3,11-Dihydro-8-methoxy-3,3,5-trimethylpyrano(3,2-a)carbazol-9-ol

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  • Identifiers

    CAS number
    28513-33-9

    Molecular formula
    C19H19NO3

    SMILES
    CC1=CC2=C(C3=C1OC(C=C3)(C)C)NC4=CC(=C(C=C42)OC)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 43.23%
    Fruity 41.79%
    Sweet 40.04%
    Powdery 36.76%
    Spicy 34.17%
    Musk 32.5%
    Vanilla 30.53%
    Woody 29.4%
    Smoky 27.82%
    Dry 26.4%

     

    Flavor
    Bitter 91.73%
    Parsley 20.19%
    Cedarleaf 19.79%
    Eugenol 19.47%
    Very strong 19.24%
    Indole 19.04%
    Bland 19.0%
    Sweet-like 18.96%
    Ripe apricot 18.72%
    Red fruit 18.68%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.3

    pKa est.
    7.98 (neutral)

    Molecular weight
    309.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    826°C

    Melting point expt.

    • 183 - 185 °C

    Flash point

    • 237.34 ˚C est.

  • Synonyms

    • 28513-33-9
    • 3,11-Dihydro-8-methoxy-3,3,5-trimethylpyrano[3,2-a]carbazol-9-ol
    • DTXSID301170207
    • 3,11-Dihydro-8-methoxy-3,3,5-trimethylpyrano(3,2-a)carbazol-9-ol
    • RefChem:1065483
    • DTXCID601601619
    • Koenigine
    • 8-methoxy-3,3,5-trimethyl-11H-pyrano[3,2-a]carbazol-9-ol
    • Kenigine
    • 8-Methoxy-3,3,5-trimethyl-3,11-dihydropyrano[3,2-a]carbazol-9-ol
    • orb1680553
    • CHEMBL5589765
    • SCHEMBL31324179
    • CHEBI:168437
    • DBA51333
    • AKOS040763243
    • 3,11-Dihydro-8-methoxy-3,3,5-trimethylpyrano[3,2-a]carbazol-9-ol, 9CI
    • 13-methoxy-5,5,8-trimethyl-6-oxa-17-azatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1,3,7,9,11,13,15-heptaen-14-ol
    • 28513-33-9

  • Applications

    Primarily used as a specialty chemical intermediate in the synthesis of heterocyclic compounds and pigment precursors for coatings, inks, and polymer formulations; it also serves as a building block for organic electronic materials, including emissive and hole-transport components for OLEDs and related devices; in research and development settings, it supports the preparation of other heterocycles and functional materials; and it may function as a fluorescent dye precursor for pigments in polymer matrices and advanced plastics.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 16.07
    methanol 14.73
    isopropanol 14.45
    water 0.01
    ethyl acetate 34.69
    n-propanol 15.87
    acetone 70.31
    n-butanol 16.82
    acetonitrile 12.85
    DMF 128.33
    toluene 3.37
    isobutanol 15.51
    1,4-dioxane 58.07
    methyl acetate 45.77
    THF 156.25
    2-butanone 55.78
    n-pentanol 19.07
    sec-butanol 12.52
    n-hexane 0.52
    ethylene glycol 7.74
    NMP 54.82
    cyclohexane 0.41
    DMSO 101.93
    n-butyl acetate 45.96
    n-octanol 21.39
    chloroform 45.55
    n-propyl acetate 49.88
    acetic acid 29.94
    dichloromethane 35.82
    cyclohexanone 58.64
    propylene glycol 9.63
    isopropyl acetate 31.46
    DMAc 145.99
    2-ethoxyethanol 67.88
    isopentanol 21.34
    n-heptane 0.83
    ethyl formate 23.78
    1,2-dichloroethane 24.08
    n-hexanol 24.34
    2-methoxyethanol 77.5
    isobutyl acetate 49.21
    tetrachloromethane 3.24
    n-pentyl acetate 51.83
    transcutol 117.02
    n-heptanol 23.03
    ethylbenzene 4.9
    MIBK 34.7
    2-propoxyethanol 95.45
    tert-butanol 21.97
    MTBE 22.38
    2-butoxyethanol 60.11
    propionic acid 18.91
    o-xylene 3.5
    formic acid 11.28
    diethyl ether 16.72
    m-xylene 4.5
    p-xylene 9.11
    chlorobenzene 10.3
    dimethyl carbonate 32.3
    n-octane 1.11
    formamide 21.75
    cyclopentanone 92.38
    2-pentanone 43.0
    anisole 21.78
    cyclopentyl methyl ether 28.8
    gamma-butyrolactone 86.54
    1-methoxy-2-propanol 65.49
    pyridine 30.08
    3-pentanone 29.96
    furfural 59.41
    n-dodecane 1.64
    diethylene glycol 77.72
    diisopropyl ether 7.21
    tert-amyl alcohol 17.87
    acetylacetone 62.92
    n-hexadecane 1.86
    acetophenone 31.51
    methyl propionate 37.65
    isopentyl acetate 50.14
    trichloroethylene 56.44
    n-nonanol 22.73
    cyclohexanol 13.28
    benzyl alcohol 25.64
    2-ethylhexanol 18.35
    isooctanol 21.49
    dipropyl ether 17.59
    1,2-dichlorobenzene 12.45
    ethyl lactate 31.19
    propylene carbonate 43.53
    n-methylformamide 35.23
    2-pentanol 11.61
    n-pentane 0.32
    1-propoxy-2-propanol 58.89
    1-methoxy-2-propyl acetate 61.84
    2-(2-methoxypropoxy) propanol 55.86
    mesitylene 3.42
    ε-caprolactone 51.9
    p-cymene 7.3
    epichlorohydrin 96.31
    1,1,1-trichloroethane 19.72
    2-aminoethanol 13.54
    morpholine-4-carbaldehyde 102.57
    sulfolane 86.66
    2,2,4-trimethylpentane 0.71
    2-methyltetrahydrofuran 49.43
    n-hexyl acetate 52.63
    isooctane 0.63
    2-(2-butoxyethoxy)ethanol 71.47
    sec-butyl acetate 34.41
    tert-butyl acetate 36.37
    decalin 1.02
    glycerin 24.73
    diglyme 108.36
    acrylic acid 18.85
    isopropyl myristate 23.02
    n-butyric acid 28.47
    acetyl acetate 24.59
    di(2-ethylhexyl) phthalate 26.59
    ethyl propionate 35.91
    nitromethane 68.16
    1,2-diethoxyethane 56.52
    benzonitrile 22.73
    trioctyl phosphate 21.02
    1-bromopropane 10.67
    gamma-valerolactone 122.79
    n-decanol 18.05
    triethyl phosphate 23.79
    4-methyl-2-pentanol 12.54
    propionitrile 17.21
    vinylene carbonate 41.18
    1,1,2-trichlorotrifluoroethane 63.21
    DMS 55.78
    cumene 5.71
    2-octanol 18.92
    2-hexanone 50.18
    octyl acetate 30.51
    limonene 8.35
    1,2-dimethoxyethane 116.99
    ethyl orthosilicate 22.67
    tributyl phosphate 23.98
    diacetone alcohol 47.45
    N,N-dimethylaniline 18.22
    acrylonitrile 23.45
    aniline 10.16
    1,3-propanediol 27.2
    bromobenzene 9.12
    dibromomethane 17.4
    1,1,2,2-tetrachloroethane 44.3
    2-methyl-cyclohexyl acetate 33.62
    tetrabutyl urea 32.67
    diisobutyl methanol 12.4
    2-phenylethanol 32.38
    styrene 5.19
    dioctyl adipate 31.76
    dimethyl sulfate 52.44
    ethyl butyrate 31.51
    methyl lactate 30.33
    butyl lactate 41.45
    diethyl carbonate 24.8
    propanediol butyl ether 46.49
    triethyl orthoformate 28.78
    p-tert-butyltoluene 6.72
    methyl 4-tert-butylbenzoate 37.6
    morpholine 65.32
    tert-butylamine 8.32
    n-dodecanol 13.89
    dimethoxymethane 97.51
    ethylene carbonate 36.57
    cyrene 57.06
    2-ethoxyethyl acetate 75.1
    2-ethylhexyl acetate 38.89
    1,2,4-trichlorobenzene 17.29
    4-methylpyridine 29.32
    dibutyl ether 22.17
    2,6-dimethyl-4-heptanol 12.4
    DEF 44.27
    dimethyl isosorbide 79.22
    tetrachloroethylene 25.65
    eugenol 46.29
    triacetin 55.49
    span 80 40.29
    1,4-butanediol 16.12
    1,1-dichloroethane 21.26
    2-methyl-1-pentanol 22.6
    methyl formate 35.13
    2-methyl-1-butanol 17.24
    n-decane 2.47
    butyronitrile 18.12
    3,7-dimethyl-1-octanol 19.53
    1-chlorooctane 10.56
    1-chlorotetradecane 5.24
    n-nonane 1.89
    undecane 1.98
    tert-butylcyclohexane 1.14
    cyclooctane 0.27
    cyclopentanol 17.55
    tetrahydropyran 34.42
    tert-amyl methyl ether 17.97
    2,5,8-trioxanonane 82.2
    1-hexene 3.55
    2-isopropoxyethanol 58.17
    2,2,2-trifluoroethanol 13.79
    methyl butyrate 47.08

    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