1H-Naphtho(2,3-c)pyran-1-one, 3,4-dihydro-9,10-dihydroxy-7-methoxy-3-methylene-

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  • Identifiers

    CAS number
    80503-54-4

    Molecular formula
    C15H12O5

    SMILES
    COC1=CC(=C2C(=C1)C=C3CC(=C)OC(=O)C3=C2O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 46.58%
    Odorless 45.27%
    Spicy 32.2%
    Sweet 30.84%
    Woody 27.69%
    Nutty 23.41%
    Vanilla 22.95%
    Dry 22.32%
    Burnt 22.24%
    Balsamic 22.2%

     

    Flavor
    Bitter 86.1%
    Odorless 25.97%
    Bland 21.17%
    Cedarleaf 20.97%
    Lovage 20.71%
    Parsley 20.63%
    Sweet-like 20.0%
    Ripe apricot 19.95%
    Red fruit 19.62%
    Nitrile 19.19%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    9.33 (weak base)

    Molecular weight
    272.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    528°C

    Flash point

    • 238.76 ˚C est.

  • Synonyms

    • 1H-Naphtho(2,3-c)pyran-1-one, 3,4-dihydro-9,10-dihydroxy-7-methoxy-3-methylene-
    • 80503-54-4
    • DTXSID90230374
    • 9,10-dihydroxy-7-methoxy-3-methylidene-4H-benzo[g]isochromen-1-one
    • 9,10-dihydroxy-7-methoxy-3-methylidene-4H-benzo(g)isochromen-1-one
    • RefChem:79901
    • DTXCID90152865
    • SCHEMBL29615880
    • 9,10-Dihydroxy-7-methoxy-3-methylidene-3,4-dihydro-1H-naphtho[2,3-c]pyran-1-one
    • 80503-54-4

  • Applications

    For 1H-Naphtho(2,3-c)pyran-1-one, 3,4-dihydro-9,10-dihydroxy-7-methoxy-3-methylene- (CAS 80503-54-4), the compound is primarily encountered as a synthetic building block and research intermediate in organic and medicinal chemistry, enabling diversification of polycyclic hydroxy- and methoxy-substituted frameworks; it is commonly evaluated for pharmaceutical and agrochemical lead-structure studies. It may also be used as a precursor in fragrance and odorant applications, depending on formulation and regulatory considerations. In coatings, inks, and plastics, the molecule can function as a UV-absorbing chromophore or pigment/dye precursor, while in polymer and materials science it serves as a versatile building block for advanced material designs. The applicability is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.19
    methanol 2.04
    isopropanol 1.55
    water 0.01
    ethyl acetate 8.96
    n-propanol 1.76
    acetone 11.16
    n-butanol 1.92
    acetonitrile 7.47
    DMF 111.29
    toluene 0.47
    isobutanol 1.74
    1,4-dioxane 16.52
    methyl acetate 12.89
    THF 54.36
    2-butanone 8.99
    n-pentanol 2.23
    sec-butanol 1.27
    n-hexane 0.02
    ethylene glycol 7.11
    NMP 118.76
    cyclohexane 0.02
    DMSO 223.89
    n-butyl acetate 11.15
    n-octanol 3.41
    chloroform 2.01
    n-propyl acetate 12.62
    acetic acid 19.65
    dichloromethane 2.45
    cyclohexanone 19.95
    propylene glycol 8.34
    isopropyl acetate 7.86
    DMAc 102.11
    2-ethoxyethanol 27.83
    isopentanol 2.98
    n-heptane 0.06
    ethyl formate 9.27
    1,2-dichloroethane 3.07
    n-hexanol 2.1
    2-methoxyethanol 61.45
    isobutyl acetate 9.36
    tetrachloromethane 0.19
    n-pentyl acetate 8.79
    transcutol 152.45
    n-heptanol 2.77
    ethylbenzene 0.44
    MIBK 8.52
    2-propoxyethanol 45.29
    tert-butanol 4.28
    MTBE 1.49
    2-butoxyethanol 18.78
    propionic acid 10.74
    o-xylene 0.56
    formic acid 14.69
    diethyl ether 1.12
    m-xylene 0.8
    p-xylene 0.8
    chlorobenzene 1.36
    dimethyl carbonate 25.39
    n-octane 0.04
    formamide 28.98
    cyclopentanone 48.65
    2-pentanone 8.66
    anisole 4.51
    cyclopentyl methyl ether 8.28
    gamma-butyrolactone 100.97
    1-methoxy-2-propanol 50.62
    pyridine 6.67
    3-pentanone 5.21
    furfural 58.97
    n-dodecane 0.1
    diethylene glycol 68.19
    diisopropyl ether 0.65
    tert-amyl alcohol 2.45
    acetylacetone 34.22
    n-hexadecane 0.13
    acetophenone 10.59
    methyl propionate 17.08
    isopentyl acetate 11.11
    trichloroethylene 8.96
    n-nonanol 3.83
    cyclohexanol 2.47
    benzyl alcohol 6.49
    2-ethylhexanol 2.45
    isooctanol 2.92
    dipropyl ether 3.19
    1,2-dichlorobenzene 2.26
    ethyl lactate 21.98
    propylene carbonate 36.27
    n-methylformamide 36.25
    2-pentanol 1.3
    n-pentane 0.01
    1-propoxy-2-propanol 33.76
    1-methoxy-2-propyl acetate 37.04
    2-(2-methoxypropoxy) propanol 35.82
    mesitylene 0.62
    ε-caprolactone 26.98
    p-cymene 1.17
    epichlorohydrin 63.47
    1,1,1-trichloroethane 2.06
    2-aminoethanol 7.31
    morpholine-4-carbaldehyde 120.2
    sulfolane 173.03
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 11.49
    n-hexyl acetate 11.49
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 45.14
    sec-butyl acetate 7.15
    tert-butyl acetate 12.23
    decalin 0.07
    glycerin 41.82
    diglyme 76.27
    acrylic acid 18.56
    isopropyl myristate 5.81
    n-butyric acid 11.71
    acetyl acetate 11.15
    di(2-ethylhexyl) phthalate 9.08
    ethyl propionate 11.95
    nitromethane 94.66
    1,2-diethoxyethane 18.0
    benzonitrile 7.65
    trioctyl phosphate 6.85
    1-bromopropane 0.59
    gamma-valerolactone 110.14
    n-decanol 3.01
    triethyl phosphate 9.65
    4-methyl-2-pentanol 1.86
    propionitrile 4.89
    vinylene carbonate 28.76
    1,1,2-trichlorotrifluoroethane 64.68
    DMS 25.13
    cumene 0.54
    2-octanol 2.02
    2-hexanone 9.46
    octyl acetate 7.53
    limonene 1.46
    1,2-dimethoxyethane 45.71
    ethyl orthosilicate 7.46
    tributyl phosphate 8.74
    diacetone alcohol 32.35
    N,N-dimethylaniline 4.2
    acrylonitrile 13.22
    aniline 2.69
    1,3-propanediol 13.38
    bromobenzene 1.04
    dibromomethane 0.93
    1,1,2,2-tetrachloroethane 7.88
    2-methyl-cyclohexyl acetate 11.42
    tetrabutyl urea 13.36
    diisobutyl methanol 2.51
    2-phenylethanol 7.7
    styrene 0.47
    dioctyl adipate 12.32
    dimethyl sulfate 66.94
    ethyl butyrate 10.97
    methyl lactate 41.79
    butyl lactate 17.56
    diethyl carbonate 9.27
    propanediol butyl ether 26.45
    triethyl orthoformate 10.73
    p-tert-butyltoluene 1.24
    methyl 4-tert-butylbenzoate 18.59
    morpholine 25.79
    tert-butylamine 0.94
    n-dodecanol 2.29
    dimethoxymethane 54.56
    ethylene carbonate 21.56
    cyrene 45.3
    2-ethoxyethyl acetate 23.99
    2-ethylhexyl acetate 7.87
    1,2,4-trichlorobenzene 4.27
    4-methylpyridine 7.23
    dibutyl ether 3.79
    2,6-dimethyl-4-heptanol 2.51
    DEF 20.3
    dimethyl isosorbide 73.82
    tetrachloroethylene 2.78
    eugenol 21.94
    triacetin 28.21
    span 80 22.65
    1,4-butanediol 5.81
    1,1-dichloroethane 1.6
    2-methyl-1-pentanol 2.73
    methyl formate 36.36
    2-methyl-1-butanol 2.16
    n-decane 0.13
    butyronitrile 4.09
    3,7-dimethyl-1-octanol 3.95
    1-chlorooctane 0.98
    1-chlorotetradecane 0.6
    n-nonane 0.09
    undecane 0.12
    tert-butylcyclohexane 0.09
    cyclooctane 0.02
    cyclopentanol 5.37
    tetrahydropyran 3.69
    tert-amyl methyl ether 1.97
    2,5,8-trioxanonane 60.08
    1-hexene 0.16
    2-isopropoxyethanol 19.17
    2,2,2-trifluoroethanol 13.54
    methyl butyrate 15.59

    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