(3R,3aR,8aS,9aR)-Decahydro-3,8a-dimethyl-5-methylenenaphtho[2,3-b]furan-2(3H)-one

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  • Identifiers

    CAS number
    66964-61-2

    Molecular formula
    C15H22O2

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

    Safety labels

  • Odor profile

    Fragrance
    Woody 65.18%
    Spicy 48.11%
    Tobacco 34.2%
    Amber 33.88%
    Cedar 33.78%
    Dry 30.87%
    Coconut 30.26%
    Green 29.56%
    Fresh 29.06%
    Lactonic 28.75%

     

    Flavor
    Bitter 50.67%
    Minty 34.7%
    Herbal 32.32%
    Cedarleaf 22.91%
    Fresh 22.42%
    Spice 22.39%
    Spicy 21.88%
    Ripe apricot 21.59%
    Lovage 21.4%
    Red fruit 21.24%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    8.94 (weak base)

    Molecular weight
    234.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    372°C

    Flash point

    • 158.39 ˚C est.

  • Synonyms

    • 66964-61-2
    • (3R,3aR,8aS,9aR)-Decahydro-3,8a-dimethyl-5-methylenenaphtho[2,3-b]furan-2(3H)-one
    • (3R,3aR,8aS,9aR)-Decahydro-3,8a-dimethyl-5-methylenenaphtho(2,3-b)furan-2(3H)-one
    • RefChem:208141
    • CHEMBL4542628
    • DTXSID201132375
    • (3R,3aR,4aR,8aS,9aR)-3,8a-Dimethyl-5-methylidenedecahydronaphtho[2,3-b]furan-2(3H)-one
    • 66964-61-2

  • Applications

    Because of its rigid, chiral bicyclic lactone framework, the compound is commonly evaluated as a chiral building block or intermediate in pharmaceutical and agrochemical synthesis, enabling construction of more complex natural product-like molecules. It may also serve as a precursor in polymer and coating formulations to introduce lactone motifs with defined stereochemistry. In perfumery and cosmetics, it can be considered a potential fragrance ingredient or odor modifier. In research and development, it may provide a scaffold for developing new catalysts or ligands for asymmetric synthesis, and as an industrial manufacturing intermediate in complex organic syntheses, subject to regulatory and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 753.69
    methanol 1137.69
    isopropanol 1041.77
    water 1.99
    ethyl acetate 1196.03
    n-propanol 865.31
    acetone 1497.32
    n-butanol 902.67
    acetonitrile 855.38
    DMF 1542.62
    toluene 1441.91
    isobutanol 669.79
    1,4-dioxane 2541.16
    methyl acetate 1013.2
    THF 3097.21
    2-butanone 1178.73
    n-pentanol 263.42
    sec-butanol 449.33
    n-hexane 8.64
    ethylene glycol 99.67
    NMP 758.78
    cyclohexane 77.28
    DMSO 679.28
    n-butyl acetate 726.69
    n-octanol 106.55
    chloroform 3969.5
    n-propyl acetate 516.17
    acetic acid 617.79
    dichloromethane 2803.97
    cyclohexanone 1675.0
    propylene glycol 145.66
    isopropyl acetate 918.07
    DMAc 820.32
    2-ethoxyethanol 480.7
    isopentanol 788.99
    n-heptane 9.6
    ethyl formate 791.77
    1,2-dichloroethane 1497.87
    n-hexanol 406.33
    2-methoxyethanol 1250.7
    isobutyl acetate 404.39
    tetrachloromethane 349.48
    n-pentyl acetate 393.29
    transcutol 2876.29
    n-heptanol 150.25
    ethylbenzene 295.06
    MIBK 666.39
    2-propoxyethanol 905.04
    tert-butanol 837.2
    MTBE 727.62
    2-butoxyethanol 397.42
    propionic acid 518.26
    o-xylene 465.74
    formic acid 271.22
    diethyl ether 835.36
    m-xylene 718.86
    p-xylene 406.49
    chlorobenzene 1321.76
    dimethyl carbonate 446.91
    n-octane 4.21
    formamide 530.19
    cyclopentanone 1830.46
    2-pentanone 1045.65
    anisole 659.75
    cyclopentyl methyl ether 1050.64
    gamma-butyrolactone 1846.07
    1-methoxy-2-propanol 970.45
    pyridine 2127.97
    3-pentanone 635.3
    furfural 1583.47
    n-dodecane 5.23
    diethylene glycol 631.3
    diisopropyl ether 235.49
    tert-amyl alcohol 354.39
    acetylacetone 1200.41
    n-hexadecane 6.65
    acetophenone 560.21
    methyl propionate 771.72
    isopentyl acetate 725.72
    trichloroethylene 3170.25
    n-nonanol 103.98
    cyclohexanol 712.89
    benzyl alcohol 533.62
    2-ethylhexanol 189.1
    isooctanol 137.0
    dipropyl ether 212.69
    1,2-dichlorobenzene 952.52
    ethyl lactate 216.66
    propylene carbonate 1049.61
    n-methylformamide 938.75
    2-pentanol 459.71
    n-pentane 23.75
    1-propoxy-2-propanol 540.08
    1-methoxy-2-propyl acetate 874.5
    2-(2-methoxypropoxy) propanol 390.84
    mesitylene 345.57
    ε-caprolactone 1264.86
    p-cymene 149.75
    epichlorohydrin 2322.41
    1,1,1-trichloroethane 1283.13
    2-aminoethanol 282.7
    morpholine-4-carbaldehyde 1337.54
    sulfolane 1070.68
    2,2,4-trimethylpentane 16.32
    2-methyltetrahydrofuran 1561.93
    n-hexyl acetate 472.14
    isooctane 20.71
    2-(2-butoxyethoxy)ethanol 640.01
    sec-butyl acetate 425.15
    tert-butyl acetate 727.99
    decalin 29.0
    glycerin 239.01
    diglyme 1288.41
    acrylic acid 446.04
    isopropyl myristate 157.06
    n-butyric acid 987.77
    acetyl acetate 787.1
    di(2-ethylhexyl) phthalate 186.11
    ethyl propionate 418.39
    nitromethane 1288.4
    1,2-diethoxyethane 829.82
    benzonitrile 1052.37
    trioctyl phosphate 112.52
    1-bromopropane 648.36
    gamma-valerolactone 2213.14
    n-decanol 73.66
    triethyl phosphate 169.7
    4-methyl-2-pentanol 303.77
    propionitrile 904.59
    vinylene carbonate 1119.17
    1,1,2-trichlorotrifluoroethane 893.46
    DMS 525.11
    cumene 178.81
    2-octanol 90.91
    2-hexanone 452.33
    octyl acetate 186.5
    limonene 168.24
    1,2-dimethoxyethane 1042.07
    ethyl orthosilicate 167.34
    tributyl phosphate 160.0
    diacetone alcohol 590.03
    N,N-dimethylaniline 331.45
    acrylonitrile 1064.43
    aniline 1213.82
    1,3-propanediol 655.43
    bromobenzene 1412.58
    dibromomethane 1563.44
    1,1,2,2-tetrachloroethane 2188.64
    2-methyl-cyclohexyl acetate 299.79
    tetrabutyl urea 178.19
    diisobutyl methanol 134.42
    2-phenylethanol 562.18
    styrene 420.79
    dioctyl adipate 231.56
    dimethyl sulfate 440.54
    ethyl butyrate 388.99
    methyl lactate 339.18
    butyl lactate 308.61
    diethyl carbonate 291.85
    propanediol butyl ether 371.05
    triethyl orthoformate 278.49
    p-tert-butyltoluene 144.13
    methyl 4-tert-butylbenzoate 368.14
    morpholine 2367.21
    tert-butylamine 442.85
    n-dodecanol 55.01
    dimethoxymethane 1378.24
    ethylene carbonate 1017.14
    cyrene 328.37
    2-ethoxyethyl acetate 720.7
    2-ethylhexyl acetate 495.52
    1,2,4-trichlorobenzene 1042.7
    4-methylpyridine 2076.39
    dibutyl ether 173.51
    2,6-dimethyl-4-heptanol 134.42
    DEF 773.47
    dimethyl isosorbide 739.08
    tetrachloroethylene 1320.64
    eugenol 377.87
    triacetin 459.22
    span 80 303.35
    1,4-butanediol 134.65
    1,1-dichloroethane 1695.84
    2-methyl-1-pentanol 265.72
    methyl formate 790.43
    2-methyl-1-butanol 488.11
    n-decane 8.6
    butyronitrile 982.84
    3,7-dimethyl-1-octanol 166.3
    1-chlorooctane 71.31
    1-chlorotetradecane 26.9
    n-nonane 6.77
    undecane 6.42
    tert-butylcyclohexane 23.13
    cyclooctane 20.75
    cyclopentanol 722.89
    tetrahydropyran 2148.45
    tert-amyl methyl ether 301.5
    2,5,8-trioxanonane 727.52
    1-hexene 70.52
    2-isopropoxyethanol 344.32
    2,2,2-trifluoroethanol 280.2
    methyl butyrate 547.48

    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