(1S,5R,8R)-1,5-Dimethyl-8-(3-oxobutyl)-6-oxabicyclo(3.2.1)octan-3-one

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  • Identifiers

    CAS number
    201288-96-2

    Molecular formula
    C13H20O3

    SMILES
    CC(=O)CC[C@@H]1[C@@]2(CC(=O)C[C@]1(OC2)C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 72.28%
    Floral 58.62%
    Fruity 44.32%
    Tobacco 32.65%
    Dry 32.62%
    Fresh 31.26%
    Sweet 30.17%
    Orris 28.65%
    Berry 28.47%
    Mint 28.3%

     

    Flavor
    Fruity 66.38%
    Minty 43.86%
    Sweet 43.42%
    Woody 38.79%
    Green 38.7%
    Herbal 33.56%
    Spicy 33.12%
    Berry 32.58%
    Tropical 31.58%
    Tobacco 30.47%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.5

    pKa est.
    8.52 (weak base)

    Molecular weight
    224.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    357°C

    Flash point

    • 138.43 ˚C est.

  • Synonyms

    • (1S,5R,8R)-1,5-dimethyl-8-(3-oxobutyl)-6-oxabicyclo[3.2.1]octan-3-one
    • 201288-96-2
    • (1S,5R,8R)-1,5-Dimethyl-8-(3-oxobutyl)-6-oxabicyclo(3.2.1)octan-3-one
    • RefChem:205270
    • Annuionone A
    • CHEBI:174155
    • DTXSID401156113
    • 201288-96-2

  • Applications

    Regarding (1S,5R,8R)-1,5-Dimethyl-8-(3-oxobutyl)-6-oxabicyclo(3.2.1)octan-3-one (CAS 201288-96-2), potential applications span fragrance and cosmetics as an odorant or aroma component, use as an intermediate in pharmaceutical and agrochemical synthesis, function as a chiral building block in organic synthesis, serve in polymers/plastics as a specialty monomer or formulation modifier, and act in coatings/inks as a reactive intermediate or specialty additive; these uses are, of course, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 217.88
    methanol 658.23
    isopropanol 136.55
    water 105.45
    ethyl acetate 341.33
    n-propanol 143.74
    acetone 435.66
    n-butanol 106.17
    acetonitrile 646.0
    DMF 905.5
    toluene 163.03
    isobutanol 99.48
    1,4-dioxane 880.79
    methyl acetate 378.09
    THF 796.14
    2-butanone 232.15
    n-pentanol 66.42
    sec-butanol 83.86
    n-hexane 2.88
    ethylene glycol 182.02
    NMP 788.0
    cyclohexane 13.56
    DMSO 386.37
    n-butyl acetate 136.01
    n-octanol 78.19
    chloroform 1412.94
    n-propyl acetate 151.44
    acetic acid 773.42
    dichloromethane 1182.48
    cyclohexanone 408.5
    propylene glycol 156.33
    isopropyl acetate 177.78
    DMAc 547.7
    2-ethoxyethanol 203.74
    isopentanol 88.18
    n-heptane 4.48
    ethyl formate 356.32
    1,2-dichloroethane 342.97
    n-hexanol 93.75
    2-methoxyethanol 539.63
    isobutyl acetate 103.07
    tetrachloromethane 101.44
    n-pentyl acetate 110.3
    transcutol 924.99
    n-heptanol 58.44
    ethylbenzene 59.16
    MIBK 109.89
    2-propoxyethanol 340.71
    tert-butanol 149.12
    MTBE 71.38
    2-butoxyethanol 181.43
    propionic acid 327.63
    o-xylene 97.97
    formic acid 830.88
    diethyl ether 102.62
    m-xylene 121.45
    p-xylene 98.59
    chlorobenzene 313.11
    dimethyl carbonate 265.65
    n-octane 2.6
    formamide 913.26
    cyclopentanone 541.29
    2-pentanone 154.08
    anisole 212.57
    cyclopentyl methyl ether 222.46
    gamma-butyrolactone 952.88
    1-methoxy-2-propanol 325.44
    pyridine 558.37
    3-pentanone 134.92
    furfural 1082.87
    n-dodecane 3.85
    diethylene glycol 386.4
    diisopropyl ether 30.66
    tert-amyl alcohol 81.73
    acetylacetone 384.84
    n-hexadecane 4.47
    acetophenone 231.21
    methyl propionate 280.95
    isopentyl acetate 123.72
    trichloroethylene 1074.45
    n-nonanol 70.3
    cyclohexanol 144.52
    benzyl alcohol 198.21
    2-ethylhexanol 53.07
    isooctanol 46.38
    dipropyl ether 60.74
    1,2-dichlorobenzene 295.1
    ethyl lactate 120.38
    propylene carbonate 551.86
    n-methylformamide 676.05
    2-pentanol 55.67
    n-pentane 3.94
    1-propoxy-2-propanol 179.74
    1-methoxy-2-propyl acetate 230.18
    2-(2-methoxypropoxy) propanol 194.32
    mesitylene 62.34
    ε-caprolactone 440.37
    p-cymene 44.13
    epichlorohydrin 785.64
    1,1,1-trichloroethane 361.74
    2-aminoethanol 228.85
    morpholine-4-carbaldehyde 906.15
    sulfolane 614.96
    2,2,4-trimethylpentane 3.58
    2-methyltetrahydrofuran 344.14
    n-hexyl acetate 187.67
    isooctane 2.99
    2-(2-butoxyethoxy)ethanol 279.96
    sec-butyl acetate 93.84
    tert-butyl acetate 149.46
    decalin 8.26
    glycerin 287.92
    diglyme 527.79
    acrylic acid 417.04
    isopropyl myristate 64.04
    n-butyric acid 311.97
    acetyl acetate 384.93
    di(2-ethylhexyl) phthalate 90.12
    ethyl propionate 142.45
    nitromethane 1645.98
    1,2-diethoxyethane 178.72
    benzonitrile 365.38
    trioctyl phosphate 57.53
    1-bromopropane 96.78
    gamma-valerolactone 1001.04
    n-decanol 49.66
    triethyl phosphate 80.41
    4-methyl-2-pentanol 43.64
    propionitrile 274.86
    vinylene carbonate 704.32
    1,1,2-trichlorotrifluoroethane 569.05
    DMS 244.57
    cumene 42.32
    2-octanol 40.67
    2-hexanone 105.34
    octyl acetate 87.36
    limonene 51.08
    1,2-dimethoxyethane 391.51
    ethyl orthosilicate 71.78
    tributyl phosphate 75.12
    diacetone alcohol 181.09
    N,N-dimethylaniline 119.96
    acrylonitrile 466.01
    aniline 252.82
    1,3-propanediol 246.76
    bromobenzene 288.52
    dibromomethane 444.42
    1,1,2,2-tetrachloroethane 639.85
    2-methyl-cyclohexyl acetate 112.03
    tetrabutyl urea 95.49
    diisobutyl methanol 34.08
    2-phenylethanol 188.1
    styrene 80.99
    dioctyl adipate 107.94
    dimethyl sulfate 335.69
    ethyl butyrate 120.16
    methyl lactate 213.18
    butyl lactate 119.39
    diethyl carbonate 115.5
    propanediol butyl ether 191.5
    triethyl orthoformate 99.0
    p-tert-butyltoluene 39.87
    methyl 4-tert-butylbenzoate 169.58
    morpholine 712.38
    tert-butylamine 70.59
    n-dodecanol 36.78
    dimethoxymethane 479.21
    ethylene carbonate 500.97
    cyrene 230.34
    2-ethoxyethyl acetate 214.8
    2-ethylhexyl acetate 96.51
    1,2,4-trichlorobenzene 356.47
    4-methylpyridine 491.88
    dibutyl ether 61.67
    2,6-dimethyl-4-heptanol 34.08
    DEF 233.14
    dimethyl isosorbide 390.43
    tetrachloroethylene 384.38
    eugenol 185.99
    triacetin 260.85
    span 80 165.22
    1,4-butanediol 90.89
    1,1-dichloroethane 366.1
    2-methyl-1-pentanol 60.96
    methyl formate 709.98
    2-methyl-1-butanol 75.42
    n-decane 5.89
    butyronitrile 224.96
    3,7-dimethyl-1-octanol 70.18
    1-chlorooctane 35.5
    1-chlorotetradecane 14.83
    n-nonane 4.88
    undecane 4.57
    tert-butylcyclohexane 6.58
    cyclooctane 4.84
    cyclopentanol 191.78
    tetrahydropyran 349.91
    tert-amyl methyl ether 54.32
    2,5,8-trioxanonane 364.28
    1-hexene 15.42
    2-isopropoxyethanol 128.6
    2,2,2-trifluoroethanol 448.01
    methyl butyrate 178.55

    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