2-Oxabicyclo(2.2.2)octane, 1,5-dimethyl-3-(2-propenyl)-

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  • Identifiers

    CAS number
    71477-76-4

    Molecular formula
    C12H20O

    SMILES
    C[C@H]1C[C@]2(CC[C@@H]1[C@H](O2)CC=C)C

    Safety labels

  • Odor profile

    Fragrance
    Green 75.16%
    Floral 69.07%
    Herbal 68.23%
    Fresh 46.88%
    Fruity 45.72%
    Woody 42.87%
    Spicy 39.31%
    Mint 37.28%
    Citrus 35.61%
    Leafy 33.19%

     

    Flavor
    Green 40.76%
    Minty 39.77%
    Woody 39.05%
    Herbal 36.3%
    Mint 33.81%
    Tropical 33.6%
    Floral 32.49%
    Spice 32.01%
    Sweet 31.13%
    Spicy 29.21%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    9.31 (weak base)

    Molecular weight
    180.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    225°C

    Flash point

    • 71.16 ˚C est.

  • Synonyms

    • 3-Allyl-1,5-dimethyl-2-oxabicyclo(2.2.2)octane
    • 2-Oxabicyclo(2.2.2)octane, 1,5-dimethyl-3-(2-propenyl)-
    • 2-Oxabicyclo(2.2.2)octane, 1,5-dimethyl-3-(2-propen-1-yl)-
    • 71477-76-4
    • 71477-76-4

  • Applications

    2-Oxabicyclo(2.2.2)octane, 1,5-dimethyl- (CAS 71477-76-4) is primarily used as an organic synthesis intermediate and rigid bicyclic scaffold in specialized chemical manufacturing. It may serve as a building block in medicinal chemistry and agrochemical research, and may be employed as a fragrance or flavor intermediate in perfumery and flavor chemistry. It can function as a specialty solvent or solvent-like diluent in niche process media, and is explored as a monomer or co-monomer for advanced polymers and coatings, including potential use in reactive formulations. Its applications are laboratory- and formulation-dependent and subject to local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 496.39
    methanol 443.79
    isopropanol 466.5
    water 1.62
    ethyl acetate 463.88
    n-propanol 489.7
    acetone 378.87
    n-butanol 487.47
    acetonitrile 440.23
    DMF 292.09
    toluene 538.81
    isobutanol 402.22
    1,4-dioxane 1151.47
    methyl acetate 410.6
    THF 1210.4
    2-butanone 404.2
    n-pentanol 295.32
    sec-butanol 376.61
    n-hexane 130.21
    ethylene glycol 83.64
    NMP 315.32
    cyclohexane 372.73
    DMSO 318.05
    n-butyl acetate 604.1
    n-octanol 311.73
    chloroform 1811.66
    n-propyl acetate 258.68
    acetic acid 309.53
    dichloromethane 1377.99
    cyclohexanone 672.44
    propylene glycol 135.82
    isopropyl acetate 295.78
    DMAc 264.76
    2-ethoxyethanol 268.11
    isopentanol 407.74
    n-heptane 194.48
    ethyl formate 321.78
    1,2-dichloroethane 607.26
    n-hexanol 777.98
    2-methoxyethanol 463.44
    isobutyl acetate 202.53
    tetrachloromethane 338.08
    n-pentyl acetate 293.68
    transcutol 1268.77
    n-heptanol 279.64
    ethylbenzene 207.79
    MIBK 253.58
    2-propoxyethanol 709.71
    tert-butanol 486.38
    MTBE 485.29
    2-butoxyethanol 336.29
    propionic acid 296.84
    o-xylene 283.9
    formic acid 89.12
    diethyl ether 576.64
    m-xylene 329.18
    p-xylene 251.17
    chlorobenzene 535.27
    dimethyl carbonate 128.4
    n-octane 62.36
    formamide 109.4
    cyclopentanone 560.05
    2-pentanone 364.89
    anisole 282.35
    cyclopentyl methyl ether 589.69
    gamma-butyrolactone 646.54
    1-methoxy-2-propanol 399.6
    pyridine 694.43
    3-pentanone 287.78
    furfural 527.46
    n-dodecane 56.04
    diethylene glycol 382.17
    diisopropyl ether 203.09
    tert-amyl alcohol 347.91
    acetylacetone 311.99
    n-hexadecane 63.39
    acetophenone 232.89
    methyl propionate 306.64
    isopentyl acetate 495.67
    trichloroethylene 998.26
    n-nonanol 256.36
    cyclohexanol 541.9
    benzyl alcohol 234.98
    2-ethylhexanol 424.3
    isooctanol 211.03
    dipropyl ether 453.67
    1,2-dichlorobenzene 414.23
    ethyl lactate 127.83
    propylene carbonate 434.68
    n-methylformamide 217.83
    2-pentanol 312.67
    n-pentane 179.26
    1-propoxy-2-propanol 532.71
    1-methoxy-2-propyl acetate 443.97
    2-(2-methoxypropoxy) propanol 321.91
    mesitylene 208.46
    ε-caprolactone 574.9
    p-cymene 212.34
    epichlorohydrin 743.92
    1,1,1-trichloroethane 656.85
    2-aminoethanol 192.14
    morpholine-4-carbaldehyde 476.08
    sulfolane 474.93
    2,2,4-trimethylpentane 72.57
    2-methyltetrahydrofuran 931.25
    n-hexyl acetate 449.14
    isooctane 68.63
    2-(2-butoxyethoxy)ethanol 467.2
    sec-butyl acetate 182.77
    tert-butyl acetate 276.83
    decalin 104.46
    glycerin 158.1
    diglyme 713.31
    acrylic acid 207.39
    isopropyl myristate 194.97
    n-butyric acid 466.56
    acetyl acetate 283.38
    di(2-ethylhexyl) phthalate 182.62
    ethyl propionate 211.21
    nitromethane 353.84
    1,2-diethoxyethane 561.64
    benzonitrile 418.53
    trioctyl phosphate 140.76
    1-bromopropane 607.13
    gamma-valerolactone 694.91
    n-decanol 194.81
    triethyl phosphate 148.33
    4-methyl-2-pentanol 212.93
    propionitrile 459.68
    vinylene carbonate 424.35
    1,1,2-trichlorotrifluoroethane 359.52
    DMS 265.44
    cumene 148.82
    2-octanol 180.89
    2-hexanone 245.43
    octyl acetate 241.3
    limonene 309.16
    1,2-dimethoxyethane 484.58
    ethyl orthosilicate 155.39
    tributyl phosphate 172.03
    diacetone alcohol 258.12
    N,N-dimethylaniline 179.98
    acrylonitrile 392.51
    aniline 421.01
    1,3-propanediol 275.94
    bromobenzene 632.05
    dibromomethane 995.09
    1,1,2,2-tetrachloroethane 767.2
    2-methyl-cyclohexyl acetate 284.49
    tetrabutyl urea 193.82
    diisobutyl methanol 221.28
    2-phenylethanol 357.31
    styrene 243.84
    dioctyl adipate 224.76
    dimethyl sulfate 131.43
    ethyl butyrate 340.79
    methyl lactate 139.06
    butyl lactate 214.09
    diethyl carbonate 227.18
    propanediol butyl ether 299.51
    triethyl orthoformate 256.21
    p-tert-butyltoluene 199.3
    methyl 4-tert-butylbenzoate 251.15
    morpholine 1003.91
    tert-butylamine 416.42
    n-dodecanol 154.11
    dimethoxymethane 399.45
    ethylene carbonate 405.11
    cyrene 205.95
    2-ethoxyethyl acetate 376.4
    2-ethylhexyl acetate 425.73
    1,2,4-trichlorobenzene 445.75
    4-methylpyridine 635.93
    dibutyl ether 359.06
    2,6-dimethyl-4-heptanol 221.28
    DEF 311.54
    dimethyl isosorbide 490.11
    tetrachloroethylene 535.02
    eugenol 234.19
    triacetin 344.84
    span 80 327.45
    1,4-butanediol 110.22
    1,1-dichloroethane 740.83
    2-methyl-1-pentanol 269.92
    methyl formate 187.92
    2-methyl-1-butanol 375.15
    n-decane 87.59
    butyronitrile 574.83
    3,7-dimethyl-1-octanol 306.5
    1-chlorooctane 246.98
    1-chlorotetradecane 109.03
    n-nonane 90.45
    undecane 68.31
    tert-butylcyclohexane 87.74
    cyclooctane 137.23
    cyclopentanol 481.34
    tetrahydropyran 1163.86
    tert-amyl methyl ether 306.42
    2,5,8-trioxanonane 514.58
    1-hexene 273.86
    2-isopropoxyethanol 210.58
    2,2,2-trifluoroethanol 107.74
    methyl butyrate 254.15

    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