4,9-Dihydroxy-3-methoxy-6H-benzofuro(3,2-c)(1)benzopyran-6-one

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  • Identifiers

    CAS number
    7331-58-0

    Molecular formula
    C16H10O6

    SMILES
    COC1=C(C2=C(C=C1)C3=C(C4=C(O3)C=C(C=C4)O)C(=O)O2)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 54.78%
    Burnt 37.38%
    Odorless 36.96%
    Vanilla 32.65%
    Fruity 29.47%
    Sweet 29.0%
    Smoky 27.16%
    Balsamic 26.0%
    Spicy 25.94%
    Powdery 23.83%

     

    Flavor
    Bitter 95.28%
    Odorless 20.18%
    Sweet-like 19.77%
    Parsley 19.34%
    Cedarleaf 19.33%
    Very strong 19.09%
    Eugenol 18.91%
    Bland 18.81%
    Indole 18.78%
    Lovage 18.75%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    8.18 (weak base)

    Molecular weight
    298.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    649°C

    Melting point expt.

    • 303 °C

    Flash point

    • 261.2 ˚C est.

  • Synonyms

    • Sativol
    • 7331-58-0
    • 4,9-Dihydroxy-3-methoxycoumestan
    • PZ5DG4GU88
    • DTXSID10223546
    • 4,9-Dihydroxy-3-methoxy-6H-benzofuro[3,2-c][1]benzopyran-6-one
    • 6H-Benzofuro(3,2-c)(1)benzopyran-6-one, 4,9-dihydroxy-3-methoxy-
    • 4,9-Dihydroxy-3-methoxy-6H-benzofuro(3,2-c)(1)benzopyran-6-one
    • 6H-Benzofuro[3,2-c][1]benzopyran-6-one, 4,9-dihydroxy-3-methoxy-
    • RefChem:1069600
    • DTXCID40146037
    • 4,9-dihydroxy-3-methoxy-(1)benzofuro(3,2-c)chromen-6-one
    • 8,12-Dihydroxy-7-methoxycoumestan
    • CHEBI:174834
    • LMPK12090036
    • 4,9-dihydroxy-3-methoxy-[1]benzouro[3,2-c]chromen-6-one
    • 4,9-Dihydroxy-3-methoxy-6H-[1]benzofuro[3,2-c][1]benzopyran-6-one
    • 7331-58-0

  • Applications

    4,9-Dihydroxy-3-methoxy-6H-benzofuro(3,2-c)(1)benzopyran-6-one (CAS 7331-58-0) is primarily used as an intermediate in pharmaceutical and fine-chemical synthesis, providing a benzofuro(3,2-c)(1)benzopyran-6-one scaffold for subsequent elaboration into flavonoid-type derivatives. It also serves as a versatile organic synthesis building block, enabling access to related benzopyran-6-one frameworks for research and development of potential drug candidates and agrochemical leads. In coatings and inks, it can function as a chromophore precursor for specialty formulations. In cosmetics and personal care, the compound may be evaluated as an antioxidant or stabilizing additive in formulation development, subject to regulatory limits. In polymer and materials science, it may be explored as a functionalized monomer precursor for advanced materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.27
    methanol 2.74
    isopropanol 3.52
    water 0.01
    ethyl acetate 11.47
    n-propanol 4.41
    acetone 9.37
    n-butanol 4.61
    acetonitrile 3.33
    DMF 42.55
    toluene 1.36
    isobutanol 3.3
    1,4-dioxane 17.29
    methyl acetate 13.05
    THF 54.43
    2-butanone 18.63
    n-pentanol 2.46
    sec-butanol 5.54
    n-hexane 0.05
    ethylene glycol 4.19
    NMP 40.46
    cyclohexane 0.14
    DMSO 83.56
    n-butyl acetate 6.42
    n-octanol 1.66
    chloroform 2.02
    n-propyl acetate 6.43
    acetic acid 9.23
    dichloromethane 3.05
    cyclohexanone 19.54
    propylene glycol 3.37
    isopropyl acetate 8.22
    DMAc 75.16
    2-ethoxyethanol 14.3
    isopentanol 4.75
    n-heptane 0.1
    ethyl formate 4.63
    1,2-dichloroethane 4.24
    n-hexanol 2.61
    2-methoxyethanol 37.45
    isobutyl acetate 2.61
    tetrachloromethane 0.32
    n-pentyl acetate 5.0
    transcutol 34.79
    n-heptanol 2.18
    ethylbenzene 0.85
    MIBK 6.82
    2-propoxyethanol 18.24
    tert-butanol 5.65
    MTBE 4.9
    2-butoxyethanol 9.49
    propionic acid 7.45
    o-xylene 1.43
    formic acid 7.2
    diethyl ether 6.14
    m-xylene 0.94
    p-xylene 1.07
    chlorobenzene 1.07
    dimethyl carbonate 12.41
    n-octane 0.07
    formamide 19.56
    cyclopentanone 27.58
    2-pentanone 12.3
    anisole 4.8
    cyclopentyl methyl ether 11.78
    gamma-butyrolactone 28.96
    1-methoxy-2-propanol 25.42
    pyridine 12.36
    3-pentanone 11.91
    furfural 19.08
    n-dodecane 0.1
    diethylene glycol 21.97
    diisopropyl ether 1.48
    tert-amyl alcohol 7.65
    acetylacetone 15.58
    n-hexadecane 0.12
    acetophenone 7.01
    methyl propionate 15.26
    isopentyl acetate 6.11
    trichloroethylene 7.14
    n-nonanol 2.06
    cyclohexanol 6.87
    benzyl alcohol 4.8
    2-ethylhexanol 2.34
    isooctanol 1.98
    dipropyl ether 3.53
    1,2-dichlorobenzene 1.49
    ethyl lactate 6.85
    propylene carbonate 9.22
    n-methylformamide 14.38
    2-pentanol 4.02
    n-pentane 0.07
    1-propoxy-2-propanol 13.32
    1-methoxy-2-propyl acetate 14.9
    2-(2-methoxypropoxy) propanol 14.02
    mesitylene 0.58
    ε-caprolactone 17.73
    p-cymene 1.22
    epichlorohydrin 30.32
    1,1,1-trichloroethane 1.6
    2-aminoethanol 5.8
    morpholine-4-carbaldehyde 41.62
    sulfolane 47.39
    2,2,4-trimethylpentane 0.11
    2-methyltetrahydrofuran 20.15
    n-hexyl acetate 5.31
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 15.14
    sec-butyl acetate 4.87
    tert-butyl acetate 9.49
    decalin 0.13
    glycerin 14.76
    diglyme 27.96
    acrylic acid 8.03
    isopropyl myristate 2.89
    n-butyric acid 8.83
    acetyl acetate 5.66
    di(2-ethylhexyl) phthalate 3.35
    ethyl propionate 8.64
    nitromethane 22.18
    1,2-diethoxyethane 10.47
    benzonitrile 3.37
    trioctyl phosphate 2.51
    1-bromopropane 1.99
    gamma-valerolactone 38.7
    n-decanol 1.68
    triethyl phosphate 5.35
    4-methyl-2-pentanol 2.53
    propionitrile 5.38
    vinylene carbonate 7.98
    1,1,2-trichlorotrifluoroethane 24.56
    DMS 10.7
    cumene 0.7
    2-octanol 1.64
    2-hexanone 6.99
    octyl acetate 3.7
    limonene 1.77
    1,2-dimethoxyethane 25.86
    ethyl orthosilicate 4.63
    tributyl phosphate 3.3
    diacetone alcohol 19.13
    N,N-dimethylaniline 3.63
    acrylonitrile 8.18
    aniline 5.5
    1,3-propanediol 12.05
    bromobenzene 0.79
    dibromomethane 1.5
    1,1,2,2-tetrachloroethane 6.94
    2-methyl-cyclohexyl acetate 5.22
    tetrabutyl urea 5.63
    diisobutyl methanol 1.83
    2-phenylethanol 5.51
    styrene 0.9
    dioctyl adipate 4.97
    dimethyl sulfate 25.06
    ethyl butyrate 5.83
    methyl lactate 16.32
    butyl lactate 6.12
    diethyl carbonate 4.82
    propanediol butyl ether 6.98
    triethyl orthoformate 6.25
    p-tert-butyltoluene 1.13
    methyl 4-tert-butylbenzoate 7.62
    morpholine 28.18
    tert-butylamine 1.99
    n-dodecanol 1.38
    dimethoxymethane 31.47
    ethylene carbonate 7.44
    cyrene 12.87
    2-ethoxyethyl acetate 9.96
    2-ethylhexyl acetate 4.93
    1,2,4-trichlorobenzene 2.71
    4-methylpyridine 8.76
    dibutyl ether 2.93
    2,6-dimethyl-4-heptanol 1.83
    DEF 20.55
    dimethyl isosorbide 19.59
    tetrachloroethylene 4.1
    eugenol 8.56
    triacetin 8.79
    span 80 7.9
    1,4-butanediol 3.0
    1,1-dichloroethane 1.71
    2-methyl-1-pentanol 3.12
    methyl formate 9.31
    2-methyl-1-butanol 4.89
    n-decane 0.15
    butyronitrile 3.97
    3,7-dimethyl-1-octanol 2.11
    1-chlorooctane 0.77
    1-chlorotetradecane 0.44
    n-nonane 0.1
    undecane 0.12
    tert-butylcyclohexane 0.09
    cyclooctane 0.06
    cyclopentanol 6.88
    tetrahydropyran 12.25
    tert-amyl methyl ether 6.93
    2,5,8-trioxanonane 22.92
    1-hexene 0.37
    2-isopropoxyethanol 9.35
    2,2,2-trifluoroethanol 5.97
    methyl butyrate 9.13

    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