9-Azabicyclo[3.3.1]nonan-3-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    4390-39-0

    Molecular formula
    C8H13NO

    SMILES
    C1CC2CC(=O)CC(C1)N2

    Safety labels

    Corrosive
    Corrosive

  • Odor profile

    Fragrance
    Nutty 48.21%
    Roasted 39.56%
    Fishy 39.15%
    Popcorn 36.23%
    Sweet 32.62%
    Animal 27.48%
    Burnt 26.01%
    Musty 23.57%
    Meaty 22.34%
    Odorless 22.3%

     

    Flavor
    Bitter 69.64%
    Animal 25.63%
    Alkaline 24.21%
    Amine 22.67%
    Shrimp 22.17%
    Cedarleaf 20.73%
    Cereal 20.68%
    Spicy 20.38%
    Cauliflower 20.06%
    Naphthalic 19.99%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    7.6 (neutral)

    Molecular weight
    139.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    240°C

    Melting point expt.

    • 123 °C

    Flash point

    • 113.01 ˚C est.

  • Synonyms

    • 9-azabicyclo[3.3.1]nonan-3-one
    • 4390-39-0
    • 9-AZA-BICYCLO[3.3.1]NONAN-3-ONE
    • Norpseudopelletierine
    • MFCD02114721
    • 9-Azabicyclo(3.3.1)nonan-3-one
    • Norgranatan-3-one
    • (1S,5R)-9-azabicyclo[3.3.1]nonan-3-one
    • SCHEMBL16589
    • SCHEMBL18489946
    • DTXSID20963143
    • CHEBI:179646
    • 9-azabicyclo [3.3.1]nonan-3-one
    • CS1263
    • AKOS022172352
    • SB37192
    • AC-31865
    • AS-46501
    • DB-083127
    • CS-0203960
    • NS00094154
    • EN300-107561
    • 4390-39-0

  • Applications

    9-Azabicyclo[3.3.1]nonan-3-one (CAS 4390-39-0) is primarily used as an intermediate or building block in organic synthesis, especially to construct azabicyclic scaffolds relevant to pharmaceutical research and modern medicinal chemistry. In pharmaceutical research, it commonly serves as a starting point for the synthesis of bicyclic amide/tropane-like derivatives, supporting lead generation and exploration of structure–activity relationships. In medicinal chemistry contexts, it is employed to assemble compound libraries and as a scaffold for chiral elaboration, as well as a precursor to more complex amine and lactam derivatives. It may also be explored as a precursor for azabicyclic frameworks in asymmetric synthesis and ligand development. Applications are typically governed by local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 62.01
    methanol 124.37
    isopropanol 32.83
    water 16.94
    ethyl acetate 63.27
    n-propanol 46.58
    acetone 67.83
    n-butanol 24.6
    acetonitrile 87.62
    DMF 141.39
    toluene 17.12
    isobutanol 26.16
    1,4-dioxane 120.69
    methyl acetate 66.38
    THF 79.14
    2-butanone 48.42
    n-pentanol 17.24
    sec-butanol 24.12
    n-hexane 0.92
    ethylene glycol 99.33
    NMP 174.6
    cyclohexane 2.63
    DMSO 159.3
    n-butyl acetate 39.77
    n-octanol 20.65
    chloroform 232.51
    n-propyl acetate 22.02
    acetic acid 247.41
    dichloromethane 134.62
    cyclohexanone 83.4
    propylene glycol 72.02
    isopropyl acetate 27.08
    DMAc 114.8
    2-ethoxyethanol 47.14
    isopentanol 18.0
    n-heptane 1.89
    ethyl formate 51.11
    1,2-dichloroethane 62.51
    n-hexanol 34.1
    2-methoxyethanol 118.52
    isobutyl acetate 14.97
    tetrachloromethane 23.31
    n-pentyl acetate 29.17
    transcutol 345.36
    n-heptanol 20.45
    ethylbenzene 6.28
    MIBK 15.77
    2-propoxyethanol 94.54
    tert-butanol 23.05
    MTBE 10.4
    2-butoxyethanol 54.79
    propionic acid 138.21
    o-xylene 14.21
    formic acid 202.39
    diethyl ether 16.95
    m-xylene 14.16
    p-xylene 10.07
    chlorobenzene 44.94
    dimethyl carbonate 30.2
    n-octane 1.0
    formamide 193.09
    cyclopentanone 106.5
    2-pentanone 28.16
    anisole 18.67
    cyclopentyl methyl ether 32.19
    gamma-butyrolactone 190.7
    1-methoxy-2-propanol 71.26
    pyridine 106.24
    3-pentanone 29.8
    furfural 198.53
    n-dodecane 1.31
    diethylene glycol 133.92
    diisopropyl ether 4.82
    tert-amyl alcohol 17.49
    acetylacetone 59.69
    n-hexadecane 1.48
    acetophenone 29.58
    methyl propionate 60.2
    isopentyl acetate 31.33
    trichloroethylene 172.19
    n-nonanol 18.62
    cyclohexanol 30.49
    benzyl alcohol 29.87
    2-ethylhexanol 17.81
    isooctanol 14.92
    dipropyl ether 14.39
    1,2-dichlorobenzene 45.65
    ethyl lactate 25.64
    propylene carbonate 91.8
    n-methylformamide 151.37
    2-pentanol 13.7
    n-pentane 1.11
    1-propoxy-2-propanol 58.01
    1-methoxy-2-propyl acetate 56.81
    2-(2-methoxypropoxy) propanol 62.53
    mesitylene 8.98
    ε-caprolactone 90.03
    p-cymene 10.89
    epichlorohydrin 114.98
    1,1,1-trichloroethane 58.75
    2-aminoethanol 99.94
    morpholine-4-carbaldehyde 165.75
    sulfolane 151.57
    2,2,4-trimethylpentane 0.99
    2-methyltetrahydrofuran 52.69
    n-hexyl acetate 40.14
    isooctane 0.76
    2-(2-butoxyethoxy)ethanol 88.06
    sec-butyl acetate 14.25
    tert-butyl acetate 21.09
    decalin 1.53
    glycerin 128.45
    diglyme 129.01
    acrylic acid 165.0
    isopropyl myristate 13.99
    n-butyric acid 92.6
    acetyl acetate 64.67
    di(2-ethylhexyl) phthalate 25.08
    ethyl propionate 21.43
    nitromethane 307.03
    1,2-diethoxyethane 51.55
    benzonitrile 52.08
    trioctyl phosphate 15.91
    1-bromopropane 19.63
    gamma-valerolactone 177.34
    n-decanol 13.71
    triethyl phosphate 17.34
    4-methyl-2-pentanol 9.66
    propionitrile 47.71
    vinylene carbonate 102.48
    1,1,2-trichlorotrifluoroethane 161.36
    DMS 48.33
    cumene 6.34
    2-octanol 12.17
    2-hexanone 16.97
    octyl acetate 21.27
    limonene 13.0
    1,2-dimethoxyethane 42.25
    ethyl orthosilicate 15.65
    tributyl phosphate 20.82
    diacetone alcohol 34.0
    N,N-dimethylaniline 13.94
    acrylonitrile 87.73
    aniline 46.85
    1,3-propanediol 76.16
    bromobenzene 38.29
    dibromomethane 69.81
    1,1,2,2-tetrachloroethane 128.86
    2-methyl-cyclohexyl acetate 22.38
    tetrabutyl urea 25.5
    diisobutyl methanol 9.79
    2-phenylethanol 38.88
    styrene 8.03
    dioctyl adipate 25.06
    dimethyl sulfate 55.09
    ethyl butyrate 25.55
    methyl lactate 55.41
    butyl lactate 35.78
    diethyl carbonate 20.64
    propanediol butyl ether 64.89
    triethyl orthoformate 21.74
    p-tert-butyltoluene 9.53
    methyl 4-tert-butylbenzoate 37.95
    morpholine 113.24
    tert-butylamine 11.33
    n-dodecanol 10.6
    dimethoxymethane 50.4
    ethylene carbonate 76.18
    cyrene 51.16
    2-ethoxyethyl acetate 57.14
    2-ethylhexyl acetate 25.31
    1,2,4-trichlorobenzene 63.15
    4-methylpyridine 62.02
    dibutyl ether 14.16
    2,6-dimethyl-4-heptanol 9.79
    DEF 46.85
    dimethyl isosorbide 78.79
    tetrachloroethylene 98.98
    eugenol 42.75
    triacetin 59.14
    span 80 52.79
    1,4-butanediol 30.84
    1,1-dichloroethane 57.24
    2-methyl-1-pentanol 13.18
    methyl formate 93.19
    2-methyl-1-butanol 18.34
    n-decane 1.92
    butyronitrile 31.87
    3,7-dimethyl-1-octanol 20.0
    1-chlorooctane 9.25
    1-chlorotetradecane 4.12
    n-nonane 1.64
    undecane 1.56
    tert-butylcyclohexane 1.33
    cyclooctane 1.09
    cyclopentanol 49.06
    tetrahydropyran 51.36
    tert-amyl methyl ether 9.78
    2,5,8-trioxanonane 102.02
    1-hexene 3.59
    2-isopropoxyethanol 29.08
    2,2,2-trifluoroethanol 134.22
    methyl butyrate 22.97

    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