(4aS,5R,8aR,9aS)-4a,6,7,8a,9,9a-Hexahydro-3,4a,5-trimethylnaphtho[2,3-b]furan-2,8(4H,5H)-dione

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  • Identifiers

    CAS number
    12656-97-2

    Molecular formula
    C15H20O3

    SMILES
    C[C@@H]1CCC(=O)[C@H]2[C@]1(CC3=C(C(=O)O[C@H]3C2)C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 52.89%
    Spicy 41.37%
    Tobacco 38.92%
    Mint 37.51%
    Coconut 35.31%
    Lactonic 35.03%
    Sweet 34.63%
    Coumarinic 32.65%
    Caramellic 28.55%
    Nutty 27.29%

     

    Flavor
    Bitter 62.12%
    Minty 32.2%
    Cedarleaf 22.21%
    Lovage 22.13%
    Ripe apricot 21.79%
    Red fruit 21.33%
    Basil 20.93%
    Herbal 20.9%
    Tonka 20.84%
    Coumarin 20.82%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    7.46 (neutral)

    Molecular weight
    248.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    508°C

    Flash point

    • 179.59 ˚C est.

  • Synonyms

    • 12656-97-2
    • (4aS,5R,8aR,9aS)-4a,6,7,8a,9,9a-Hexahydro-3,4a,5-trimethylnaphtho[2,3-b]furan-2,8(4H,5H)-dione
    • (4aS,5R,8aR,9aS)-4a,6,7,8a,9,9a-Hexahydro-3,4a,5-trimethylnaphtho(2,3-b)furan-2,8(4H,5H)-dione
    • RefChem:209066
    • DTXSID101118435
    • (4aS,5R,8aR,9aS)-3,4a,5-Trimethyl-4a,6,7,8a,9,9a-hexahydronaphtho[2,3-b]furan-2,8(4H,5H)-dione
    • 12656-97-2

  • Applications

    Because of its polycyclic, saturated framework and two carbonyl groups, (4aS,5R,8aR,9aS)-4a,6,7,8a,9,9a-Hexahydro-3,4a,5-trimethylnaphtho[2,3-b]furan-2,8(4H,5H)-dione (CAS 12656-97-2) is primarily used as an intermediate and chiral building block in pharmaceutical and agrochemical synthesis, enabling routes to biologically active derivatives; it is also evaluated in research and development settings as a scaffold for customizing derivatives; as a specialty intermediate, it may find applications in cosmetics/personal care formulations, and in polymer and plastics chemistry as a precursor or functionalizing agent for advanced materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 61.63
    methanol 101.05
    isopropanol 58.91
    water 1.04
    ethyl acetate 165.45
    n-propanol 57.89
    acetone 209.47
    n-butanol 54.44
    acetonitrile 100.11
    DMF 313.37
    toluene 166.88
    isobutanol 41.86
    1,4-dioxane 364.86
    methyl acetate 161.29
    THF 349.06
    2-butanone 176.09
    n-pentanol 23.36
    sec-butanol 31.74
    n-hexane 0.59
    ethylene glycol 27.99
    NMP 199.29
    cyclohexane 4.3
    DMSO 217.16
    n-butyl acetate 96.02
    n-octanol 12.03
    chloroform 709.8
    n-propyl acetate 88.12
    acetic acid 132.31
    dichloromethane 489.37
    cyclohexanone 235.59
    propylene glycol 20.8
    isopropyl acetate 124.13
    DMAc 242.36
    2-ethoxyethanol 98.21
    isopentanol 60.76
    n-heptane 0.54
    ethyl formate 112.42
    1,2-dichloroethane 261.0
    n-hexanol 34.43
    2-methoxyethanol 195.52
    isobutyl acetate 65.1
    tetrachloromethane 62.48
    n-pentyl acetate 58.88
    transcutol 438.71
    n-heptanol 20.77
    ethylbenzene 55.72
    MIBK 93.87
    2-propoxyethanol 155.58
    tert-butanol 75.94
    MTBE 43.74
    2-butoxyethanol 89.74
    propionic acid 87.24
    o-xylene 83.19
    formic acid 93.94
    diethyl ether 54.78
    m-xylene 99.82
    p-xylene 86.04
    chlorobenzene 224.38
    dimethyl carbonate 120.6
    n-octane 0.37
    formamide 199.21
    cyclopentanone 298.48
    2-pentanone 119.23
    anisole 155.32
    cyclopentyl methyl ether 93.08
    gamma-butyrolactone 360.89
    1-methoxy-2-propanol 144.27
    pyridine 389.16
    3-pentanone 99.75
    furfural 425.85
    n-dodecane 0.52
    diethylene glycol 153.65
    diisopropyl ether 18.59
    tert-amyl alcohol 35.14
    acetylacetone 232.74
    n-hexadecane 0.66
    acetophenone 164.05
    methyl propionate 126.33
    isopentyl acetate 104.1
    trichloroethylene 706.45
    n-nonanol 13.78
    cyclohexanol 56.62
    benzyl alcohol 129.21
    2-ethylhexanol 19.95
    isooctanol 20.03
    dipropyl ether 16.82
    1,2-dichlorobenzene 199.05
    ethyl lactate 58.2
    propylene carbonate 208.15
    n-methylformamide 186.85
    2-pentanol 27.64
    n-pentane 1.08
    1-propoxy-2-propanol 78.65
    1-methoxy-2-propyl acetate 160.68
    2-(2-methoxypropoxy) propanol 99.36
    mesitylene 47.12
    ε-caprolactone 212.43
    p-cymene 26.08
    epichlorohydrin 430.43
    1,1,1-trichloroethane 226.91
    2-aminoethanol 47.49
    morpholine-4-carbaldehyde 336.55
    sulfolane 280.24
    2,2,4-trimethylpentane 1.16
    2-methyltetrahydrofuran 130.28
    n-hexyl acetate 64.39
    isooctane 1.29
    2-(2-butoxyethoxy)ethanol 124.97
    sec-butyl acetate 70.15
    tert-butyl acetate 117.72
    decalin 2.95
    glycerin 61.87
    diglyme 276.28
    acrylic acid 110.04
    isopropyl myristate 25.47
    n-butyric acid 129.99
    acetyl acetate 159.97
    di(2-ethylhexyl) phthalate 48.01
    ethyl propionate 83.85
    nitromethane 329.93
    1,2-diethoxyethane 85.05
    benzonitrile 187.91
    trioctyl phosphate 25.46
    1-bromopropane 65.68
    gamma-valerolactone 437.04
    n-decanol 9.81
    triethyl phosphate 45.98
    4-methyl-2-pentanol 26.95
    propionitrile 90.17
    vinylene carbonate 265.15
    1,1,2-trichlorotrifluoroethane 267.2
    DMS 138.74
    cumene 33.42
    2-octanol 10.64
    2-hexanone 65.35
    octyl acetate 31.86
    limonene 22.27
    1,2-dimethoxyethane 187.01
    ethyl orthosilicate 40.12
    tributyl phosphate 32.76
    diacetone alcohol 118.45
    N,N-dimethylaniline 80.52
    acrylonitrile 180.8
    aniline 211.82
    1,3-propanediol 95.2
    bromobenzene 222.69
    dibromomethane 231.96
    1,1,2,2-tetrachloroethane 460.62
    2-methyl-cyclohexyl acetate 67.01
    tetrabutyl urea 39.83
    diisobutyl methanol 16.54
    2-phenylethanol 121.42
    styrene 74.7
    dioctyl adipate 49.29
    dimethyl sulfate 180.39
    ethyl butyrate 64.74
    methyl lactate 90.24
    butyl lactate 60.82
    diethyl carbonate 62.26
    propanediol butyl ether 60.03
    triethyl orthoformate 49.84
    p-tert-butyltoluene 25.06
    methyl 4-tert-butylbenzoate 104.27
    morpholine 279.21
    tert-butylamine 30.6
    n-dodecanol 7.16
    dimethoxymethane 210.67
    ethylene carbonate 201.31
    cyrene 113.56
    2-ethoxyethyl acetate 132.43
    2-ethylhexyl acetate 72.24
    1,2,4-trichlorobenzene 232.68
    4-methylpyridine 355.54
    dibutyl ether 13.96
    2,6-dimethyl-4-heptanol 16.54
    DEF 111.12
    dimethyl isosorbide 181.47
    tetrachloroethylene 315.06
    eugenol 116.7
    triacetin 105.83
    span 80 67.05
    1,4-butanediol 26.92
    1,1-dichloroethane 227.08
    2-methyl-1-pentanol 30.42
    methyl formate 170.13
    2-methyl-1-butanol 38.87
    n-decane 0.82
    butyronitrile 73.04
    3,7-dimethyl-1-octanol 19.33
    1-chlorooctane 6.76
    1-chlorotetradecane 2.99
    n-nonane 0.58
    undecane 0.63
    tert-butylcyclohexane 2.26
    cyclooctane 1.35
    cyclopentanol 57.99
    tetrahydropyran 162.21
    tert-amyl methyl ether 29.06
    2,5,8-trioxanonane 168.13
    1-hexene 4.93
    2-isopropoxyethanol 69.52
    2,2,2-trifluoroethanol 99.33
    methyl butyrate 99.69

    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