2-Oxabicyclo[2.2.2]octan-5-one, 1,3,3-trimethyl-

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  • Identifiers

    CAS number
    101221-23-2

    Molecular formula
    C10H16O2

    SMILES
    CC1(C2CCC(O1)(CC2=O)C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 62.65%
    Herbal 55.44%
    Mint 53.74%
    Camphoreous 52.76%
    Fresh 45.14%
    Tobacco 38.42%
    Pine 36.35%
    Cooling 36.03%
    Spicy 33.72%
    Cedar 32.65%

     

    Flavor
    Minty 47.73%
    Herbal 43.67%
    Fruity 41.64%
    Green 40.38%
    Camphor 34.86%
    Sweet 31.15%
    Woody 30.48%
    Tobacco 29.44%
    Earthy 29.06%
    Mint 27.6%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    9.16 (weak base)

    Molecular weight
    168.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    230°C

    Flash point

    • 84.17 ˚C est.

  • Synonyms

    • 101221-23-2
    • 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-5-one
    • 2-Oxabicyclo[2.2.2]octan-5-one, 1,3,3-trimethyl-
    • 1,8-cineol-5-one
    • 3-oxo-1,8-cineole
    • 1,8-epoxy p-menthan-3-one
    • CHEMBL2229599
    • RFXTXEOQEMTRHL-UHFFFAOYSA-N
    • 101221-23-2

  • Applications

    2-Oxabicyclo[2.2.2]octan-5-one, 1,3,3-trimethyl- is primarily used as a synthetic intermediate in organic synthesis, serving as a versatile chiral building block for pharmaceutical and agrochemical development. It is commonly evaluated as a precursor for bicyclic lactone-containing polymers and specialty resins in plastics and coatings. In perfumery and flavor applications, it may be utilized as a fragrance intermediate or odorant scaffold. In coatings, inks, and related formulations, it can function as a reactive intermediate enabling rigid bicyclic lactone motifs. In household and consumer formulations, it may be explored as a scent component subject to formulation limits. CAS number: 101221-23-2

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 107.38
    methanol 207.71
    isopropanol 71.28
    water 25.98
    ethyl acetate 234.32
    n-propanol 96.46
    acetone 195.32
    n-butanol 72.58
    acetonitrile 300.91
    DMF 234.86
    toluene 178.14
    isobutanol 68.16
    1,4-dioxane 292.62
    methyl acetate 262.65
    THF 360.92
    2-butanone 168.6
    n-pentanol 45.31
    sec-butanol 71.22
    n-hexane 16.9
    ethylene glycol 73.52
    NMP 421.19
    cyclohexane 39.56
    DMSO 156.16
    n-butyl acetate 122.15
    n-octanol 64.16
    chloroform 794.18
    n-propyl acetate 91.49
    acetic acid 331.04
    dichloromethane 603.77
    cyclohexanone 296.78
    propylene glycol 65.23
    isopropyl acetate 122.27
    DMAc 280.93
    2-ethoxyethanol 86.46
    isopentanol 59.18
    n-heptane 15.49
    ethyl formate 159.46
    1,2-dichloroethane 252.74
    n-hexanol 101.34
    2-methoxyethanol 191.58
    isobutyl acetate 65.13
    tetrachloromethane 132.33
    n-pentyl acetate 93.71
    transcutol 364.09
    n-heptanol 50.35
    ethylbenzene 67.62
    MIBK 79.26
    2-propoxyethanol 197.86
    tert-butanol 81.67
    MTBE 73.91
    2-butoxyethanol 95.35
    propionic acid 202.75
    o-xylene 116.44
    formic acid 214.88
    diethyl ether 111.89
    m-xylene 128.55
    p-xylene 92.51
    chlorobenzene 227.05
    dimethyl carbonate 118.06
    n-octane 6.84
    formamide 183.24
    cyclopentanone 337.39
    2-pentanone 128.62
    anisole 117.6
    cyclopentyl methyl ether 186.8
    gamma-butyrolactone 516.59
    1-methoxy-2-propanol 128.6
    pyridine 280.13
    3-pentanone 134.95
    furfural 428.78
    n-dodecane 7.49
    diethylene glycol 175.54
    diisopropyl ether 42.06
    tert-amyl alcohol 68.06
    acetylacetone 199.26
    n-hexadecane 8.67
    acetophenone 124.68
    methyl propionate 202.44
    isopentyl acetate 102.94
    trichloroethylene 562.04
    n-nonanol 55.92
    cyclohexanol 118.34
    benzyl alcohol 94.76
    2-ethylhexanol 57.58
    isooctanol 40.69
    dipropyl ether 68.51
    1,2-dichlorobenzene 208.07
    ethyl lactate 66.42
    propylene carbonate 278.54
    n-methylformamide 210.13
    2-pentanol 51.52
    n-pentane 17.14
    1-propoxy-2-propanol 117.89
    1-methoxy-2-propyl acetate 161.58
    2-(2-methoxypropoxy) propanol 111.09
    mesitylene 72.9
    ε-caprolactone 309.35
    p-cymene 50.93
    epichlorohydrin 374.72
    1,1,1-trichloroethane 320.13
    2-aminoethanol 94.5
    morpholine-4-carbaldehyde 361.55
    sulfolane 365.05
    2,2,4-trimethylpentane 10.73
    2-methyltetrahydrofuran 260.26
    n-hexyl acetate 150.43
    isooctane 7.55
    2-(2-butoxyethoxy)ethanol 136.76
    sec-butyl acetate 69.67
    tert-butyl acetate 105.18
    decalin 19.38
    glycerin 114.31
    diglyme 243.94
    acrylic acid 225.39
    isopropyl myristate 56.6
    n-butyric acid 181.45
    acetyl acetate 227.77
    di(2-ethylhexyl) phthalate 63.02
    ethyl propionate 107.29
    nitromethane 533.48
    1,2-diethoxyethane 110.74
    benzonitrile 178.91
    trioctyl phosphate 45.42
    1-bromopropane 138.25
    gamma-valerolactone 425.8
    n-decanol 40.31
    triethyl phosphate 65.68
    4-methyl-2-pentanol 35.1
    propionitrile 168.81
    vinylene carbonate 294.07
    1,1,2-trichlorotrifluoroethane 278.76
    DMS 170.55
    cumene 48.55
    2-octanol 37.0
    2-hexanone 75.48
    octyl acetate 75.49
    limonene 64.61
    1,2-dimethoxyethane 145.52
    ethyl orthosilicate 59.1
    tributyl phosphate 59.49
    diacetone alcohol 99.41
    N,N-dimethylaniline 83.4
    acrylonitrile 239.41
    aniline 166.55
    1,3-propanediol 99.47
    bromobenzene 229.75
    dibromomethane 369.73
    1,1,2,2-tetrachloroethane 415.03
    2-methyl-cyclohexyl acetate 86.96
    tetrabutyl urea 68.74
    diisobutyl methanol 33.3
    2-phenylethanol 118.3
    styrene 76.48
    dioctyl adipate 78.17
    dimethyl sulfate 172.4
    ethyl butyrate 92.78
    methyl lactate 105.5
    butyl lactate 77.56
    diethyl carbonate 78.02
    propanediol butyl ether 90.93
    triethyl orthoformate 74.41
    p-tert-butyltoluene 49.14
    methyl 4-tert-butylbenzoate 122.63
    morpholine 259.59
    tert-butylamine 56.16
    n-dodecanol 31.15
    dimethoxymethane 179.62
    ethylene carbonate 236.65
    cyrene 117.78
    2-ethoxyethyl acetate 151.56
    2-ethylhexyl acetate 91.85
    1,2,4-trichlorobenzene 241.99
    4-methylpyridine 280.88
    dibutyl ether 59.63
    2,6-dimethyl-4-heptanol 33.3
    DEF 156.37
    dimethyl isosorbide 196.74
    tetrachloroethylene 284.13
    eugenol 108.83
    triacetin 166.64
    span 80 97.42
    1,4-butanediol 37.94
    1,1-dichloroethane 283.92
    2-methyl-1-pentanol 43.51
    methyl formate 216.39
    2-methyl-1-butanol 64.2
    n-decane 12.09
    butyronitrile 122.09
    3,7-dimethyl-1-octanol 58.83
    1-chlorooctane 49.26
    1-chlorotetradecane 21.73
    n-nonane 11.48
    undecane 9.32
    tert-butylcyclohexane 15.66
    cyclooctane 16.43
    cyclopentanol 129.17
    tetrahydropyran 215.46
    tert-amyl methyl ether 71.54
    2,5,8-trioxanonane 174.69
    1-hexene 42.38
    2-isopropoxyethanol 63.36
    2,2,2-trifluoroethanol 203.89
    methyl butyrate 110.94

    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