(4R,4aS,7R,8S,8aR)-8-[2-(3-Furanyl)ethyl]octahydro-4,4a,7,8-tetramethyl-2(1H)-naphthalenone

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    59742-40-4

    Molecular formula
    C20H30O2

    SMILES
    C[C@@H]1CC[C@]2([C@@H](CC(=O)C[C@@H]2[C@@]1(C)CCC3=COC=C3)C)C

  • Odor profile

    Woody 62.23%
    Green 38.48%
    Spicy 35.24%
    Amber 34.87%
    Dry 34.31%
    Fresh 34.02%
    Herbal 33.6%
    Fruity 32.14%
    Animal 31.63%
    Earthy 28.41%

    Scent© AI

  • Properties

    XLogP3-AA
    5.2

    Molecular weight
    302.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    435°C

    Flash point est.
    151.84 ˚C

  • Synonyms

    • DTXSID201121138
    • (4R,4aS,7R,8S,8aR)-8-[2-(3-Furanyl)ethyl]octahydro-4,4a,7,8-tetramethyl-2(1H)-naphthalenone
    • 59742-40-4

  • Applications

    This stereodefined, multi-chiral octahydro-2(1H)-naphthalenone bearing an 8-[2-(3-furanyl)ethyl] side chain and four methyl groups is evaluated in fragrance R&D as a potential warm/woody/amber backbone for building accords, as a comparator in odor structure–activity studies, and as an analytical reference/calibrant for GC/GC–MS to track isomers, impurities, and stability; in parallel, its rigid bicyclic scaffold makes it a useful synthetic building block for stereoselective and enantioselective catalysis method development, a medicinal-chemistry exploratory motif for probing bioactivity and derivatization (oxidation/reduction, chain elaboration), and a substrate for kinetic, stability, and metabolism studies of terpenoid frameworks; additionally, it can be used in microencapsulation and controlled-release evaluations, electronic-nose calibration, and as reference data when constructing predictive odor models and mixture-effect assessments in flavor–fragrance matrices.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 155.29
    methanol 132.46
    isopropanol 144.38
    water 0.4
    ethyl acetate 308.94
    n-propanol 167.22
    acetone 392.49
    n-butanol 140.01
    acetonitrile 180.02
    DMF 473.39
    toluene 528.81
    isobutanol 112.77
    1,4-dioxane 745.6
    methyl acetate 236.46
    THF 1049.86
    2-butanone 301.33
    n-pentanol 47.82
    sec-butanol 59.13
    n-hexane 2.38
    ethylene glycol 15.68
    NMP 167.5
    cyclohexane 18.58
    DMSO 167.12
    n-butyl acetate 154.16
    n-octanol 29.74
    chloroform 1051.68
    n-propyl acetate 135.17
    acetic acid 82.28
    dichloromethane 720.03
    cyclohexanone 420.06
    propylene glycol 26.03
    isopropyl acetate 240.12
    DMAc 349.2
    2-ethoxyethanol 138.98
    isopentanol 112.37
    n-heptane 3.65
    ethyl formate 124.24
    1,2-dichloroethane 428.17
    n-hexanol 81.85
    2-methoxyethanol 306.73
    isobutyl acetate 120.9
    tetrachloromethane 95.51
    n-pentyl acetate 104.0
    transcutol 671.88
    n-heptanol 44.95
    ethylbenzene 113.34
    MIBK 186.95
    2-propoxyethanol 264.35
    tert-butanol 138.82
    MTBE 155.65
    2-butoxyethanol 132.07
    propionic acid 80.71
    o-xylene 181.67
    formic acid 29.87
    diethyl ether 211.99
    m-xylene 235.12
    p-xylene 152.99
    chlorobenzene 370.64
    dimethyl carbonate 149.61
    n-octane 1.87
    formamide 81.76
    cyclopentanone 510.42
    2-pentanone 259.29
    anisole 281.02
    cyclopentyl methyl ether 261.75
    gamma-butyrolactone 397.67
    1-methoxy-2-propanol 263.99
    pyridine 622.81
    3-pentanone 202.92
    furfural 405.32
    n-dodecane 1.71
    diethylene glycol 155.16
    diisopropyl ether 51.86
    tert-amyl alcohol 56.45
    acetylacetone 395.14
    n-hexadecane 2.19
    acetophenone 217.71
    methyl propionate 233.5
    isopentyl acetate 170.01
    trichloroethylene 868.6
    n-nonanol 33.26
    cyclohexanol 106.38
    benzyl alcohol 160.03
    2-ethylhexanol 46.06
    isooctanol 41.58
    dipropyl ether 73.55
    1,2-dichlorobenzene 289.98
    ethyl lactate 64.85
    propylene carbonate 198.11
    n-methylformamide 179.54
    2-pentanol 60.31
    n-pentane 4.44
    1-propoxy-2-propanol 167.52
    1-methoxy-2-propyl acetate 278.42
    2-(2-methoxypropoxy) propanol 129.71
    mesitylene 113.72
    ε-caprolactone 276.57
    p-cymene 56.85
    epichlorohydrin 629.82
    1,1,1-trichloroethane 384.42
    2-aminoethanol 52.66
    morpholine-4-carbaldehyde 394.34
    sulfolane 275.55
    2,2,4-trimethylpentane 4.0
    2-methyltetrahydrofuran 306.09
    n-hexyl acetate 118.37
    isooctane 4.32
    2-(2-butoxyethoxy)ethanol 180.47
    sec-butyl acetate 112.55
    tert-butyl acetate 223.4
    decalin 8.15
    glycerin 45.45
    diglyme 420.17
    acrylic acid 71.62
    isopropyl myristate 49.79
    n-butyric acid 158.62
    acetyl acetate 214.78
    di(2-ethylhexyl) phthalate 61.59
    ethyl propionate 137.54
    nitromethane 266.55
    1,2-diethoxyethane 211.11
    benzonitrile 246.96
    trioctyl phosphate 35.69
    1-bromopropane 177.34
    gamma-valerolactone 681.92
    n-decanol 23.69
    triethyl phosphate 61.93
    4-methyl-2-pentanol 54.11
    propionitrile 206.49
    vinylene carbonate 234.81
    1,1,2-trichlorotrifluoroethane 270.1
    DMS 169.13
    cumene 65.14
    2-octanol 24.05
    2-hexanone 112.0
    octyl acetate 57.57
    limonene 55.98
    1,2-dimethoxyethane 343.52
    ethyl orthosilicate 61.04
    tributyl phosphate 43.39
    diacetone alcohol 178.52
    N,N-dimethylaniline 139.81
    acrylonitrile 253.05
    aniline 345.76
    1,3-propanediol 121.58
    bromobenzene 407.09
    dibromomethane 393.34
    1,1,2,2-tetrachloroethane 630.94
    2-methyl-cyclohexyl acetate 110.12
    tetrabutyl urea 58.69
    diisobutyl methanol 36.5
    2-phenylethanol 179.37
    styrene 149.98
    dioctyl adipate 77.07
    dimethyl sulfate 160.7
    ethyl butyrate 115.66
    methyl lactate 94.54
    butyl lactate 84.76
    diethyl carbonate 85.9
    propanediol butyl ether 96.42
    triethyl orthoformate 91.95
    p-tert-butyltoluene 54.93
    methyl 4-tert-butylbenzoate 164.58
    morpholine 655.12
    tert-butylamine 72.96
    n-dodecanol 16.87
    dimethoxymethane 513.89
    ethylene carbonate 214.42
    cyrene 130.91
    2-ethoxyethyl acetate 221.33
    2-ethylhexyl acetate 123.64
    1,2,4-trichlorobenzene 325.17
    4-methylpyridine 581.53
    dibutyl ether 46.03
    2,6-dimethyl-4-heptanol 36.5
    DEF 190.5
    dimethyl isosorbide 265.01
    tetrachloroethylene 359.32
    eugenol 154.08
    triacetin 166.66
    span 80 93.86
    1,4-butanediol 29.77
    1,1-dichloroethane 425.15
    2-methyl-1-pentanol 46.81
    methyl formate 131.5
    2-methyl-1-butanol 76.5
    n-decane 3.49
    butyronitrile 177.73
    3,7-dimethyl-1-octanol 44.19
    1-chlorooctane 24.82
    1-chlorotetradecane 8.57
    n-nonane 2.78
    undecane 2.32
    tert-butylcyclohexane 7.14
    cyclooctane 5.51
    cyclopentanol 107.5
    tetrahydropyran 532.5
    tert-amyl methyl ether 79.74
    2,5,8-trioxanonane 236.37
    1-hexene 17.29
    2-isopropoxyethanol 106.09
    2,2,2-trifluoroethanol 52.65
    methyl butyrate 155.18

    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

Botanical

Name CAS Botanical Proportion
Cascarilla 2 8007-06-5 Croton eluteria Bennett, fam. Euphorbiaceae 0.73%
Cascarilla bark 8007-06-5 Croton eluteria Bennett, fam. Euphorbiaceae 1.6%