3,4-dihydro-8-hydroxy-3-(4-hydroxyphenyl)-1H-2-benzopyran-1-one

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  • Identifiers

    CAS number
    480-47-7

    Molecular formula
    C15H12O4

    SMILES
    C1C(OC(=O)C2=C1C=CC=C2O)C3=CC=C(C=C3)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 70.11%
    Sweet 61.18%
    Spicy 41.17%
    Coumarinic 38.33%
    Medicinal 38.17%
    Vanilla 37.4%
    Nutty 36.02%
    Coconut 35.7%
    Balsamic 34.47%
    Aromatic 31.18%

     

    Flavor
    Bitter 91.22%
    Lovage 21.39%
    Cedarleaf 20.53%
    Very strong 20.11%
    Indole 20.02%
    Sweet-like 19.95%
    Parsley 19.85%
    Ripe apricot 19.81%
    Naphthalic 19.63%
    Nitrile 19.61%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    9.61 (weak base)

    Molecular weight
    256.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    501°C

    Flash point

    • 224.61 ˚C est.

  • Synonyms

    • Hydrangenol
    • 480-47-7
    • 3,4-Dihydro-8-hydroxy-3-(4-hydroxyphenyl)-1H-2-benzopyran-1-one
    • TL8PI7PHV1
    • 8-hydroxy-3-(4-hydroxyphenyl)-3,4-dihydroisochromen-1-one
    • 1H-2-Benzopyran-1-one, 3,4-dihydro-8-hydroxy-3-(4-hydroxyphenyl)-
    • CHEBI:5776
    • 8-hydroxy-3-(4-hydroxyphenyl)isochroman-1-one
    • RefChem:146984
    • 8-hydroxy-3-(4-hydroxyphenyl)-3,4-dihydro-1H-2-benzopyran-1-one
    • AC1L3ODH
    • UNII-TL8PI7PHV1
    • CCRIS 8569
    • DTXSID20963981
    • Isocoumarin, 3,4-dihydro-8-hydroxy-3-(p-hydroxyphenyl)- (6CI,7CI,8CI); 3,4-Dihydro-8-hydroxy-3-(4-hydroxyphenyl)-1H-2-benzopyran-1-one; (+/-)-Hydrangenol
    • HYDRANENOL
    • (+/-)-Hydrangenol
    • (A+/-)-Hydrangenol
    • 8-hydroxy-3-(4-hydroxyphenyl)-3,4-dihydro-1h-isochromen-1-one
    • CHEMBL69299
    • orb1297101
    • SCHEMBL12204955
    • SCHEMBL30857779
    • CHEBI:68140
    • AAA48047
    • HY-N4028
    • AKOS028110054
    • EBC-616608
    • FS-9918
    • DA-54150
    • CS-0024477
    • H20198
    • Q5954317
    • ISOCOUMARIN, 3,4-DIHYDRO-8-HYDROXY-3-(P-HYDROXYPHENYL)-
    • Isocoumarin, 3,4-dihydro-8-hydroxy-3-(p-hydroxyphenyl)- (6CI,7CI,8CI); 3,4-Dihydro-8-hydroxy-3-(4-hydroxyphenyl)-1H-2-benzopyran-1-one; ()-Hydrangenol
    • 480-47-7

  • Applications

    3,4-dihydro-8-hydroxy-3-(4-hydroxyphenyl)-1H-2-benzopyran-1-one (CAS 480-47-7) is a flavonoid-like benzopyranone that serves primarily as an intermediate in the synthesis of flavonoid derivatives for pharmaceutical and fine chemical applications; it is commonly evaluated for antioxidant properties and may be used in cosmetic and personal care formulations as an antioxidant; it is also explored as a starting point for the synthesis of other biologically active compounds and may act as a stabilizer or antioxidant in coatings, inks, and polymer formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.03
    methanol 44.27
    isopropanol 34.79
    water 0.06
    ethyl acetate 48.86
    n-propanol 16.6
    acetone 136.36
    n-butanol 21.88
    acetonitrile 49.85
    DMF 177.13
    toluene 5.86
    isobutanol 15.4
    1,4-dioxane 225.64
    methyl acetate 61.6
    THF 428.06
    2-butanone 91.55
    n-pentanol 20.04
    sec-butanol 18.35
    n-hexane 0.03
    ethylene glycol 20.39
    NMP 41.54
    cyclohexane 0.08
    DMSO 657.63
    n-butyl acetate 27.43
    n-octanol 8.65
    chloroform 3.81
    n-propyl acetate 32.57
    acetic acid 37.18
    dichloromethane 2.78
    cyclohexanone 76.71
    propylene glycol 40.64
    isopropyl acetate 42.45
    DMAc 184.0
    2-ethoxyethanol 128.65
    isopentanol 28.92
    n-heptane 0.2
    ethyl formate 25.25
    1,2-dichloroethane 8.68
    n-hexanol 14.22
    2-methoxyethanol 276.61
    isobutyl acetate 20.67
    tetrachloromethane 0.49
    n-pentyl acetate 16.46
    transcutol 597.8
    n-heptanol 9.37
    ethylbenzene 2.55
    MIBK 48.01
    2-propoxyethanol 120.3
    tert-butanol 82.62
    MTBE 26.78
    2-butoxyethanol 46.0
    propionic acid 25.33
    o-xylene 4.17
    formic acid 23.16
    diethyl ether 14.5
    m-xylene 5.19
    p-xylene 3.99
    chlorobenzene 5.7
    dimethyl carbonate 49.26
    n-octane 0.12
    formamide 87.57
    cyclopentanone 122.4
    2-pentanone 71.62
    anisole 24.98
    cyclopentyl methyl ether 42.09
    gamma-butyrolactone 123.78
    1-methoxy-2-propanol 255.55
    pyridine 35.68
    3-pentanone 38.64
    furfural 82.21
    n-dodecane 0.42
    diethylene glycol 146.39
    diisopropyl ether 6.11
    tert-amyl alcohol 31.92
    acetylacetone 147.44
    n-hexadecane 0.51
    acetophenone 26.66
    methyl propionate 53.43
    isopentyl acetate 29.82
    trichloroethylene 22.4
    n-nonanol 10.29
    cyclohexanol 19.61
    benzyl alcohol 26.01
    2-ethylhexanol 10.25
    isooctanol 9.48
    dipropyl ether 16.47
    1,2-dichlorobenzene 6.55
    ethyl lactate 34.73
    propylene carbonate 41.5
    n-methylformamide 85.04
    2-pentanol 18.21
    n-pentane 0.04
    1-propoxy-2-propanol 86.8
    1-methoxy-2-propyl acetate 75.94
    2-(2-methoxypropoxy) propanol 76.13
    mesitylene 3.8
    ε-caprolactone 51.78
    p-cymene 4.42
    epichlorohydrin 162.14
    1,1,1-trichloroethane 6.78
    2-aminoethanol 33.52
    morpholine-4-carbaldehyde 146.41
    sulfolane 159.72
    2,2,4-trimethylpentane 0.21
    2-methyltetrahydrofuran 66.05
    n-hexyl acetate 24.08
    isooctane 0.29
    2-(2-butoxyethoxy)ethanol 121.1
    sec-butyl acetate 23.83
    tert-butyl acetate 57.9
    decalin 0.25
    glycerin 96.34
    diglyme 236.32
    acrylic acid 27.05
    isopropyl myristate 14.67
    n-butyric acid 43.6
    acetyl acetate 38.16
    di(2-ethylhexyl) phthalate 15.04
    ethyl propionate 30.73
    nitromethane 203.03
    1,2-diethoxyethane 105.36
    benzonitrile 21.62
    trioctyl phosphate 10.95
    1-bromopropane 1.7
    gamma-valerolactone 187.64
    n-decanol 8.92
    triethyl phosphate 17.51
    4-methyl-2-pentanol 15.89
    propionitrile 36.89
    vinylene carbonate 35.65
    1,1,2-trichlorotrifluoroethane 87.11
    DMS 39.44
    cumene 2.44
    2-octanol 6.09
    2-hexanone 39.25
    octyl acetate 16.39
    limonene 5.43
    1,2-dimethoxyethane 209.78
    ethyl orthosilicate 16.42
    tributyl phosphate 14.89
    diacetone alcohol 114.51
    N,N-dimethylaniline 14.38
    acrylonitrile 54.15
    aniline 19.12
    1,3-propanediol 84.37
    bromobenzene 4.21
    dibromomethane 1.23
    1,1,2,2-tetrachloroethane 23.56
    2-methyl-cyclohexyl acetate 21.51
    tetrabutyl urea 23.22
    diisobutyl methanol 11.34
    2-phenylethanol 26.83
    styrene 3.13
    dioctyl adipate 24.75
    dimethyl sulfate 77.78
    ethyl butyrate 24.43
    methyl lactate 71.78
    butyl lactate 26.34
    diethyl carbonate 19.33
    propanediol butyl ether 52.18
    triethyl orthoformate 24.91
    p-tert-butyltoluene 4.85
    methyl 4-tert-butylbenzoate 33.84
    morpholine 206.0
    tert-butylamine 15.04
    n-dodecanol 7.33
    dimethoxymethane 253.49
    ethylene carbonate 34.75
    cyrene 53.69
    2-ethoxyethyl acetate 45.14
    2-ethylhexyl acetate 18.57
    1,2,4-trichlorobenzene 10.64
    4-methylpyridine 30.94
    dibutyl ether 17.53
    2,6-dimethyl-4-heptanol 11.34
    DEF 51.97
    dimethyl isosorbide 123.77
    tetrachloroethylene 8.65
    eugenol 38.34
    triacetin 46.13
    span 80 38.94
    1,4-butanediol 27.03
    1,1-dichloroethane 5.15
    2-methyl-1-pentanol 18.41
    methyl formate 74.81
    2-methyl-1-butanol 17.73
    n-decane 0.49
    butyronitrile 25.02
    3,7-dimethyl-1-octanol 13.73
    1-chlorooctane 3.22
    1-chlorotetradecane 2.02
    n-nonane 0.3
    undecane 0.48
    tert-butylcyclohexane 0.29
    cyclooctane 0.07
    cyclopentanol 26.65
    tetrahydropyran 52.64
    tert-amyl methyl ether 18.79
    2,5,8-trioxanonane 173.81
    1-hexene 0.31
    2-isopropoxyethanol 75.38
    2,2,2-trifluoroethanol 17.35
    methyl butyrate 35.93

    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