminoethanol 10.56
    morpholine-4-carbaldehyde 150.69
    sulfolane 217.91
    2,2,4-trimethylpentane 0.2
    2-methyltetrahydrofuran 59.05
    n-hexyl acetate 16.18
    isooctane 0.2
    2-(2-butoxyethoxy)ethanol 53.59
    sec-butyl acetate 16.39
    tert-butyl acetate 34.71
    decalin 0.31
    glycerin 43.06
    diglyme 132.39
    acrylic acid 25.64
    isopropyl myristate 8.95
    n-butyric acid 26.51
    acetyl acetate 44.27
    di(2-ethylhexyl) phthalate 11.57
    ethyl propionate 28.84
    nitromethane 257.73
    1,2-diethoxyethane 44.1
    benzonitrile 19.98
    trioctyl phosphate 7.87
    1-bromopropane 5.02
    gamma-valerolactone 184.61
    n-decanol 4.35
    triethyl phosphate 17.9
    4-methyl-2-pentanol 5.7
    propionitrile 32.6
    vinylene carbonate 44.08
    1,1,2-trichlorotrifluoroethane 105.68
    DMS 36.02
    cumene 2.04
    2-octanol 3.01
    2-hexanone 29.75
    octyl acetate 10.31
    limonene 4.31
    1,2-dimethoxyethane 142.06
    ethyl orthosilicate 15.05
    tributyl phosphate 11.01
    diacetone alcohol 55.89
    N,N-dimethylaniline 12.04
    acrylonitrile 55.86
    aniline 13.39
    1,3-propanediol 24.42
    bromobenzene 7.69
    dibromomethane 11.21
    1,1,2,2-tetrachloroethane 57.36
    2-methyl-cyclohexyl acetate 18.75
    tetrabutyl urea 16.4
    diisobutyl methanol 5.7
    2-phenylethanol 16.67
    styrene 2.9
    dioctyl adipate 18.16
    dimethyl sulfate 110.56
    ethyl butyrate 20.98
    methyl lactate 49.09
    butyl lactate 15.82
    diethyl carbonate 18.57
    propanediol butyl ether 23.11
    triethyl orthoformate 20.61
    p-tert-butyltoluene 3.32
    methyl 4-tert-butylbenzoate 26.32
    morpholine 124.03
    tert-butylamine 6.64
    n-dodecanol 3.41
    dimethoxymethane 187.39
    ethylene carbonate 40.07
    cyrene 48.94
    2-ethoxyethyl acetate 30.88
    2-ethylhexyl acetate 14.85
    1,2,4-trichlorobenzene 17.31
    4-methylpyridine 30.08
    dibutyl ether 8.84
    2,6-dimethyl-4-heptanol 5.7
    DEF 55.75
    dimethyl isosorbide 91.49
    tetrachloroethylene 23.51
    eugenol 26.38
    triacetin 36.58
    span 80 24.35
    1,4-butanediol 9.41
    1,1-dichloroethane 19.47
    2-methyl-1-pentanol 7.56
    methyl formate 72.22
    2-methyl-1-butanol 7.06
    n-decane 0.38
    butyronitrile 17.66
    3,7-dimethyl-1-octanol 7.01
    1-chlorooctane 2.44
    1-chlorotetradecane 1.25
    n-nonane 0.25
    undecane 0.31
    tert-butylcyclohexane 0.31
    cyclooctane 0.11
    cyclopentanol 18.9
    tetrahydropyran 41.88
    tert-amyl methyl ether 10.96
    2,5,8-trioxanonane 98.64
    1-hexene 0.42
    2-isopropoxyethanol 35.26
    2,2,2-trifluoroethanol 24.41
    methyl butyrate 35.65

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction