2-Oxabicyclo[2.2.2]octan-6-ol, 1,3,3-trimethyl-, 6-acetate

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  • Identifiers

    CAS number
    72257-53-5

    Molecular formula
    C12H20O3

    SMILES
    CC(=O)OC1CC2CCC1(OC2(C)C)C

  • Odor profile

    Fragrance
    Herbal 74.71%
    Mint 62.93%
    Fresh 59.39%
    Camphoreous 46.3%
    Woody 45.33%
    Cooling 44.5%
    Pine 44.04%
    Sweet 40.14%
    Fruity 35.28%
    Citrus 33.55%

     

    Flavor
    Sweet 67.72%
    Herbal 65.44%
    Woody 44.71%
    Camphor 42.47%
    Pine 41.68%
    Minty 35.21%
    Mint 34.74%
    Citrus 31.93%
    Fruity 31.76%
    Balsam 31.62%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    9.25 (weak base)

    Molecular weight
    212.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    242°C

    Flash point

    • 113.73 ˚C est.

  • Synonyms

    • 72257-53-5
    • 2-Acetoxy-1,8-cineole
    • 2-Oxabicyclo[2.2.2]octan-6-ol, 1,3,3-trimethyl-, acetate
    • exo-2-Hydroxycineole acetate
    • 1,3,3-TRIMETHYL-2-OXABICYCLO[2.2.2]OCTAN-6-YL ACETATE
    • EINECS 276-542-9
    • (1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-yl) acetate
    • 2-Oxabicyclo(2.2.2)octan-6-ol, 1,3,3-trimethyl-, 6-acetate
    • 1,3,3-Trimethyl-2-oxabicyclo(2.2.2)octan-6-yl acetate
    • 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octan-6-ol acetate
    • 2-Oxabicyclo(2.2.2)octan-6-ol, 1,3,3-trimethyl-, acetate
    • 1,3,3-Trimethyl-2-oxabicyclo(2.2.2)octan-6-ol acetate
    • 2-Oxabicyclo[2.2.2]octan-6-ol, 1,3,3-trimethyl-, 6-acetate
    • SCHEMBL3505220
    • DTXSID10888119
    • NS00063088
    • Q67879887
    • 1,3,3-trimethyl-2-oxabicyclo[2,2,2]oct-6-yl acetate
    • 276-542-9

  • Applications

    2-Oxabicyclo[2.2.2]octan-6-ol, 1,3,3-trimethyl-, 6-acetate (CAS 72257-53-5) is primarily used as an intermediate in organic synthesis and as a chiral building block for fine chemicals. In fragrance, perfumery, and cosmetics, it may serve as an odorant or fragrance component and can act as a fixative or carrier due to its bicyclic, ester-containing structure. In polymer and coatings technology, the acetate ester can function as a specialty monomer or additive to impart stiffness or processing benefits. As a starting material for pharmaceutical synthesis, it may be evaluated for the preparation of more complex chiral molecules, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 210.55
    methanol 353.66
    isopropanol 148.89
    water 19.35
    ethyl acetate 247.4
    n-propanol 182.28
    acetone 264.1
    n-butanol 145.11
    acetonitrile 248.64
    DMF 528.5
    toluene 198.66
    isobutanol 127.7
    1,4-dioxane 440.27
    methyl acetate 276.08
    THF 501.48
    2-butanone 243.04
    n-pentanol 86.13
    sec-butanol 127.12
    n-hexane 12.41
    ethylene glycol 109.02
    NMP 494.21
    cyclohexane 27.05
    DMSO 406.38
    n-butyl acetate 154.2
    n-octanol 65.61
    chloroform 1105.22
    n-propyl acetate 111.87
    acetic acid 370.15
    dichloromethane 784.22
    cyclohexanone 351.89
    propylene glycol 103.96
    isopropyl acetate 164.9
    DMAc 561.72
    2-ethoxyethanol 186.58
    isopentanol 125.54
    n-heptane 6.3
    ethyl formate 215.04
    1,2-dichloroethane 403.03
    n-hexanol 120.29
    2-methoxyethanol 349.39
    isobutyl acetate 87.16
    tetrachloromethane 164.96
    n-pentyl acetate 108.24
    transcutol 549.86
    n-heptanol 57.49
    ethylbenzene 89.51
    MIBK 118.31
    2-propoxyethanol 260.69
    tert-butanol 160.17
    MTBE 140.01
    2-butoxyethanol 143.18
    propionic acid 238.3
    o-xylene 124.01
    formic acid 329.24
    diethyl ether 153.27
    m-xylene 142.79
    p-xylene 125.31
    chlorobenzene 296.11
    dimethyl carbonate 154.33
    n-octane 3.39
    formamide 363.77
    cyclopentanone 380.64
    2-pentanone 175.61
    anisole 182.67
    cyclopentyl methyl ether 198.6
    gamma-butyrolactone 531.48
    1-methoxy-2-propanol 238.19
    pyridine 387.8
    3-pentanone 167.65
    furfural 566.35
    n-dodecane 3.7
    diethylene glycol 237.72
    diisopropyl ether 49.83
    tert-amyl alcohol 131.75
    acetylacetone 264.94
    n-hexadecane 4.43
    acetophenone 178.0
    methyl propionate 229.92
    isopentyl acetate 152.92
    trichloroethylene 864.69
    n-nonanol 57.23
    cyclohexanol 151.66
    benzyl alcohol 153.95
    2-ethylhexanol 65.33
    isooctanol 47.47
    dipropyl ether 58.02
    1,2-dichlorobenzene 267.75
    ethyl lactate 88.47
    propylene carbonate 321.18
    n-methylformamide 354.26
    2-pentanol 86.98
    n-pentane 13.31
    1-propoxy-2-propanol 150.22
    1-methoxy-2-propyl acetate 200.25
    2-(2-methoxypropoxy) propanol 145.16
    mesitylene 79.69
    ε-caprolactone 364.33
    p-cymene 52.55
    epichlorohydrin 586.36
    1,1,1-trichloroethane 383.59
    2-aminoethanol 156.57
    morpholine-4-carbaldehyde 513.12
    sulfolane 489.56
    2,2,4-trimethylpentane 9.77
    2-methyltetrahydrofuran 331.1
    n-hexyl acetate 158.71
    isooctane 6.83
    2-(2-butoxyethoxy)ethanol 188.56
    sec-butyl acetate 95.7
    tert-butyl acetate 153.01
    decalin 17.23
    glycerin 175.12
    diglyme 386.48
    acrylic acid 253.95
    isopropyl myristate 53.38
    n-butyric acid 251.41
    acetyl acetate 229.97
    di(2-ethylhexyl) phthalate 68.82
    ethyl propionate 123.76
    nitromethane 604.62
    1,2-diethoxyethane 147.98
    benzonitrile 220.29
    trioctyl phosphate 48.12
    1-bromopropane 189.83
    gamma-valerolactone 603.64
    n-decanol 39.22
    triethyl phosphate 75.48
    4-methyl-2-pentanol 61.1
    propionitrile 193.75
    vinylene carbonate 352.88
    1,1,2-trichlorotrifluoroethane 432.29
    DMS 188.58
    cumene 63.94
    2-octanol 39.24
    2-hexanone 105.93
    octyl acetate 70.93
    limonene 59.29
    1,2-dimethoxyethane 304.15
    ethyl orthosilicate 70.45
    tributyl phosphate 66.31
    diacetone alcohol 157.45
    N,N-dimethylaniline 119.0
    acrylonitrile 256.47
    aniline 230.86
    1,3-propanediol 193.81
    bromobenzene 288.77
    dibromomethane 468.77
    1,1,2,2-tetrachloroethane 710.47
    2-methyl-cyclohexyl acetate 99.83
    tetrabutyl urea 78.09
    diisobutyl methanol 40.32
    2-phenylethanol 146.75
    styrene 106.79
    dioctyl adipate 80.08
    dimethyl sulfate 259.2
    ethyl butyrate 99.08
    methyl lactate 144.53
    butyl lactate 100.03
    diethyl carbonate 89.9
    propanediol butyl ether 132.87
    triethyl orthoformate 85.14
    p-tert-butyltoluene 50.32
    methyl 4-tert-butylbenzoate 139.8
    morpholine 438.55
    tert-butylamine 99.16
    n-dodecanol 28.3
    dimethoxymethane 295.74
    ethylene carbonate 294.1
    cyrene 146.87
    2-ethoxyethyl acetate 176.65
    2-ethylhexyl acetate 128.81
    1,2,4-trichlorobenzene 317.24
    4-methylpyridine 411.28
    dibutyl ether 57.96
    2,6-dimethyl-4-heptanol 40.32
    DEF 225.48
    dimethyl isosorbide 244.86
    tetrachloroethylene 470.36
    eugenol 139.52
    triacetin 168.96
    span 80 107.05
    1,4-butanediol 72.87
    1,1-dichloroethane 393.61
    2-methyl-1-pentanol 86.33
    methyl formate 302.67
    2-methyl-1-butanol 118.26
    n-decane 6.51
    butyronitrile 168.3
    3,7-dimethyl-1-octanol 65.75
    1-chlorooctane 39.42
    1-chlorotetradecane 14.85
    n-nonane 5.59
    undecane 4.73
    tert-butylcyclohexane 14.52
    cyclooctane 10.04
    cyclopentanol 166.59
    tetrahydropyran 304.33
    tert-amyl methyl ether 113.26
    2,5,8-trioxanonane 234.29
    1-hexene 43.26
    2-isopropoxyethanol 123.15
    2,2,2-trifluoroethanol 236.74
    methyl butyrate 151.22

    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