Ethanone, 1-bicyclo(2.2.1)hept-5-en-2-yl-, oxime

Overview IFRA Request a quote

  • Identifiers

    CAS number
    65416-21-9

    Molecular formula
    C9H13NO

    SMILES
    CC(=NO)C1CC2CC1C=C2

    Safety labels

  • Odor profile

    Fragrance
    Green 62.32%
    Herbal 42.7%
    Floral 42.56%
    Fresh 38.54%
    Woody 34.97%
    Spicy 33.5%
    Fruity 31.63%
    Aldehydic 30.51%
    Citrus 28.25%
    Leafy 27.17%

     

    Flavor
    Bitter 39.34%
    Shrimp 21.19%
    Alkaline 21.0%
    Nitrile 20.69%
    Cedarleaf 20.46%
    Taco 20.11%
    Leaves 20.08%
    Basil 20.05%
    Linalool 20.05%
    Terpentine 19.95%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.6

    pKa est.
    9.36 (weak base)

    Molecular weight
    151.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    257°C

    Flash point

    • 108.19 ˚C est.

  • Synonyms

    • 65416-21-9
    • Ethanone, 1-bicyclo[2.2.1]hept-5-en-2-yl-, oxime
    • DTXSID60886761
    • Ethanone, 1-bicyclo(2.2.1)hept-5-en-2-yl-, oxime
    • EINECS 265-761-5
    • 2-(1-Oximidoethyl)bicyclo(2.2.1)hept-5-ene
    • RefChem:138364
    • DTXCID601026081
    • N-[1-(2-bicyclo[2.2.1]hept-5-enyl)ethylidene]hydroxylamine
    • SCHEMBL6151729
    • BKMAIDRLVDHVHD-UHFFFAOYSA-N
    • 2-acetylbicyclo[2.2.1]hept-5-ene oxime
    • NS00012014
    • N-[1-(Bicyclo[2.2.1]hept-5-en-2-yl)ethylidene]hydroxylamine
    • 65416-21-9

  • Applications

    Ethanone, 1-bicyclo(2.2.1)hept-5-en-2-yl-, oxime (CAS 65416-21-9) is typically used as an organic synthesis intermediate, providing a norbornene-based scaffold and an oxime functionality that can be elaborated into monomers and functionalized derivatives for specialty polymers, including ROMP-type materials. In industrial settings it can serve as a precursor or building block for coatings and inks, where the oxime group enables crosslinking or further derivatization. It is also encountered as a synthetic intermediate in pharmaceutical and agrochemical research, and may be evaluated as a fragrance precursor or fragrance component in cosmetic formulations, subject to applicable regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 214.34
    methanol 190.66
    isopropanol 205.21
    water 3.71
    ethyl acetate 179.18
    n-propanol 181.02
    acetone 258.72
    n-butanol 156.87
    acetonitrile 194.5
    DMF 321.87
    toluene 125.01
    isobutanol 141.11
    1,4-dioxane 344.88
    methyl acetate 184.46
    THF 432.79
    2-butanone 208.05
    n-pentanol 96.12
    sec-butanol 130.97
    n-hexane 7.92
    ethylene glycol 77.39
    NMP 216.7
    cyclohexane 14.69
    DMSO 277.81
    n-butyl acetate 123.38
    n-octanol 84.54
    chloroform 610.44
    n-propyl acetate 105.25
    acetic acid 155.73
    dichloromethane 535.27
    cyclohexanone 242.07
    propylene glycol 103.0
    isopropyl acetate 120.28
    DMAc 202.58
    2-ethoxyethanol 157.32
    isopentanol 143.94
    n-heptane 11.0
    ethyl formate 133.49
    1,2-dichloroethane 271.91
    n-hexanol 131.36
    2-methoxyethanol 272.39
    isobutyl acetate 77.55
    tetrachloromethane 90.9
    n-pentyl acetate 88.37
    transcutol 528.96
    n-heptanol 81.14
    ethylbenzene 65.87
    MIBK 127.5
    2-propoxyethanol 237.92
    tert-butanol 183.69
    MTBE 125.81
    2-butoxyethanol 149.89
    propionic acid 139.06
    o-xylene 89.67
    formic acid 69.78
    diethyl ether 125.81
    m-xylene 113.21
    p-xylene 92.47
    chlorobenzene 161.97
    dimethyl carbonate 90.04
    n-octane 7.67
    formamide 107.06
    cyclopentanone 322.11
    2-pentanone 170.89
    anisole 131.55
    cyclopentyl methyl ether 160.81
    gamma-butyrolactone 360.68
    1-methoxy-2-propanol 237.41
    pyridine 258.14
    3-pentanone 122.74
    furfural 288.06
    n-dodecane 8.78
    diethylene glycol 204.96
    diisopropyl ether 47.48
    tert-amyl alcohol 110.39
    acetylacetone 199.12
    n-hexadecane 9.83
    acetophenone 122.71
    methyl propionate 149.13
    isopentyl acetate 120.57
    trichloroethylene 513.07
    n-nonanol 73.31
    cyclohexanol 114.23
    benzyl alcohol 114.29
    2-ethylhexanol 76.76
    isooctanol 70.73
    dipropyl ether 72.43
    1,2-dichlorobenzene 153.64
    ethyl lactate 74.8
    propylene carbonate 204.15
    n-methylformamide 176.45
    2-pentanol 107.88
    n-pentane 11.35
    1-propoxy-2-propanol 170.65
    1-methoxy-2-propyl acetate 158.25
    2-(2-methoxypropoxy) propanol 142.37
    mesitylene 72.95
    ε-caprolactone 202.2
    p-cymene 54.77
    epichlorohydrin 388.73
    1,1,1-trichloroethane 259.42
    2-aminoethanol 131.79
    morpholine-4-carbaldehyde 275.2
    sulfolane 321.74
    2,2,4-trimethylpentane 10.4
    2-methyltetrahydrofuran 237.16
    n-hexyl acetate 127.05
    isooctane 12.39
    2-(2-butoxyethoxy)ethanol 194.23
    sec-butyl acetate 77.82
    tert-butyl acetate 123.61
    decalin 14.08
    glycerin 127.53
    diglyme 314.5
    acrylic acid 131.83
    isopropyl myristate 59.4
    n-butyric acid 175.8
    acetyl acetate 116.32
    di(2-ethylhexyl) phthalate 68.81
    ethyl propionate 96.39
    nitromethane 263.75
    1,2-diethoxyethane 143.48
    benzonitrile 163.66
    trioctyl phosphate 51.25
    1-bromopropane 147.81
    gamma-valerolactone 359.69
    n-decanol 58.21
    triethyl phosphate 54.87
    4-methyl-2-pentanol 83.0
    propionitrile 154.93
    vinylene carbonate 204.11
    1,1,2-trichlorotrifluoroethane 233.43
    DMS 121.79
    cumene 53.81
    2-octanol 58.26
    2-hexanone 102.1
    octyl acetate 73.08
    limonene 61.92
    1,2-dimethoxyethane 219.15
    ethyl orthosilicate 51.59
    tributyl phosphate 56.03
    diacetone alcohol 153.82
    N,N-dimethylaniline 87.66
    acrylonitrile 197.92
    aniline 136.59
    1,3-propanediol 162.68
    bromobenzene 171.74
    dibromomethane 332.36
    1,1,2,2-tetrachloroethane 357.98
    2-methyl-cyclohexyl acetate 85.23
    tetrabutyl urea 68.36
    diisobutyl methanol 57.63
    2-phenylethanol 129.37
    styrene 72.53
    dioctyl adipate 77.98
    dimethyl sulfate 129.36
    ethyl butyrate 94.02
    methyl lactate 111.26
    butyl lactate 87.64
    diethyl carbonate 70.77
    propanediol butyl ether 155.17
    triethyl orthoformate 68.27
    p-tert-butyltoluene 53.26
    methyl 4-tert-butylbenzoate 129.38
    morpholine 315.39
    tert-butylamine 109.63
    n-dodecanol 46.34
    dimethoxymethane 219.11
    ethylene carbonate 166.57
    cyrene 125.72
    2-ethoxyethyl acetate 133.07
    2-ethylhexyl acetate 87.81
    1,2,4-trichlorobenzene 179.03
    4-methylpyridine 226.6
    dibutyl ether 66.78
    2,6-dimethyl-4-heptanol 57.63
    DEF 143.6
    dimethyl isosorbide 207.81
    tetrachloroethylene 227.18
    eugenol 134.14
    triacetin 129.84
    span 80 126.27
    1,4-butanediol 75.17
    1,1-dichloroethane 310.16
    2-methyl-1-pentanol 87.51
    methyl formate 150.62
    2-methyl-1-butanol 117.18
    n-decane 12.89
    butyronitrile 159.89
    3,7-dimethyl-1-octanol 83.01
    1-chlorooctane 52.74
    1-chlorotetradecane 23.95
    n-nonane 11.47
    undecane 10.53
    tert-butylcyclohexane 14.79
    cyclooctane 7.77
    cyclopentanol 141.79
    tetrahydropyran 233.68
    tert-amyl methyl ether 81.16
    2,5,8-trioxanonane 197.27
    1-hexene 36.95
    2-isopropoxyethanol 120.26
    2,2,2-trifluoroethanol 95.21
    methyl butyrate 118.04

    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