Spiro[2H-1-benzopyran-3(4H),7a(2)-bicyclo[4.2.0]octa[1,3,5]trien]-4-one, 4a(2),5,7-trihydroxy-3a(2)-methoxy-, (3R)-

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  • Identifiers

    CAS number
    99877-68-6

    Molecular formula
    C17H14O6

    SMILES
    COC1=C(C=C2C(=C1)C[C@]23COC4=CC(=CC(=C4C3=O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 50.95%
    Phenolic 50.34%
    Spicy 34.59%
    Vanilla 30.06%
    Sweet 27.92%
    Smoky 25.88%
    Balsamic 25.27%
    Burnt 25.24%
    Woody 22.25%
    Creamy 20.27%

     

    Flavor
    Bitter 94.17%
    Bland 23.71%
    Sweet-like 20.31%
    Cedarleaf 20.23%
    Odorless 20.16%
    Parsley 20.07%
    Lovage 19.72%
    Ripe apricot 18.74%
    Eugenol 18.69%
    Red fruit 18.51%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    9.59 (weak base)

    Molecular weight
    314.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    928°C

    Flash point

    • 233.47 ˚C est.

  • Synonyms

    • CHEMBL4548307
    • DTXSID601110274
    • 99877-68-6
    • Spiro[2H-1-benzopyran-3(4H),7a(2)-bicyclo[4.2.0]octa[1,3,5]trien]-4-one, 4a(2),5,7-trihydroxy-3a(2)-methoxy-, (3R)-
    • 99877-68-6

  • Applications

    The compound Spiro[2H-1-benzopyran-3(4H),7a(2)-bicyclo[4.2.0]octa[1,3,5]trien]-4-one, 4a(2),5,7-hydroxy-3a(2)-methoxy-, (3R)- (CAS number: 99877-68-6) is a polyhydroxy spirobenzopyran derivative that is primarily considered a synthetic building block for pharmaceutical and specialty chemicals; it is commonly evaluated as an intermediate in pharmaceutical synthesis, may be used in fragrance chemistry as an aroma compound, may find application in cosmetics/personal care as a fragrance ingredient, and may serve as an antioxidant/stabilizer additive in polymers, coatings, and inks.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.7
    methanol 12.53
    isopropanol 9.51
    water 0.01
    ethyl acetate 21.08
    n-propanol 6.69
    acetone 82.67
    n-butanol 7.36
    acetonitrile 23.91
    DMF 227.54
    toluene 0.88
    isobutanol 5.05
    1,4-dioxane 35.72
    methyl acetate 21.94
    THF 178.07
    2-butanone 45.79
    n-pentanol 4.92
    sec-butanol 5.59
    n-hexane 0.05
    ethylene glycol 10.62
    NMP 56.26
    cyclohexane 0.07
    DMSO 549.17
    n-butyl acetate 12.33
    n-octanol 5.01
    chloroform 4.56
    n-propyl acetate 13.49
    acetic acid 21.35
    dichloromethane 3.39
    cyclohexanone 39.88
    propylene glycol 8.87
    isopropyl acetate 17.5
    DMAc 144.43
    2-ethoxyethanol 41.78
    isopentanol 8.6
    n-heptane 0.15
    ethyl formate 16.47
    1,2-dichloroethane 5.76
    n-hexanol 5.37
    2-methoxyethanol 105.99
    isobutyl acetate 7.81
    tetrachloromethane 0.5
    n-pentyl acetate 8.87
    transcutol 59.89
    n-heptanol 4.86
    ethylbenzene 0.68
    MIBK 22.52
    2-propoxyethanol 53.41
    tert-butanol 19.41
    MTBE 6.93
    2-butoxyethanol 21.38
    propionic acid 10.5
    o-xylene 0.97
    formic acid 17.0
    diethyl ether 6.77
    m-xylene 1.19
    p-xylene 1.0
    chlorobenzene 1.35
    dimethyl carbonate 27.71
    n-octane 0.11
    formamide 44.36
    cyclopentanone 92.75
    2-pentanone 40.89
    anisole 5.73
    cyclopentyl methyl ether 15.58
    gamma-butyrolactone 73.46
    1-methoxy-2-propanol 95.39
    pyridine 10.16
    3-pentanone 20.62
    furfural 44.6
    n-dodecane 0.2
    diethylene glycol 69.71
    diisopropyl ether 2.06
    tert-amyl alcohol 8.63
    acetylacetone 73.81
    n-hexadecane 0.24
    acetophenone 9.48
    methyl propionate 26.58
    isopentyl acetate 11.15
    trichloroethylene 12.16
    n-nonanol 5.44
    cyclohexanol 5.58
    benzyl alcohol 6.35
    2-ethylhexanol 4.31
    isooctanol 4.46
    dipropyl ether 6.71
    1,2-dichlorobenzene 2.02
    ethyl lactate 17.13
    propylene carbonate 20.68
    n-methylformamide 69.74
    2-pentanol 5.57
    n-pentane 0.05
    1-propoxy-2-propanol 38.02
    1-methoxy-2-propyl acetate 31.29
    2-(2-methoxypropoxy) propanol 26.89
    mesitylene 0.97
    ε-caprolactone 24.38
    p-cymene 1.46
    epichlorohydrin 68.6
    1,1,1-trichloroethane 3.85
    2-aminoethanol 11.02
    morpholine-4-carbaldehyde 73.01
    sulfolane 124.06
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 19.79
    n-hexyl acetate 10.76
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 33.51
    sec-butyl acetate 7.78
    tert-butyl acetate 21.4
    decalin 0.1
    glycerin 40.3
    diglyme 62.92
    acrylic acid 13.57
    isopropyl myristate 5.82
    n-butyric acid 17.78
    acetyl acetate 15.77
    di(2-ethylhexyl) phthalate 6.46
    ethyl propionate 14.18
    nitromethane 138.01
    1,2-diethoxyethane 16.52
    benzonitrile 7.51
    trioctyl phosphate 5.79
    1-bromopropane 1.57
    gamma-valerolactone 116.86
    n-decanol 4.19
    triethyl phosphate 7.42
    4-methyl-2-pentanol 5.17
    propionitrile 18.16
    vinylene carbonate 17.72
    1,1,2-trichlorotrifluoroethane 49.34
    DMS 13.35
    cumene 0.68
    2-octanol 3.61
    2-hexanone 19.08
    octyl acetate 7.17
    limonene 1.96
    1,2-dimethoxyethane 87.47
    ethyl orthosilicate 6.18
    tributyl phosphate 6.53
    diacetone alcohol 51.5
    N,N-dimethylaniline 4.58
    acrylonitrile 33.91
    aniline 3.34
    1,3-propanediol 26.65
    bromobenzene 1.0
    dibromomethane 1.48
    1,1,2,2-tetrachloroethane 12.06
    2-methyl-cyclohexyl acetate 8.42
    tetrabutyl urea 11.05
    diisobutyl methanol 4.32
    2-phenylethanol 7.98
    styrene 0.67
    dioctyl adipate 9.51
    dimethyl sulfate 55.66
    ethyl butyrate 11.02
    methyl lactate 38.86
    butyl lactate 13.42
    diethyl carbonate 7.48
    propanediol butyl ether 20.29
    triethyl orthoformate 9.19
    p-tert-butyltoluene 1.53
    methyl 4-tert-butylbenzoate 14.86
    morpholine 41.56
    tert-butylamine 3.68
    n-dodecanol 3.21
    dimethoxymethane 135.65
    ethylene carbonate 17.12
    cyrene 29.38
    2-ethoxyethyl acetate 16.06
    2-ethylhexyl acetate 7.53
    1,2,4-trichlorobenzene 2.92
    4-methylpyridine 9.49
    dibutyl ether 5.64
    2,6-dimethyl-4-heptanol 4.32
    DEF 34.38
    dimethyl isosorbide 46.4
    tetrachloroethylene 5.29
    eugenol 16.73
    triacetin 18.15
    span 80 16.2
    1,4-butanediol 8.84
    1,1-dichloroethane 3.61
    2-methyl-1-pentanol 4.75
    methyl formate 56.87
    2-methyl-1-butanol 5.28
    n-decane 0.32
    butyronitrile 14.27
    3,7-dimethyl-1-octanol 5.21
    1-chlorooctane 1.7
    1-chlorotetradecane 0.85
    n-nonane 0.23
    undecane 0.25
    tert-butylcyclohexane 0.11
    cyclooctane 0.05
    cyclopentanol 9.66
    tetrahydropyran 13.53
    tert-amyl methyl ether 6.0
    2,5,8-trioxanonane 48.39
    1-hexene 0.33
    2-isopropoxyethanol 23.81
    2,2,2-trifluoroethanol 13.28
    methyl butyrate 19.12

    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