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

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  • Identifiers

    CAS number
    32898-79-6

    Molecular formula
    C16H14O6

    SMILES
    COC1=CC(=C(C=C1)C2COC3=CC(=CC(=C3C2=O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 53.74%
    Odorless 47.42%
    Sweet 36.46%
    Spicy 33.95%
    Vanilla 32.66%
    Balsamic 25.23%
    Burnt 24.82%
    Smoky 24.71%
    Medicinal 23.97%
    Creamy 22.83%

     

    Flavor
    Bitter 93.49%
    Bland 23.78%
    Odorless 22.93%
    Sweet-like 20.77%
    Cedarleaf 20.64%
    Lovage 20.16%
    Parsley 20.12%
    Ripe apricot 19.09%
    Nitrile 18.78%
    Red fruit 18.75%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    9.94 (weak base)

    Molecular weight
    302.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    746°C

    Melting point expt.

    • 210 - 212 °C

    Flash point

    • 248.06 ˚C est.

  • Synonyms

    • Ferreirin
    • 32898-79-6
    • 2,3-Dihydro-5,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
    • CHEBI:5018
    • DTXSID40331946
    • 5,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
    • RefChem:140250
    • GlyTouCan:G12072WH
    • DTXCID70283040
    • G12072WH
    • 5,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
    • 5,7-Dihydroxy-3-(2-hydroxy-4-methoxyphenyl)chroman-4-one
    • 5,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
    • SCHEMBL29688602
    • LMPK12050501
    • XF161752
    • 2',5,7-Trihydroxy-4'-methoxyisoflavanone
    • 5,7,2'-trihydroxy-4'-methoxyisoflavanone
    • 5,7,2?-Trihydroxy-4?-methoxyisoflavanone
    • Q27106626
    • 32898-79-6

  • Applications

    Chemical name: 2,3-Dihydro-5,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one (CAS 32898-79-6) is a polyphenolic flavanone derivative. In real-world applications it may be used as an antioxidant and UV stabilizer in cosmetics and personal care formulations, as a stabilizer/antioxidant additive in polymers, coatings, and inks to improve aging performance; it is commonly evaluated as a synthetic intermediate for the construction of flavonoid-based pharmacophores in pharmaceutical research; it can serve as a chemical scaffold for the synthesis of bioactive compounds; in agricultural formulations it may be explored as an antioxidant or plant-protection adjunct; and in household products it may be used as an antioxidant additive to enhance product stability during storage.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.09
    methanol 9.73
    isopropanol 7.77
    water 0.0
    ethyl acetate 24.61
    n-propanol 6.21
    acetone 95.77
    n-butanol 5.81
    acetonitrile 27.74
    DMF 212.97
    toluene 0.91
    isobutanol 5.06
    1,4-dioxane 53.4
    methyl acetate 29.5
    THF 355.53
    2-butanone 64.96
    n-pentanol 4.43
    sec-butanol 6.1
    n-hexane 0.05
    ethylene glycol 5.25
    NMP 90.07
    cyclohexane 0.09
    DMSO 1446.42
    n-butyl acetate 11.06
    n-octanol 2.91
    chloroform 4.87
    n-propyl acetate 12.35
    acetic acid 18.93
    dichloromethane 3.72
    cyclohexanone 58.31
    propylene glycol 6.62
    isopropyl acetate 13.3
    DMAc 256.72
    2-ethoxyethanol 41.25
    isopentanol 7.21
    n-heptane 0.1
    ethyl formate 18.58
    1,2-dichloroethane 7.93
    n-hexanol 3.78
    2-methoxyethanol 99.9
    isobutyl acetate 4.89
    tetrachloromethane 0.63
    n-pentyl acetate 4.55
    transcutol 58.65
    n-heptanol 2.53
    ethylbenzene 0.63
    MIBK 17.46
    2-propoxyethanol 47.33
    tert-butanol 20.66
    MTBE 6.77
    2-butoxyethanol 14.1
    propionic acid 9.54
    o-xylene 1.03
    formic acid 12.72
    diethyl ether 6.96
    m-xylene 0.93
    p-xylene 0.98
    chlorobenzene 1.32
    dimethyl carbonate 24.57
    n-octane 0.05
    formamide 42.25
    cyclopentanone 150.61
    2-pentanone 41.33
    anisole 7.17
    cyclopentyl methyl ether 22.71
    gamma-butyrolactone 109.06
    1-methoxy-2-propanol 76.77
    pyridine 14.12
    3-pentanone 25.34
    furfural 50.53
    n-dodecane 0.1
    diethylene glycol 46.57
    diisopropyl ether 1.54
    tert-amyl alcohol 9.74
    acetylacetone 71.95
    n-hexadecane 0.12
    acetophenone 10.12
    methyl propionate 30.96
    isopentyl acetate 9.1
    trichloroethylene 16.11
    n-nonanol 3.17
    cyclohexanol 6.73
    benzyl alcohol 6.45
    2-ethylhexanol 2.98
    isooctanol 2.37
    dipropyl ether 6.28
    1,2-dichlorobenzene 1.95
    ethyl lactate 11.8
    propylene carbonate 19.73
    n-methylformamide 65.86
    2-pentanol 4.07
    n-pentane 0.04
    1-propoxy-2-propanol 27.61
    1-methoxy-2-propyl acetate 25.44
    2-(2-methoxypropoxy) propanol 23.46
    mesitylene 0.77
    ε-caprolactone 30.86
    p-cymene 1.09
    epichlorohydrin 125.62
    1,1,1-trichloroethane 5.0
    2-aminoethanol 7.93
    morpholine-4-carbaldehyde 84.74
    sulfolane 205.04
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 39.46
    n-hexyl acetate 6.93
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 25.91
    sec-butyl acetate 6.3
    tert-butyl acetate 17.26
    decalin 0.09
    glycerin 26.67
    diglyme 62.25
    acrylic acid 10.5
    isopropyl myristate 3.59
    n-butyric acid 15.15
    acetyl acetate 14.24
    di(2-ethylhexyl) phthalate 4.51
    ethyl propionate 14.33
    nitromethane 161.18
    1,2-diethoxyethane 13.19
    benzonitrile 6.37
    trioctyl phosphate 3.63
    1-bromopropane 2.2
    gamma-valerolactone 136.99
    n-decanol 2.41
    triethyl phosphate 7.24
    4-methyl-2-pentanol 3.27
    propionitrile 19.12
    vinylene carbonate 15.46
    1,1,2-trichlorotrifluoroethane 59.52
    DMS 10.45
    cumene 0.54
    2-octanol 1.69
    2-hexanone 18.72
    octyl acetate 4.62
    limonene 1.69
    1,2-dimethoxyethane 102.57
    ethyl orthosilicate 5.79
    tributyl phosphate 4.79
    diacetone alcohol 40.72
    N,N-dimethylaniline 4.52
    acrylonitrile 31.11
    aniline 4.22
    1,3-propanediol 18.8
    bromobenzene 0.95
    dibromomethane 1.86
    1,1,2,2-tetrachloroethane 15.53
    2-methyl-cyclohexyl acetate 7.06
    tetrabutyl urea 8.38
    diisobutyl methanol 2.67
    2-phenylethanol 6.92
    styrene 0.64
    dioctyl adipate 6.98
    dimethyl sulfate 62.48
    ethyl butyrate 10.41
    methyl lactate 28.52
    butyl lactate 7.14
    diethyl carbonate 6.93
    propanediol butyl ether 11.25
    triethyl orthoformate 8.27
    p-tert-butyltoluene 1.06
    methyl 4-tert-butylbenzoate 11.37
    morpholine 71.76
    tert-butylamine 3.58
    n-dodecanol 1.75
    dimethoxymethane 132.28
    ethylene carbonate 15.79
    cyrene 23.27
    2-ethoxyethyl acetate 10.0
    2-ethylhexyl acetate 5.95
    1,2,4-trichlorobenzene 3.21
    4-methylpyridine 12.94
    dibutyl ether 4.0
    2,6-dimethyl-4-heptanol 2.67
    DEF 43.86
    dimethyl isosorbide 44.06
    tetrachloroethylene 6.42
    eugenol 11.68
    triacetin 11.4
    span 80 11.11
    1,4-butanediol 5.53
    1,1-dichloroethane 4.38
    2-methyl-1-pentanol 4.45
    methyl formate 49.4
    2-methyl-1-butanol 5.2
    n-decane 0.16
    butyronitrile 12.94
    3,7-dimethyl-1-octanol 3.46
    1-chlorooctane 1.04
    1-chlorotetradecane 0.46
    n-nonane 0.12
    undecane 0.12
    tert-butylcyclohexane 0.09
    cyclooctane 0.05
    cyclopentanol 13.31
    tetrahydropyran 23.56
    tert-amyl methyl ether 6.16
    2,5,8-trioxanonane 47.16
    1-hexene 0.28
    2-isopropoxyethanol 21.44
    2,2,2-trifluoroethanol 11.95
    methyl butyrate 20.56

    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