2-Azabicyclo[4.4.1]undeca-1(10),2,4,6,8-pentaene

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  • Identifiers

    CAS number
    64183-86-4

    Molecular formula
    C10H9N

    SMILES
    C1C2=CC=CC=C1N=CC=C2

  • Odor profile

    Fragrance
    Spicy 39.63%
    Nutty 37.16%
    Roasted 35.47%
    Green 33.06%
    Fishy 25.08%
    Pungent 24.72%
    Meaty 23.48%
    Herbal 22.32%
    Vegetable 20.3%
    Sweet 20.18%

     

    Flavor
    Bitter 31.63%
    Animal 22.53%
    Shrimp 21.59%
    Alkaline 19.45%
    Nitrile 18.6%
    Cereal 18.39%
    Taco 18.27%
    Amine 18.15%
    Indole 17.62%
    Very strong 17.61%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    8.7 (weak base)

    Molecular weight
    143.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    241°C

    Flash point

    • 113.31 ˚C est.

  • Synonyms

    • 64183-86-4
    • 2-Azabicyclo[4.4.1]undeca-1(10),2,4,6,8-pentaene
    • DTXSID30574562

  • Applications

    2-Azabicyclo[4.4.1]undeca-1(10),2,4,6,8-pentaene (CAS 64183-86-4) is used as an intermediate and building block in chemical synthesis. In medicinal chemistry it provides a nitrogen-containing bicyclic scaffold for exploration of new heterocycles; in general organic synthesis it enables diverse functionalization routes; it may serve as a ligand or auxiliary in asymmetric catalysis; it can be a precursor for specialty polymers or materials derived from its conjugated framework; and it may be evaluated as a dye or pigment precursor for conjugated systems in optical applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 74.98
    methanol 97.59
    isopropanol 58.0
    water 0.72
    ethyl acetate 162.0
    n-propanol 74.61
    acetone 292.34
    n-butanol 69.64
    acetonitrile 164.23
    DMF 647.47
    toluene 193.14
    isobutanol 61.1
    1,4-dioxane 485.77
    methyl acetate 195.4
    THF 510.36
    2-butanone 233.73
    n-pentanol 67.18
    sec-butanol 58.45
    n-hexane 27.21
    ethylene glycol 47.32
    NMP 661.24
    cyclohexane 41.72
    DMSO 772.58
    n-butyl acetate 112.92
    n-octanol 51.46
    chloroform 708.99
    n-propyl acetate 119.81
    acetic acid 148.26
    dichloromethane 645.91
    cyclohexanone 383.76
    propylene glycol 45.23
    isopropyl acetate 103.51
    DMAc 442.69
    2-ethoxyethanol 142.56
    isopentanol 61.39
    n-heptane 25.63
    ethyl formate 126.74
    1,2-dichloroethane 376.93
    n-hexanol 78.47
    2-methoxyethanol 206.84
    isobutyl acetate 89.58
    tetrachloromethane 108.6
    n-pentyl acetate 84.67
    transcutol 506.94
    n-heptanol 47.94
    ethylbenzene 80.76
    MIBK 111.69
    2-propoxyethanol 172.96
    tert-butanol 71.24
    MTBE 85.49
    2-butoxyethanol 108.25
    propionic acid 128.78
    o-xylene 101.38
    formic acid 59.15
    diethyl ether 129.24
    m-xylene 106.43
    p-xylene 100.73
    chlorobenzene 248.47
    dimethyl carbonate 146.23
    n-octane 12.42
    formamide 105.77
    cyclopentanone 562.58
    2-pentanone 176.36
    anisole 182.52
    cyclopentyl methyl ether 237.88
    gamma-butyrolactone 565.56
    1-methoxy-2-propanol 158.27
    pyridine 456.28
    3-pentanone 179.56
    furfural 535.47
    n-dodecane 12.05
    diethylene glycol 162.42
    diisopropyl ether 48.61
    tert-amyl alcohol 61.32
    acetylacetone 278.31
    n-hexadecane 13.59
    acetophenone 177.74
    methyl propionate 190.32
    isopentyl acetate 101.61
    trichloroethylene 668.47
    n-nonanol 50.12
    cyclohexanol 93.16
    benzyl alcohol 127.01
    2-ethylhexanol 62.47
    isooctanol 43.78
    dipropyl ether 95.98
    1,2-dichlorobenzene 210.29
    ethyl lactate 75.25
    propylene carbonate 260.2
    n-methylformamide 220.22
    2-pentanol 50.4
    n-pentane 21.05
    1-propoxy-2-propanol 116.63
    1-methoxy-2-propyl acetate 139.67
    2-(2-methoxypropoxy) propanol 123.29
    mesitylene 73.3
    ε-caprolactone 293.17
    p-cymene 51.56
    epichlorohydrin 524.97
    1,1,1-trichloroethane 290.48
    2-aminoethanol 65.02
    morpholine-4-carbaldehyde 565.46
    sulfolane 745.5
    2,2,4-trimethylpentane 13.74
    2-methyltetrahydrofuran 296.23
    n-hexyl acetate 119.95
    isooctane 11.85
    2-(2-butoxyethoxy)ethanol 164.75
    sec-butyl acetate 83.24
    tert-butyl acetate 111.77
    decalin 29.74
    glycerin 94.72
    diglyme 329.61
    acrylic acid 159.14
    isopropyl myristate 59.07
    n-butyric acid 135.82
    acetyl acetate 143.56
    di(2-ethylhexyl) phthalate 64.05
    ethyl propionate 117.25
    nitromethane 384.45
    1,2-diethoxyethane 158.06
    benzonitrile 190.39
    trioctyl phosphate 44.31
    1-bromopropane 196.23
    gamma-valerolactone 596.56
    n-decanol 42.25
    triethyl phosphate 70.26
    4-methyl-2-pentanol 39.95
    propionitrile 138.85
    vinylene carbonate 280.06
    1,1,2-trichlorotrifluoroethane 350.41
    DMS 162.47
    cumene 59.4
    2-octanol 35.62
    2-hexanone 137.74
    octyl acetate 72.02
    limonene 68.89
    1,2-dimethoxyethane 298.54
    ethyl orthosilicate 65.97
    tributyl phosphate 55.49
    diacetone alcohol 120.37
    N,N-dimethylaniline 128.35
    acrylonitrile 210.18
    aniline 170.3
    1,3-propanediol 77.57
    bromobenzene 285.41
    dibromomethane 401.36
    1,1,2,2-tetrachloroethane 495.02
    2-methyl-cyclohexyl acetate 90.76
    tetrabutyl urea 75.03
    diisobutyl methanol 45.37
    2-phenylethanol 106.45
    styrene 116.62
    dioctyl adipate 84.21
    dimethyl sulfate 303.19
    ethyl butyrate 101.64
    methyl lactate 115.56
    butyl lactate 76.05
    diethyl carbonate 79.11
    propanediol butyl ether 101.11
    triethyl orthoformate 80.34
    p-tert-butyltoluene 48.99
    methyl 4-tert-butylbenzoate 122.36
    morpholine 376.84
    tert-butylamine 49.24
    n-dodecanol 36.01
    dimethoxymethane 302.75
    ethylene carbonate 203.78
    cyrene 149.42
    2-ethoxyethyl acetate 138.53
    2-ethylhexyl acetate 89.62
    1,2,4-trichlorobenzene 268.3
    4-methylpyridine 346.95
    dibutyl ether 83.01
    2,6-dimethyl-4-heptanol 45.37
    DEF 248.5
    dimethyl isosorbide 221.29
    tetrachloroethylene 313.22
    eugenol 128.85
    triacetin 151.48
    span 80 104.48
    1,4-butanediol 50.57
    1,1-dichloroethane 280.09
    2-methyl-1-pentanol 68.22
    methyl formate 191.42
    2-methyl-1-butanol 62.74
    n-decane 16.27
    butyronitrile 117.0
    3,7-dimethyl-1-octanol 55.94
    1-chlorooctane 54.18
    1-chlorotetradecane 28.74
    n-nonane 15.73
    undecane 13.65
    tert-butylcyclohexane 24.5
    cyclooctane 19.2
    cyclopentanol 119.88
    tetrahydropyran 290.44
    tert-amyl methyl ether 77.61
    2,5,8-trioxanonane 236.87
    1-hexene 67.39
    2-isopropoxyethanol 106.37
    2,2,2-trifluoroethanol 87.99
    methyl butyrate 151.9

    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