(3R,3aS,5aS,9R,9aS,9bS)-Octahydro-3,5a,9-trimethylnaphtho[1,2-b]furan-2,8(3H,4H)-dione

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  • Identifiers

    CAS number
    14804-47-8

    Molecular formula
    C15H22O3

    SMILES
    C[C@@H]1[C@@H]2CC[C@]3(CCC(=O)[C@@H]([C@@H]3[C@H]2OC1=O)C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 62.5%
    Spicy 41.96%
    Tobacco 32.75%
    Mint 31.25%
    Sweet 28.71%
    Camphoreous 27.5%
    Herbal 27.32%
    Lactonic 27.07%
    Cedar 25.99%
    Coconut 25.71%

     

    Flavor
    Bitter 75.72%
    Minty 30.88%
    Cedarleaf 23.08%
    Herbal 21.21%
    Lovage 21.13%
    Ripe apricot 21.07%
    Fenugreek 20.85%
    Red fruit 20.83%
    Leaves 20.53%
    Basil 20.3%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    7.44 (neutral)

    Molecular weight
    250.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    454°C

    Flash point

    • 175.63 ˚C est.

  • Synonyms

    • (3R,3aS,5aS,9R,9aS,9bS)-Octahydro-3,5a,9-trimethylnaphtho[1,2-b]furan-2,8(3H,4H)-dione
    • (3R,3aS,5aS,9R,9aS,9bS)-Octahydro-3,5a,9-trimethylnaphtho(1,2-b)furan-2,8(3H,4H)-dione
    • RefChem:208143
    • 14804-47-8
    • DTXSID101126111
    • (3R,3aS,5aS,9R,9aS,9bS)-3,5a,9-Trimethyloctahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione
    • 14804-47-8

  • Applications

    Applications of (3R,3aS,5aS,9R,9aS,9bS)-Octahydro-3,5a,9-trimethylnaphtho[1,2-b]furan-2,8(3H,4H)-dione (CAS 14804-47-8) are primarily as a chiral building block and synthetic intermediate in organic chemistry. It is used to access polycyclic lactone-type frameworks and natural-product-like scaffolds in pharmaceutical research and development, as well as in the preparation of specialty chemical and agrochemical intermediates. The compound may also serve as a starting material for asymmetric synthesis and for creating libraries of derivatives. Additionally, it can function as a precursor to polymerizable lactone derivatives for use in specialty polymers and coatings, subject to formulation constraints and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 94.27
    methanol 187.48
    isopropanol 125.98
    water 5.47
    ethyl acetate 186.85
    n-propanol 99.95
    acetone 278.64
    n-butanol 100.39
    acetonitrile 146.21
    DMF 375.14
    toluene 266.7
    isobutanol 85.57
    1,4-dioxane 479.62
    methyl acetate 221.15
    THF 540.49
    2-butanone 240.94
    n-pentanol 44.34
    sec-butanol 54.66
    n-hexane 0.91
    ethylene glycol 38.0
    NMP 245.26
    cyclohexane 8.11
    DMSO 212.52
    n-butyl acetate 145.53
    n-octanol 30.82
    chloroform 1069.77
    n-propyl acetate 119.65
    acetic acid 201.45
    dichloromethane 684.22
    cyclohexanone 391.87
    propylene glycol 31.32
    isopropyl acetate 159.54
    DMAc 254.18
    2-ethoxyethanol 114.67
    isopentanol 110.34
    n-heptane 1.14
    ethyl formate 180.3
    1,2-dichloroethane 315.95
    n-hexanol 65.83
    2-methoxyethanol 232.47
    isobutyl acetate 100.19
    tetrachloromethane 92.33
    n-pentyl acetate 95.38
    transcutol 405.35
    n-heptanol 42.13
    ethylbenzene 75.79
    MIBK 129.08
    2-propoxyethanol 206.42
    tert-butanol 128.4
    MTBE 55.46
    2-butoxyethanol 123.01
    propionic acid 134.64
    o-xylene 121.39
    formic acid 121.61
    diethyl ether 64.6
    m-xylene 159.41
    p-xylene 128.56
    chlorobenzene 336.62
    dimethyl carbonate 114.08
    n-octane 1.04
    formamide 198.87
    cyclopentanone 461.65
    2-pentanone 171.29
    anisole 148.78
    cyclopentyl methyl ether 138.71
    gamma-butyrolactone 550.33
    1-methoxy-2-propanol 167.54
    pyridine 513.84
    3-pentanone 130.24
    furfural 518.47
    n-dodecane 1.73
    diethylene glycol 192.06
    diisopropyl ether 27.57
    tert-amyl alcohol 54.13
    acetylacetone 274.92
    n-hexadecane 2.14
    acetophenone 178.16
    methyl propionate 151.32
    isopentyl acetate 148.01
    trichloroethylene 822.22
    n-nonanol 31.59
    cyclohexanol 109.53
    benzyl alcohol 163.71
    2-ethylhexanol 38.28
    isooctanol 38.9
    dipropyl ether 24.57
    1,2-dichlorobenzene 262.0
    ethyl lactate 67.95
    propylene carbonate 299.7
    n-methylformamide 220.17
    2-pentanol 49.8
    n-pentane 1.85
    1-propoxy-2-propanol 110.93
    1-methoxy-2-propyl acetate 174.05
    2-(2-methoxypropoxy) propanol 109.06
    mesitylene 81.07
    ε-caprolactone 303.4
    p-cymene 43.04
    epichlorohydrin 511.73
    1,1,1-trichloroethane 305.81
    2-aminoethanol 64.63
    morpholine-4-carbaldehyde 365.49
    sulfolane 370.55
    2,2,4-trimethylpentane 2.24
    2-methyltetrahydrofuran 213.05
    n-hexyl acetate 103.47
    isooctane 2.69
    2-(2-butoxyethoxy)ethanol 144.22
    sec-butyl acetate 97.03
    tert-butyl acetate 135.31
    decalin 5.58
    glycerin 78.13
    diglyme 292.01
    acrylic acid 149.12
    isopropyl myristate 43.33
    n-butyric acid 224.63
    acetyl acetate 197.47
    di(2-ethylhexyl) phthalate 68.38
    ethyl propionate 96.11
    nitromethane 378.21
    1,2-diethoxyethane 103.14
    benzonitrile 281.87
    trioctyl phosphate 42.73
    1-bromopropane 94.01
    gamma-valerolactone 589.39
    n-decanol 23.25
    triethyl phosphate 54.18
    4-methyl-2-pentanol 48.16
    propionitrile 154.07
    vinylene carbonate 353.08
    1,1,2-trichlorotrifluoroethane 277.21
    DMS 154.54
    cumene 51.99
    2-octanol 26.56
    2-hexanone 100.05
    octyl acetate 52.66
    limonene 40.27
    1,2-dimethoxyethane 215.73
    ethyl orthosilicate 49.9
    tributyl phosphate 50.8
    diacetone alcohol 133.11
    N,N-dimethylaniline 88.42
    acrylonitrile 246.61
    aniline 255.86
    1,3-propanediol 140.52
    bromobenzene 342.76
    dibromomethane 360.34
    1,1,2,2-tetrachloroethane 564.0
    2-methyl-cyclohexyl acetate 85.68
    tetrabutyl urea 59.2
    diisobutyl methanol 30.17
    2-phenylethanol 160.01
    styrene 94.46
    dioctyl adipate 69.11
    dimethyl sulfate 167.65
    ethyl butyrate 89.17
    methyl lactate 95.84
    butyl lactate 86.43
    diethyl carbonate 77.56
    propanediol butyl ether 88.34
    triethyl orthoformate 65.03
    p-tert-butyltoluene 39.47
    methyl 4-tert-butylbenzoate 123.56
    morpholine 354.07
    tert-butylamine 55.15
    n-dodecanol 17.66
    dimethoxymethane 234.23
    ethylene carbonate 291.59
    cyrene 134.16
    2-ethoxyethyl acetate 171.15
    2-ethylhexyl acetate 106.16
    1,2,4-trichlorobenzene 289.63
    4-methylpyridine 459.35
    dibutyl ether 26.81
    2,6-dimethyl-4-heptanol 30.17
    DEF 132.72
    dimethyl isosorbide 203.28
    tetrachloroethylene 372.48
    eugenol 136.49
    triacetin 136.96
    span 80 86.56
    1,4-butanediol 42.72
    1,1-dichloroethane 348.3
    2-methyl-1-pentanol 52.38
    methyl formate 215.36
    2-methyl-1-butanol 67.78
    n-decane 2.53
    butyronitrile 144.42
    3,7-dimethyl-1-octanol 38.53
    1-chlorooctane 16.96
    1-chlorotetradecane 7.9
    n-nonane 1.76
    undecane 2.04
    tert-butylcyclohexane 4.15
    cyclooctane 2.67
    cyclopentanol 124.5
    tetrahydropyran 265.62
    tert-amyl methyl ether 34.39
    2,5,8-trioxanonane 179.52
    1-hexene 7.29
    2-isopropoxyethanol 91.71
    2,2,2-trifluoroethanol 134.93
    methyl butyrate 126.92

    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