8-methoxy-3,3,5-trimethyl-11H-pyrano(3,2-a)carbazole

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  • Identifiers

    CAS number
    21087-98-9

    Molecular formula
    C19H19NO2

    SMILES
    CC1=CC2=C(C3=C1OC(C=C3)(C)C)NC4=C2C=C(C=C4)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 54.33%
    Floral 46.8%
    Sweet 46.34%
    Powdery 38.93%
    Musk 38.9%
    Animal 30.98%
    Phenolic 29.44%
    Neroli 27.68%
    Berry 26.66%
    Raspberry 24.99%

     

    Flavor
    Bitter 91.62%
    Very strong 19.59%
    Parsley 19.54%
    Cedarleaf 19.43%
    Indole 19.28%
    Ripe apricot 18.61%
    Red fruit 18.43%
    Lovage 18.34%
    Cereal 18.28%
    Eugenol 18.23%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.6

    pKa est.
    7.55 (neutral)

    Molecular weight
    293.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    631°C

    Melting point expt.

    • 194 - 195 °C

    Flash point

    • 219.96 ˚C est.

  • Synonyms

    • 8-methoxy-3,3,5-trimethyl-11H-pyrano[3,2-a]carbazole
    • 8-methoxy-3,3,5-trimethyl-11H-pyrano(3,2-a)carbazole
    • RefChem:794352
    • Koenimbine
    • 21087-98-9
    • Koenimbin
    • Kenimbine
    • 8-Methoxy-3,3,5-trimethyl-3,11-dihydropyrano[3,2-a]carbazole
    • Pyrano(3,2-a)carbazole, 3,11-dihydro-8-methoxy-3,3,5-trimethyl-
    • Koenimbine?
    • 3,11-Dihydro-8-methoxy-3,3,5-trimethylpyrano(3,2-a)carbazole
    • NSC127152
    • orb1680586
    • CHEMBL2323768
    • SCHEMBL29581663
    • DTXSID90175317
    • CHEBI:169698
    • WAA08798
    • BDBM50207384
    • AKOS030537929
    • HY-W727999
    • NSC 127152
    • NSC-127152
    • DA-64759
    • CS-0832195
    • H63589
    • AK-693/40962758
    • 3,11-Dihydro-8-methoxy-3,3,5-trimethylpyrano[3,2-a]carbazole, 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-heptaene
    • Koenimbine; Pyrano[3,2-a]carbazole, 3,11-dihydro-8-methoxy-3,3,5-trimethyl-; Kenimbine; Koenimbin; Koenimbine; NSC 127152
    • 21087-98-9

  • Applications

    8-methoxy-3,3,5-trimethyl-11H-pyrano(3,2-a)carbazole, CAS 21087-98-9, is typically used as a synthetic building block in advanced materials: as a chromophore and a potential hole-transport component in organic electronics (e.g., OLEDs and related devices); as a precursor for dyes and pigments used in specialty coatings and inks; as a fluorescent component or sensing motif in polymeric materials; and as a versatile scaffold for derivatization and library development in chemical synthesis and R&D.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 25.47
    methanol 18.71
    isopropanol 19.48
    water 0.02
    ethyl acetate 80.33
    n-propanol 26.3
    acetone 104.5
    n-butanol 27.23
    acetonitrile 24.31
    DMF 156.34
    toluene 16.68
    isobutanol 24.78
    1,4-dioxane 141.29
    methyl acetate 109.1
    THF 265.23
    2-butanone 110.95
    n-pentanol 30.67
    sec-butanol 22.02
    n-hexane 2.26
    ethylene glycol 8.0
    NMP 100.4
    cyclohexane 2.31
    DMSO 99.34
    n-butyl acetate 96.78
    n-octanol 32.28
    chloroform 136.74
    n-propyl acetate 102.4
    acetic acid 30.97
    dichloromethane 120.6
    cyclohexanone 116.51
    propylene glycol 10.81
    isopropyl acetate 64.97
    DMAc 238.33
    2-ethoxyethanol 93.87
    isopentanol 34.04
    n-heptane 2.52
    ethyl formate 43.03
    1,2-dichloroethane 73.62
    n-hexanol 43.77
    2-methoxyethanol 88.14
    isobutyl acetate 105.63
    tetrachloromethane 10.5
    n-pentyl acetate 91.52
    transcutol 202.77
    n-heptanol 31.24
    ethylbenzene 18.61
    MIBK 61.95
    2-propoxyethanol 136.07
    tert-butanol 25.93
    MTBE 51.2
    2-butoxyethanol 80.83
    propionic acid 30.09
    o-xylene 13.74
    formic acid 9.26
    diethyl ether 52.67
    m-xylene 15.96
    p-xylene 31.29
    chlorobenzene 35.7
    dimethyl carbonate 56.85
    n-octane 2.84
    formamide 18.64
    cyclopentanone 156.5
    2-pentanone 81.56
    anisole 60.65
    cyclopentyl methyl ether 70.08
    gamma-butyrolactone 150.43
    1-methoxy-2-propanol 74.07
    pyridine 79.23
    3-pentanone 72.22
    furfural 103.11
    n-dodecane 3.6
    diethylene glycol 85.23
    diisopropyl ether 19.8
    tert-amyl alcohol 27.88
    acetylacetone 106.99
    n-hexadecane 4.18
    acetophenone 68.48
    methyl propionate 84.5
    isopentyl acetate 101.2
    trichloroethylene 150.75
    n-nonanol 33.47
    cyclohexanol 26.68
    benzyl alcohol 48.1
    2-ethylhexanol 35.78
    isooctanol 30.33
    dipropyl ether 39.16
    1,2-dichlorobenzene 37.11
    ethyl lactate 46.38
    propylene carbonate 82.34
    n-methylformamide 39.84
    2-pentanol 19.98
    n-pentane 1.38
    1-propoxy-2-propanol 77.11
    1-methoxy-2-propyl acetate 114.46
    2-(2-methoxypropoxy) propanol 81.38
    mesitylene 11.03
    ε-caprolactone 112.02
    p-cymene 18.23
    epichlorohydrin 186.27
    1,1,1-trichloroethane 58.78
    2-aminoethanol 15.42
    morpholine-4-carbaldehyde 170.53
    sulfolane 119.29
    2,2,4-trimethylpentane 2.38
    2-methyltetrahydrofuran 117.01
    n-hexyl acetate 101.88
    isooctane 1.77
    2-(2-butoxyethoxy)ethanol 102.47
    sec-butyl acetate 76.33
    tert-butyl acetate 64.62
    decalin 3.99
    glycerin 21.49
    diglyme 165.34
    acrylic acid 25.06
    isopropyl myristate 43.3
    n-butyric acid 44.35
    acetyl acetate 55.75
    di(2-ethylhexyl) phthalate 44.98
    ethyl propionate 78.62
    nitromethane 84.09
    1,2-diethoxyethane 111.28
    benzonitrile 46.06
    trioctyl phosphate 32.49
    1-bromopropane 39.46
    gamma-valerolactone 200.67
    n-decanol 26.96
    triethyl phosphate 44.65
    4-methyl-2-pentanol 20.04
    propionitrile 30.05
    vinylene carbonate 80.8
    1,1,2-trichlorotrifluoroethane 96.08
    DMS 123.74
    cumene 18.36
    2-octanol 26.89
    2-hexanone 95.31
    octyl acetate 56.2
    limonene 20.84
    1,2-dimethoxyethane 184.5
    ethyl orthosilicate 43.09
    tributyl phosphate 40.79
    diacetone alcohol 60.28
    N,N-dimethylaniline 43.05
    acrylonitrile 36.8
    aniline 27.62
    1,3-propanediol 28.96
    bromobenzene 36.33
    dibromomethane 68.11
    1,1,2,2-tetrachloroethane 112.03
    2-methyl-cyclohexyl acetate 66.08
    tetrabutyl urea 52.65
    diisobutyl methanol 21.13
    2-phenylethanol 59.17
    styrene 20.91
    dioctyl adipate 55.88
    dimethyl sulfate 81.65
    ethyl butyrate 65.73
    methyl lactate 41.57
    butyl lactate 58.57
    diethyl carbonate 51.36
    propanediol butyl ether 58.49
    triethyl orthoformate 56.89
    p-tert-butyltoluene 16.79
    methyl 4-tert-butylbenzoate 61.67
    morpholine 135.08
    tert-butylamine 13.46
    n-dodecanol 21.74
    dimethoxymethane 150.73
    ethylene carbonate 71.23
    cyrene 80.44
    2-ethoxyethyl acetate 142.21
    2-ethylhexyl acetate 87.42
    1,2,4-trichlorobenzene 49.03
    4-methylpyridine 75.77
    dibutyl ether 47.74
    2,6-dimethyl-4-heptanol 21.13
    DEF 84.04
    dimethyl isosorbide 124.14
    tetrachloroethylene 66.36
    eugenol 68.34
    triacetin 105.26
    span 80 56.79
    1,4-butanediol 18.54
    1,1-dichloroethane 61.76
    2-methyl-1-pentanol 38.36
    methyl formate 42.8
    2-methyl-1-butanol 30.01
    n-decane 5.6
    butyronitrile 31.94
    3,7-dimethyl-1-octanol 32.83
    1-chlorooctane 23.5
    1-chlorotetradecane 11.88
    n-nonane 4.61
    undecane 4.38
    tert-butylcyclohexane 4.14
    cyclooctane 1.25
    cyclopentanol 30.22
    tetrahydropyran 95.93
    tert-amyl methyl ether 43.15
    2,5,8-trioxanonane 122.73
    1-hexene 13.6
    2-isopropoxyethanol 86.79
    2,2,2-trifluoroethanol 16.43
    methyl butyrate 95.14

    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