Bicyclo[3.2.1]octan-8-one, 1,5-dimethyl-, oxime

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  • Identifiers

    CAS number
    75147-23-8

    Molecular formula
    C10H17NO

    SMILES
    CC12CCCC(C1=NO)(CC2)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 72.28%
    Herbal 65.98%
    Fresh 50.83%
    Mint 44.06%
    Woody 43.11%
    Green 35.55%
    Spicy 32.41%
    Earthy 32.29%
    Natural 31.65%
    Cooling 31.12%

     

    Flavor
    Woody 47.34%
    Earthy 35.91%
    Sweet 33.39%
    Camphor 29.97%
    Spicy 28.68%
    Dry 28.32%
    Powdery 26.61%
    Musty 26.57%
    Soil 23.12%
    Fresh 22.62%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    8.81 (weak base)

    Molecular weight
    167.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point

    • 250.00 to 251.00 °C. @ 760.00 mm Hg

    Flash point

    • 117.23 ˚C est.

  • Synonyms

    • 1,5-Dimethylbicyclo[3.2.1]octan-8-one oxime
    • Buccoxime
    • 75147-23-8
    • N-(1,5-dimethyl-8-bicyclo[3.2.1]octanylidene)hydroxylamine
    • EINECS 278-079-8
    • 1,5-Dimethylbicyclo(3.2.1)octan-8-one oxime
    • Bicyclo(3.2.1)octan-8-one, 1,5-dimethyl-, oxime
    • DTXSID2052495
    • Bicyclo[3.2.1]octan-8-one, 1,5-dimethyl-, oxime
    • SCHEMBL140971
    • DTXCID9031068
    • CHEBI:195841
    • NS00012271
    • 1.5-dimethyl-8-hydroximino-bicyclo[3.2.1]octane
    • Bicyclo3.2.1octan-8-one, 1,5-dimethyl-, oxime
    • N-[(8Z)-1,5-dimethylbicyclo[3.2.1]octan-8-ylidene]hydroxylamine
    • 278-079-8

  • Applications

    Primarily used as an intermediate in organic synthesis for pharmaceutical and agrochemical candidates; it serves as a chiral building block for asymmetric synthesis and can be converted to bicyclic lactams via Beckmann-type rearrangements; it is also evaluated as a functionalized scaffold in fragrance/aroma chemistry and may find application in specialty polymers and coatings as a reactive bicyclic ketone oxime building block.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 338.9
    methanol 414.2
    isopropanol 284.14
    water 5.44
    ethyl acetate 389.09
    n-propanol 295.8
    acetone 556.39
    n-butanol 223.92
    acetonitrile 485.06
    DMF 569.08
    toluene 265.09
    isobutanol 201.03
    1,4-dioxane 971.86
    methyl acetate 441.05
    THF 1369.28
    2-butanone 419.56
    n-pentanol 114.42
    sec-butanol 166.62
    n-hexane 24.53
    ethylene glycol 79.84
    NMP 517.78
    cyclohexane 52.11
    DMSO 475.69
    n-butyl acetate 288.78
    n-octanol 110.43
    chloroform 1324.59
    n-propyl acetate 197.17
    acetic acid 335.85
    dichloromethane 1068.95
    cyclohexanone 609.09
    propylene glycol 90.27
    isopropyl acetate 267.34
    DMAc 256.73
    2-ethoxyethanol 236.62
    isopentanol 171.38
    n-heptane 23.73
    ethyl formate 285.14
    1,2-dichloroethane 657.45
    n-hexanol 195.79
    2-methoxyethanol 486.02
    isobutyl acetate 141.35
    tetrachloromethane 267.71
    n-pentyl acetate 188.99
    transcutol 717.32
    n-heptanol 119.87
    ethylbenzene 121.11
    MIBK 233.31
    2-propoxyethanol 404.85
    tert-butanol 273.9
    MTBE 257.44
    2-butoxyethanol 243.07
    propionic acid 274.76
    o-xylene 156.58
    formic acid 190.24
    diethyl ether 342.04
    m-xylene 201.77
    p-xylene 187.48
    chlorobenzene 411.59
    dimethyl carbonate 179.82
    n-octane 13.64
    formamide 298.05
    cyclopentanone 866.0
    2-pentanone 341.07
    anisole 230.55
    cyclopentyl methyl ether 467.91
    gamma-butyrolactone 1047.43
    1-methoxy-2-propanol 358.43
    pyridine 645.23
    3-pentanone 257.49
    furfural 661.24
    n-dodecane 10.84
    diethylene glycol 278.24
    diisopropyl ether 117.14
    tert-amyl alcohol 156.33
    acetylacetone 393.13
    n-hexadecane 12.81
    acetophenone 192.36
    methyl propionate 321.89
    isopentyl acetate 240.73
    trichloroethylene 1287.15
    n-nonanol 98.81
    cyclohexanol 216.43
    benzyl alcohol 156.82
    2-ethylhexanol 112.51
    isooctanol 97.41
    dipropyl ether 169.17
    1,2-dichlorobenzene 352.43
    ethyl lactate 108.67
    propylene carbonate 434.41
    n-methylformamide 474.21
    2-pentanol 146.21
    n-pentane 28.35
    1-propoxy-2-propanol 277.24
    1-methoxy-2-propyl acetate 314.9
    2-(2-methoxypropoxy) propanol 178.56
    mesitylene 134.36
    ε-caprolactone 496.99
    p-cymene 86.62
    epichlorohydrin 1040.32
    1,1,1-trichloroethane 729.09
    2-aminoethanol 152.56
    morpholine-4-carbaldehyde 579.45
    sulfolane 854.03
    2,2,4-trimethylpentane 16.68
    2-methyltetrahydrofuran 701.99
    n-hexyl acetate 242.79
    isooctane 19.49
    2-(2-butoxyethoxy)ethanol 257.37
    sec-butyl acetate 142.36
    tert-butyl acetate 285.48
    decalin 27.63
    glycerin 139.08
    diglyme 488.72
    acrylic acid 254.99
    isopropyl myristate 95.77
    n-butyric acid 320.28
    acetyl acetate 254.04
    di(2-ethylhexyl) phthalate 88.77
    ethyl propionate 191.49
    nitromethane 731.66
    1,2-diethoxyethane 304.01
    benzonitrile 302.8
    trioctyl phosphate 70.69
    1-bromopropane 360.91
    gamma-valerolactone 964.51
    n-decanol 73.43
    triethyl phosphate 86.78
    4-methyl-2-pentanol 98.26
    propionitrile 384.14
    vinylene carbonate 436.17
    1,1,2-trichlorotrifluoroethane 454.83
    DMS 244.71
    cumene 88.12
    2-octanol 84.32
    2-hexanone 180.17
    octyl acetate 116.8
    limonene 100.37
    1,2-dimethoxyethane 423.93
    ethyl orthosilicate 86.42
    tributyl phosphate 87.8
    diacetone alcohol 260.91
    N,N-dimethylaniline 135.44
    acrylonitrile 484.95
    aniline 274.84
    1,3-propanediol 236.5
    bromobenzene 434.66
    dibromomethane 689.11
    1,1,2,2-tetrachloroethane 833.6
    2-methyl-cyclohexyl acetate 140.46
    tetrabutyl urea 100.55
    diisobutyl methanol 83.71
    2-phenylethanol 217.95
    styrene 137.95
    dioctyl adipate 115.17
    dimethyl sulfate 263.51
    ethyl butyrate 176.79
    methyl lactate 155.74
    butyl lactate 151.9
    diethyl carbonate 122.04
    propanediol butyl ether 183.54
    triethyl orthoformate 134.68
    p-tert-butyltoluene 91.76
    methyl 4-tert-butylbenzoate 212.57
    morpholine 887.42
    tert-butylamine 179.11
    n-dodecanol 55.5
    dimethoxymethane 507.61
    ethylene carbonate 363.0
    cyrene 164.1
    2-ethoxyethyl acetate 271.63
    2-ethylhexyl acetate 180.36
    1,2,4-trichlorobenzene 395.43
    4-methylpyridine 505.65
    dibutyl ether 130.48
    2,6-dimethyl-4-heptanol 83.71
    DEF 271.32
    dimethyl isosorbide 350.76
    tetrachloroethylene 599.64
    eugenol 188.67
    triacetin 205.6
    span 80 164.1
    1,4-butanediol 73.86
    1,1-dichloroethane 707.27
    2-methyl-1-pentanol 88.73
    methyl formate 390.91
    2-methyl-1-butanol 146.22
    n-decane 19.45
    butyronitrile 340.83
    3,7-dimethyl-1-octanol 106.35
    1-chlorooctane 88.87
    1-chlorotetradecane 32.61
    n-nonane 18.03
    undecane 14.02
    tert-butylcyclohexane 26.63
    cyclooctane 21.02
    cyclopentanol 312.65
    tetrahydropyran 717.07
    tert-amyl methyl ether 149.19
    2,5,8-trioxanonane 284.25
    1-hexene 89.11
    2-isopropoxyethanol 162.68
    2,2,2-trifluoroethanol 195.51
    methyl butyrate 215.46

    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