Europine N-oxide

Overview IFRA Request a quote

  • Identifiers

    CAS number
    65582-53-8

    Molecular formula
    C16H27NO7

    SMILES
    CC(C(C(=O)OCC1=CC[N+]2(C1C(CC2)O)[O-])(C(C)(C)O)O)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 60.07%
    Sweet 30.87%
    Cooling 25.93%
    Milky 23.0%
    Mint 22.77%
    Woody 20.65%
    Musk 18.89%
    Creamy 18.28%
    Buttery 17.91%
    Dry 15.74%

     

    Flavor
    Bitter 73.93%
    Odorless 34.34%
    Fruity 27.35%
    Bland 26.2%
    Sweet-like 23.89%
    Mild 22.66%
    Cedarleaf 19.36%
    Very mild 18.62%
    Dried berry 18.54%
    Heather 18.37%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.9

    pKa est.
    5.33 (weak acid)

    Molecular weight
    345.39 g/mol

    Flash point

    • -339.46 ˚C est.

  • Synonyms

    • EUROPINE N-OXIDE
    • 65582-53-8
    • (7-hydroxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl)methyl 2,3-dihydroxy-2-(1-methoxyethyl)-3-methylbutanoate
    • NSC-282143
    • orb1992170
    • MSK14162
    • NSC282143
    • AKOS040734581
    • FE161601
    • 65582-53-8

  • Applications

    Europine N-oxide (CAS 65582-53-8) may be used as an intermediate and building block in the synthesis of tropane alkaloid derivatives for medicinal chemistry research; it can serve as a chiral scaffold or starting material for asymmetric synthesis; it is commonly evaluated as a precursor to prepare related tropane alkaloid derivatives in academic and industrial settings; in organic synthesis, its N-oxide form can participate in selective transformations or serve as a reference compound for method development; researchers may explore its applications in agrochemical lead discovery and in small-scale laboratory testing, subject to regulatory constraints and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 134.67
    methanol 364.33
    isopropanol 54.84
    water 8.17
    ethyl acetate 27.57
    n-propanol 73.85
    acetone 99.43
    n-butanol 51.18
    acetonitrile 41.95
    DMF 397.19
    toluene 4.28
    isobutanol 33.17
    1,4-dioxane 67.15
    methyl acetate 31.1
    THF 157.86
    2-butanone 43.68
    n-pentanol 24.58
    sec-butanol 34.14
    n-hexane 0.44
    ethylene glycol 95.21
    NMP 190.26
    cyclohexane 0.76
    DMSO 587.12
    n-butyl acetate 12.52
    n-octanol 11.97
    chloroform 85.02
    n-propyl acetate 13.96
    acetic acid 285.69
    dichloromethane 85.8
    cyclohexanone 64.29
    propylene glycol 79.16
    isopropyl acetate 15.9
    DMAc 217.84
    2-ethoxyethanol 132.41
    isopentanol 27.69
    n-heptane 0.45
    ethyl formate 48.71
    1,2-dichloroethane 46.66
    n-hexanol 19.04
    2-methoxyethanol 324.17
    isobutyl acetate 8.23
    tetrachloromethane 8.54
    n-pentyl acetate 12.98
    transcutol 132.4
    n-heptanol 13.07
    ethylbenzene 2.67
    MIBK 22.83
    2-propoxyethanol 103.99
    tert-butanol 34.99
    MTBE 8.2
    2-butoxyethanol 55.38
    propionic acid 57.31
    o-xylene 3.41
    formic acid 496.2
    diethyl ether 17.17
    m-xylene 3.6
    p-xylene 3.14
    chlorobenzene 9.05
    dimethyl carbonate 28.09
    n-octane 0.33
    formamide 450.63
    cyclopentanone 111.82
    2-pentanone 40.07
    anisole 10.36
    cyclopentyl methyl ether 24.59
    gamma-butyrolactone 139.84
    1-methoxy-2-propanol 183.52
    pyridine 36.76
    3-pentanone 21.81
    furfural 131.44
    n-dodecane 0.29
    diethylene glycol 145.82
    diisopropyl ether 2.9
    tert-amyl alcohol 24.66
    acetylacetone 62.23
    n-hexadecane 0.32
    acetophenone 19.98
    methyl propionate 34.27
    isopentyl acetate 11.87
    trichloroethylene 94.44
    n-nonanol 11.32
    cyclohexanol 22.59
    benzyl alcohol 24.65
    2-ethylhexanol 7.36
    isooctanol 9.49
    dipropyl ether 6.65
    1,2-dichlorobenzene 11.14
    ethyl lactate 26.82
    propylene carbonate 51.67
    n-methylformamide 249.76
    2-pentanol 18.57
    n-pentane 0.65
    1-propoxy-2-propanol 46.86
    1-methoxy-2-propyl acetate 31.39
    2-(2-methoxypropoxy) propanol 44.56
    mesitylene 2.06
    ε-caprolactone 59.63
    p-cymene 2.47
    epichlorohydrin 165.17
    1,1,1-trichloroethane 20.3
    2-aminoethanol 142.28
    morpholine-4-carbaldehyde 193.8
    sulfolane 210.36
    2,2,4-trimethylpentane 0.42
    2-methyltetrahydrofuran 41.54
    n-hexyl acetate 18.32
    isooctane 0.28
    2-(2-butoxyethoxy)ethanol 59.1
    sec-butyl acetate 7.54
    tert-butyl acetate 16.19
    decalin 0.44
    glycerin 180.26
    diglyme 101.55
    acrylic acid 79.02
    isopropyl myristate 5.13
    n-butyric acid 72.49
    acetyl acetate 21.51
    di(2-ethylhexyl) phthalate 11.73
    ethyl propionate 14.12
    nitromethane 326.95
    1,2-diethoxyethane 17.28
    benzonitrile 19.51
    trioctyl phosphate 8.43
    1-bromopropane 14.73
    gamma-valerolactone 212.74
    n-decanol 6.96
    triethyl phosphate 8.08
    4-methyl-2-pentanol 10.38
    propionitrile 25.66
    vinylene carbonate 52.84
    1,1,2-trichlorotrifluoroethane 199.95
    DMS 17.54
    cumene 2.08
    2-octanol 7.37
    2-hexanone 17.35
    octyl acetate 8.46
    limonene 3.61
    1,2-dimethoxyethane 104.76
    ethyl orthosilicate 6.75
    tributyl phosphate 8.85
    diacetone alcohol 55.65
    N,N-dimethylaniline 8.19
    acrylonitrile 46.62
    aniline 13.96
    1,3-propanediol 158.56
    bromobenzene 6.94
    dibromomethane 42.76
    1,1,2,2-tetrachloroethane 71.92
    2-methyl-cyclohexyl acetate 10.48
    tetrabutyl urea 14.54
    diisobutyl methanol 4.25
    2-phenylethanol 22.15
    styrene 2.62
    dioctyl adipate 11.32
    dimethyl sulfate 72.02
    ethyl butyrate 10.37
    methyl lactate 63.06
    butyl lactate 22.32
    diethyl carbonate 7.31
    propanediol butyl ether 58.58
    triethyl orthoformate 8.59
    p-tert-butyltoluene 2.41
    methyl 4-tert-butylbenzoate 25.72
    morpholine 105.51
    tert-butylamine 9.6
    n-dodecanol 4.35
    dimethoxymethane 160.22
    ethylene carbonate 39.48
    cyrene 67.25
    2-ethoxyethyl acetate 26.07
    2-ethylhexyl acetate 7.88
    1,2,4-trichlorobenzene 15.46
    4-methylpyridine 28.15
    dibutyl ether 5.09
    2,6-dimethyl-4-heptanol 4.25
    DEF 58.2
    dimethyl isosorbide 67.38
    tetrachloroethylene 47.83
    eugenol 34.49
    triacetin 27.43
    span 80 33.15
    1,4-butanediol 56.92
    1,1-dichloroethane 26.54
    2-methyl-1-pentanol 16.32
    methyl formate 167.67
    2-methyl-1-butanol 27.29
    n-decane 0.56
    butyronitrile 24.36
    3,7-dimethyl-1-octanol 9.34
    1-chlorooctane 3.43
    1-chlorotetradecane 1.14
    n-nonane 0.48
    undecane 0.38
    tert-butylcyclohexane 0.35
    cyclooctane 0.33
    cyclopentanol 38.04
    tetrahydropyran 29.95
    tert-amyl methyl ether 8.97
    2,5,8-trioxanonane 71.93
    1-hexene 2.04
    2-isopropoxyethanol 52.29
    2,2,2-trifluoroethanol 142.58
    methyl butyrate 21.79

    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