NAPHTHO(1,8-bc)PYRAN-7,8-DIONE, 6,9-DIMETHYL-3-(4-METHYL-3-PENTENYL)-

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  • Identifiers

    CAS number
    99671-97-3

    Molecular formula
    C20H20O3

    SMILES
    CC1=C2C3=C(C=C1)C(=COC3=C(C(=O)C2=O)C)CCC=C(C)C

    Safety labels

  • Odor profile

    Fragrance
    Fruity 45.12%
    Sweet 43.79%
    Spicy 39.55%
    Floral 37.15%
    Woody 31.33%
    Herbal 31.0%
    Fresh 27.93%
    Citrus 27.83%
    Powdery 27.83%
    Dry 27.53%

     

    Flavor
    Bitter 64.27%
    Lovage 20.76%
    Basil 19.86%
    Cedarleaf 19.17%
    Parsley 19.1%
    Outdoor 18.82%
    Red fruit 18.45%
    Oriental 18.41%
    Ripe apricot 18.34%
    Heather 18.3%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.8

    pKa est.
    6.04 (neutral)

    Molecular weight
    308.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    511°C

    Flash point

    • 212.14 ˚C est.

  • Synonyms

    • Biflorin (Capraria)
    • BRN 0034279
    • NAPHTHO(1,8-bc)PYRAN-7,8-DIONE, 6,9-DIMETHYL-3-(4-METHYL-3-PENTENYL)-
    • DTXSID90244198
    • 4-17-00-06468 (Beilstein Handbook Reference)
    • 8,12-dimethyl-4-(4-methylpent-3-enyl)-2-oxatricyclo(7.3.1.05,13)trideca-1(12),3,5(13),6,8-pentaene-10,11-dione
    • 8,12-dimethyl-4-(4-methylpent-3-enyl)-2-oxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,8-pentaene-10,11-dione
    • RefChem:365426
    • DTXCID90166689
    • 99671-97-3
    • CHEMBL252517
    • SCHEMBL1765780
    • 6,9-Dimethyl-3-(4-methylpent-3-en-1-yl)naphtho[1,8-bc]pyran-7,8-dione
    • 99671-97-3

  • Applications

    NAPHTHO(1,8-bc)PYRAN-7,8-DIONE, 6,9-DIMETHYL-3-(4-METHYL-3-PENTENYL)- (CAS 99671-97-3) is a polycyclic naphthoquinone-based compound that is typically evaluated as a chemical intermediate in specialty organic synthesis. In industry, it may be used as a precursor or building block for fragrance ingredients and odorants in perfumery, and as a precursor for colorants used in coatings and inks. It may also be considered as an aroma-related component in cosmetics/personal care formulations, and in the polymers/plastics sector may serve as a precursor or additive for tailored plastic formulations. This is a specialty chemical intermediate with potential applications in industrial manufacturing, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.5
    methanol 8.3
    isopropanol 9.9
    water 0.0
    ethyl acetate 50.64
    n-propanol 20.68
    acetone 42.04
    n-butanol 24.97
    acetonitrile 18.04
    DMF 112.47
    toluene 133.67
    isobutanol 17.53
    1,4-dioxane 71.2
    methyl acetate 57.8
    THF 111.47
    2-butanone 85.85
    n-pentanol 24.05
    sec-butanol 15.81
    n-hexane 1.69
    ethylene glycol 1.67
    NMP 181.75
    cyclohexane 4.36
    DMSO 27.14
    n-butyl acetate 57.55
    n-octanol 9.0
    chloroform 237.94
    n-propyl acetate 48.92
    acetic acid 21.34
    dichloromethane 221.38
    cyclohexanone 166.85
    propylene glycol 3.51
    isopropyl acetate 41.71
    DMAc 164.5
    2-ethoxyethanol 33.91
    isopentanol 30.03
    n-heptane 0.98
    ethyl formate 31.1
    1,2-dichloroethane 150.58
    n-hexanol 29.07
    2-methoxyethanol 38.29
    isobutyl acetate 42.45
    tetrachloromethane 17.76
    n-pentyl acetate 47.76
    transcutol 86.31
    n-heptanol 17.15
    ethylbenzene 46.57
    MIBK 48.03
    2-propoxyethanol 57.74
    tert-butanol 14.11
    MTBE 22.74
    2-butoxyethanol 40.75
    propionic acid 22.72
    o-xylene 56.96
    formic acid 4.64
    diethyl ether 27.36
    m-xylene 61.35
    p-xylene 56.21
    chlorobenzene 120.51
    dimethyl carbonate 33.02
    n-octane 0.79
    formamide 10.49
    cyclopentanone 152.81
    2-pentanone 70.68
    anisole 64.67
    cyclopentyl methyl ether 71.47
    gamma-butyrolactone 122.31
    1-methoxy-2-propanol 32.4
    pyridine 199.31
    3-pentanone 63.7
    furfural 130.61
    n-dodecane 0.8
    diethylene glycol 27.37
    diisopropyl ether 10.6
    tert-amyl alcohol 17.89
    acetylacetone 61.01
    n-hexadecane 1.01
    acetophenone 82.99
    methyl propionate 59.52
    isopentyl acetate 62.18
    trichloroethylene 341.96
    n-nonanol 10.75
    cyclohexanol 34.35
    benzyl alcohol 70.03
    2-ethylhexanol 22.8
    isooctanol 17.0
    dipropyl ether 15.64
    1,2-dichlorobenzene 95.4
    ethyl lactate 23.1
    propylene carbonate 74.34
    n-methylformamide 31.85
    2-pentanol 15.49
    n-pentane 1.48
    1-propoxy-2-propanol 34.07
    1-methoxy-2-propyl acetate 62.06
    2-(2-methoxypropoxy) propanol 39.96
    mesitylene 26.31
    ε-caprolactone 139.13
    p-cymene 20.93
    epichlorohydrin 209.02
    1,1,1-trichloroethane 96.74
    2-aminoethanol 6.11
    morpholine-4-carbaldehyde 137.86
    sulfolane 110.93
    2,2,4-trimethylpentane 2.0
    2-methyltetrahydrofuran 89.92
    n-hexyl acetate 47.04
    isooctane 1.4
    2-(2-butoxyethoxy)ethanol 44.79
    sec-butyl acetate 43.4
    tert-butyl acetate 41.97
    decalin 4.63
    glycerin 6.76
    diglyme 84.92
    acrylic acid 23.08
    isopropyl myristate 19.82
    n-butyric acid 43.58
    acetyl acetate 34.76
    di(2-ethylhexyl) phthalate 28.69
    ethyl propionate 43.27
    nitromethane 45.13
    1,2-diethoxyethane 42.66
    benzonitrile 88.57
    trioctyl phosphate 16.88
    1-bromopropane 65.97
    gamma-valerolactone 185.57
    n-decanol 8.14
    triethyl phosphate 27.39
    4-methyl-2-pentanol 14.99
    propionitrile 33.83
    vinylene carbonate 75.23
    1,1,2-trichlorotrifluoroethane 93.03
    DMS 57.08
    cumene 26.48
    2-octanol 11.55
    2-hexanone 54.59
    octyl acetate 23.62
    limonene 22.51
    1,2-dimethoxyethane 66.19
    ethyl orthosilicate 26.59
    tributyl phosphate 21.4
    diacetone alcohol 45.0
    N,N-dimethylaniline 44.96
    acrylonitrile 48.32
    aniline 94.46
    1,3-propanediol 14.43
    bromobenzene 128.45
    dibromomethane 137.5
    1,1,2,2-tetrachloroethane 223.87
    2-methyl-cyclohexyl acetate 47.68
    tetrabutyl urea 30.71
    diisobutyl methanol 13.47
    2-phenylethanol 71.91
    styrene 56.32
    dioctyl adipate 30.99
    dimethyl sulfate 45.89
    ethyl butyrate 40.86
    methyl lactate 22.93
    butyl lactate 35.1
    diethyl carbonate 30.73
    propanediol butyl ether 23.18
    triethyl orthoformate 32.0
    p-tert-butyltoluene 18.42
    methyl 4-tert-butylbenzoate 50.44
    morpholine 91.93
    tert-butylamine 8.78
    n-dodecanol 6.35
    dimethoxymethane 59.68
    ethylene carbonate 58.22
    cyrene 58.77
    2-ethoxyethyl acetate 67.63
    2-ethylhexyl acetate 56.68
    1,2,4-trichlorobenzene 122.83
    4-methylpyridine 221.91
    dibutyl ether 14.61
    2,6-dimethyl-4-heptanol 13.47
    DEF 90.44
    dimethyl isosorbide 83.76
    tetrachloroethylene 128.18
    eugenol 55.02
    triacetin 44.72
    span 80 32.74
    1,4-butanediol 7.45
    1,1-dichloroethane 104.38
    2-methyl-1-pentanol 34.5
    methyl formate 24.63
    2-methyl-1-butanol 29.33
    n-decane 1.24
    butyronitrile 37.93
    3,7-dimethyl-1-octanol 14.47
    1-chlorooctane 9.28
    1-chlorotetradecane 4.3
    n-nonane 0.95
    undecane 0.97
    tert-butylcyclohexane 3.59
    cyclooctane 1.55
    cyclopentanol 30.07
    tetrahydropyran 78.28
    tert-amyl methyl ether 26.18
    2,5,8-trioxanonane 59.64
    1-hexene 12.09
    2-isopropoxyethanol 32.48
    2,2,2-trifluoroethanol 8.63
    methyl butyrate 56.49

    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