3-(2,4-Dihydroxyphenyl)-7-hydroxy-8-(4-hydroxy-3-methylbut-2-en-1-yl)-2,3-dihydro-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    104380-54-3

    Molecular formula
    C20H20O6

    SMILES
    CC(=CCC1=C(C=CC2=C1OCC(C2=O)C3=C(C=C(C=C3)O)O)O)CO

    Safety labels

  • Odor profile

    Fragrance
    Sweet 45.02%
    Odorless 42.12%
    Spicy 39.01%
    Vanilla 37.83%
    Phenolic 36.78%
    Balsamic 28.95%
    Creamy 24.11%
    Bitter 23.39%
    Smoky 22.7%
    Milky 21.16%

     

    Flavor
    Bitter 91.93%
    Odorless 27.05%
    Bland 23.68%
    Sweet-like 21.07%
    Lovage 19.89%
    Cedarleaf 19.8%
    Parsley 19.55%
    Nitrile 18.59%
    Ethyl benzoate 18.47%
    Broom 18.47%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    10.15 (weak base)

    Molecular weight
    356.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1374°C

    Flash point

    • 268.92 ˚C est.

  • Synonyms

    • DTXSID601112549
    • 104380-54-3
    • 3-(2,4-Dihydroxyphenyl)-7-hydroxy-8-(4-hydroxy-3-methylbut-2-en-1-yl)-2,3-dihydro-4H-1-benzopyran-4-one
    • 4H-1-Benzopyran-4-one, 3-(2,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-8-(4-hydroxy-3-methyl-2-butenyl)-
    • 104380-54-3

  • Applications

    3-(2,4-Dihydroxyphenyl)-7-hydroxy-8-(4-hydroxy-3-methylbut-2-en-1-yl)-2,3-dihydro-4H-1-benzopyran-4-one (CAS 104380-54-3) is used as an intermediate in the synthesis of flavonoid derivatives; may serve as an antioxidant additive in cosmetics and personal care products; may be evaluated as a fragrance ingredient or odorant; may be explored as a UV stabilizer or antioxidant in polymer and coating formulations; may be studied as a building block in pharmaceutical synthesis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 16.65
    methanol 38.62
    isopropanol 35.74
    water 0.04
    ethyl acetate 25.22
    n-propanol 40.97
    acetone 106.04
    n-butanol 25.91
    acetonitrile 20.65
    DMF 134.85
    toluene 2.68
    isobutanol 16.34
    1,4-dioxane 94.37
    methyl acetate 32.36
    THF 361.61
    2-butanone 83.36
    n-pentanol 13.34
    sec-butanol 21.71
    n-hexane 0.05
    ethylene glycol 10.9
    NMP 34.2
    cyclohexane 0.16
    DMSO 410.07
    n-butyl acetate 5.01
    n-octanol 5.16
    chloroform 7.54
    n-propyl acetate 8.43
    acetic acid 64.39
    dichloromethane 4.88
    cyclohexanone 61.76
    propylene glycol 20.5
    isopropyl acetate 15.12
    DMAc 218.13
    2-ethoxyethanol 92.21
    isopentanol 16.67
    n-heptane 0.13
    ethyl formate 15.25
    1,2-dichloroethane 7.21
    n-hexanol 6.08
    2-methoxyethanol 192.15
    isobutyl acetate 4.17
    tetrachloromethane 0.77
    n-pentyl acetate 6.52
    transcutol 101.52
    n-heptanol 5.89
    ethylbenzene 1.03
    MIBK 18.92
    2-propoxyethanol 53.01
    tert-butanol 40.93
    MTBE 12.7
    2-butoxyethanol 24.68
    propionic acid 21.13
    o-xylene 1.87
    formic acid 27.03
    diethyl ether 14.38
    m-xylene 1.66
    p-xylene 1.34
    chlorobenzene 2.12
    dimethyl carbonate 23.05
    n-octane 0.09
    formamide 56.63
    cyclopentanone 96.03
    2-pentanone 50.7
    anisole 9.19
    cyclopentyl methyl ether 23.37
    gamma-butyrolactone 60.61
    1-methoxy-2-propanol 126.65
    pyridine 28.36
    3-pentanone 25.71
    furfural 36.54
    n-dodecane 0.16
    diethylene glycol 51.28
    diisopropyl ether 2.09
    tert-amyl alcohol 20.45
    acetylacetone 70.27
    n-hexadecane 0.19
    acetophenone 10.22
    methyl propionate 30.43
    isopentyl acetate 6.18
    trichloroethylene 18.58
    n-nonanol 6.04
    cyclohexanol 14.55
    benzyl alcohol 13.0
    2-ethylhexanol 3.39
    isooctanol 5.14
    dipropyl ether 6.08
    1,2-dichlorobenzene 2.08
    ethyl lactate 12.08
    propylene carbonate 13.6
    n-methylformamide 55.96
    2-pentanol 11.6
    n-pentane 0.08
    1-propoxy-2-propanol 29.62
    1-methoxy-2-propyl acetate 20.2
    2-(2-methoxypropoxy) propanol 26.93
    mesitylene 1.07
    ε-caprolactone 30.16
    p-cymene 1.08
    epichlorohydrin 95.03
    1,1,1-trichloroethane 4.3
    2-aminoethanol 25.64
    morpholine-4-carbaldehyde 80.89
    sulfolane 88.26
    2,2,4-trimethylpentane 0.13
    2-methyltetrahydrofuran 43.17
    n-hexyl acetate 8.97
    isooctane 0.09
    2-(2-butoxyethoxy)ethanol 37.99
    sec-butyl acetate 5.43
    tert-butyl acetate 18.21
    decalin 0.12
    glycerin 43.77
    diglyme 75.32
    acrylic acid 19.45
    isopropyl myristate 4.33
    n-butyric acid 28.1
    acetyl acetate 14.39
    di(2-ethylhexyl) phthalate 5.57
    ethyl propionate 9.35
    nitromethane 151.11
    1,2-diethoxyethane 21.27
    benzonitrile 6.25
    trioctyl phosphate 4.32
    1-bromopropane 2.38
    gamma-valerolactone 140.55
    n-decanol 4.39
    triethyl phosphate 5.26
    4-methyl-2-pentanol 5.99
    propionitrile 17.75
    vinylene carbonate 12.99
    1,1,2-trichlorotrifluoroethane 59.48
    DMS 10.83
    cumene 0.69
    2-octanol 3.63
    2-hexanone 15.27
    octyl acetate 5.91
    limonene 1.67
    1,2-dimethoxyethane 119.71
    ethyl orthosilicate 5.06
    tributyl phosphate 4.89
    diacetone alcohol 46.7
    N,N-dimethylaniline 5.74
    acrylonitrile 24.7
    aniline 10.16
    1,3-propanediol 61.33
    bromobenzene 1.37
    dibromomethane 2.19
    1,1,2,2-tetrachloroethane 16.17
    2-methyl-cyclohexyl acetate 6.06
    tetrabutyl urea 8.6
    diisobutyl methanol 3.15
    2-phenylethanol 8.66
    styrene 1.21
    dioctyl adipate 8.14
    dimethyl sulfate 37.5
    ethyl butyrate 5.99
    methyl lactate 30.2
    butyl lactate 9.33
    diethyl carbonate 4.51
    propanediol butyl ether 20.02
    triethyl orthoformate 6.98
    p-tert-butyltoluene 1.19
    methyl 4-tert-butylbenzoate 12.95
    morpholine 135.48
    tert-butylamine 7.22
    n-dodecanol 3.07
    dimethoxymethane 158.68
    ethylene carbonate 13.01
    cyrene 24.16
    2-ethoxyethyl acetate 15.43
    2-ethylhexyl acetate 3.79
    1,2,4-trichlorobenzene 3.72
    4-methylpyridine 18.21
    dibutyl ether 5.31
    2,6-dimethyl-4-heptanol 3.15
    DEF 37.51
    dimethyl isosorbide 36.54
    tetrachloroethylene 8.32
    eugenol 15.07
    triacetin 14.7
    span 80 16.79
    1,4-butanediol 16.0
    1,1-dichloroethane 4.91
    2-methyl-1-pentanol 8.66
    methyl formate 40.47
    2-methyl-1-butanol 13.96
    n-decane 0.26
    butyronitrile 13.01
    3,7-dimethyl-1-octanol 4.96
    1-chlorooctane 1.43
    1-chlorotetradecane 0.64
    n-nonane 0.18
    undecane 0.2
    tert-butylcyclohexane 0.11
    cyclooctane 0.08
    cyclopentanol 23.27
    tetrahydropyran 50.54
    tert-amyl methyl ether 9.31
    2,5,8-trioxanonane 55.62
    1-hexene 0.37
    2-isopropoxyethanol 36.62
    2,2,2-trifluoroethanol 14.95
    methyl butyrate 13.28

    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