(4aR,5S,8aR,9aS)-4a,5,6,7,8,8a,9,9a-Octahydro-3,4a,5-trimethylnaphtho(2,3-b)furan-2(4H)-one

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  • Identifiers

    CAS number
    4871-90-3

    Molecular formula
    C15H22O2

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

    Safety labels

  • Odor profile

    Fragrance
    Woody 59.55%
    Spicy 44.25%
    Sweet 43.65%
    Lactonic 40.55%
    Coconut 39.27%
    Tobacco 38.38%
    Coumarinic 34.43%
    Powdery 33.93%
    Dry 32.93%
    Amber 31.4%

     

    Flavor
    Bitter 36.03%
    Herbal 32.4%
    Woody 30.19%
    Minty 26.33%
    Spice 24.03%
    Spicy 23.98%
    Ripe apricot 23.47%
    Camphor 23.41%
    Red fruit 22.79%
    Cedarleaf 22.47%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.7

    pKa est.
    8.37 (weak base)

    Molecular weight
    234.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    377°C

    Flash point

    • 158.15 ˚C est.

  • Synonyms

    • Eremophilenolide
    • 4871-90-3
    • (4aR,5S,8aR,9aS)-3,4a,5-trimethyl-4,5,6,7,8,8a,9,9a-octahydrobenzo[f][1]benzofuran-2-one
    • DTXSID70331772
    • (4aR,5S,8aR,9aS)-3,4a,5-trimethyl-4,5,6,7,8,8a,9,9a-octahydrobenzo(f)(1)benzofuran-2-one
    • RefChem:906119
    • DTXCID20282866
    • (4aR,5S,8aR,9aS)-4a,5,6,7,8,8a,9,9a-Octahydro-3,4a,5-trimethylnaphtho(2,3-b)furan-2(4H)-one
    • C09409
    • AC1L9CFZ
    • CHEBI:4818
    • orb1991896
    • SCHEMBL28110300
    • AKOS040734859
    • Q27106493
    • (4aR,5S,8aR,9aS)-3,4a,5-Trimethyl-4a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(4H)-one
    • 4871-90-3

  • Applications

    Chemical: (4aR,5S,8aR,9aS)-4a,5,6,7,8,8a,9,9a-Octahydro-3,4a,5-trimethylnaphtho(2,3-b)furan-2(4H)-one (CAS 4871-90-3) may be used as an intermediate in organic synthesis for pharmaceuticals and specialty chemicals; it may serve as a fragrance ingredient or odorant with potential as a niche perfume note or fragrance fixative; it may be evaluated for flavor applications as a flavor precursor; it may act as a chiral building block in pharmaceutical synthesis; it may function as a precursor or additive in polymers, plastics, coatings or inks; and its use will be subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 440.19
    methanol 494.57
    isopropanol 445.76
    water 1.13
    ethyl acetate 1008.91
    n-propanol 493.81
    acetone 1086.47
    n-butanol 447.95
    acetonitrile 553.56
    DMF 1355.07
    toluene 1028.48
    isobutanol 341.53
    1,4-dioxane 1852.47
    methyl acetate 883.12
    THF 1788.15
    2-butanone 1050.7
    n-pentanol 125.86
    sec-butanol 229.24
    n-hexane 5.37
    ethylene glycol 69.8
    NMP 630.75
    cyclohexane 46.47
    DMSO 537.38
    n-butyl acetate 539.93
    n-octanol 54.93
    chloroform 2928.58
    n-propyl acetate 412.0
    acetic acid 288.88
    dichloromethane 2231.43
    cyclohexanone 1255.99
    propylene glycol 78.52
    isopropyl acetate 674.28
    DMAc 774.88
    2-ethoxyethanol 319.39
    isopentanol 408.3
    n-heptane 5.26
    ethyl formate 532.75
    1,2-dichloroethane 1369.41
    n-hexanol 200.5
    2-methoxyethanol 800.09
    isobutyl acetate 294.33
    tetrachloromethane 277.48
    n-pentyl acetate 285.73
    transcutol 1774.46
    n-heptanol 85.26
    ethylbenzene 248.8
    MIBK 460.38
    2-propoxyethanol 600.37
    tert-butanol 424.49
    MTBE 477.5
    2-butoxyethanol 290.95
    propionic acid 366.4
    o-xylene 398.65
    formic acid 148.47
    diethyl ether 576.2
    m-xylene 521.88
    p-xylene 363.26
    chlorobenzene 1138.78
    dimethyl carbonate 398.26
    n-octane 2.65
    formamide 410.18
    cyclopentanone 1456.05
    2-pentanone 793.64
    anisole 590.23
    cyclopentyl methyl ether 636.32
    gamma-butyrolactone 1466.05
    1-methoxy-2-propanol 569.46
    pyridine 1720.24
    3-pentanone 590.71
    furfural 1289.05
    n-dodecane 3.23
    diethylene glycol 410.4
    diisopropyl ether 157.13
    tert-amyl alcohol 202.12
    acetylacetone 922.74
    n-hexadecane 4.16
    acetophenone 515.52
    methyl propionate 702.43
    isopentyl acetate 538.38
    trichloroethylene 2897.42
    n-nonanol 58.15
    cyclohexanol 347.17
    benzyl alcohol 394.35
    2-ethylhexanol 103.23
    isooctanol 84.41
    dipropyl ether 124.9
    1,2-dichlorobenzene 858.38
    ethyl lactate 162.3
    propylene carbonate 759.2
    n-methylformamide 800.3
    2-pentanol 208.12
    n-pentane 13.07
    1-propoxy-2-propanol 314.58
    1-methoxy-2-propyl acetate 688.99
    2-(2-methoxypropoxy) propanol 282.09
    mesitylene 266.38
    ε-caprolactone 959.45
    p-cymene 119.83
    epichlorohydrin 1934.83
    1,1,1-trichloroethane 1124.1
    2-aminoethanol 179.17
    morpholine-4-carbaldehyde 1124.58
    sulfolane 886.28
    2,2,4-trimethylpentane 9.64
    2-methyltetrahydrofuran 920.82
    n-hexyl acetate 301.1
    isooctane 11.89
    2-(2-butoxyethoxy)ethanol 412.14
    sec-butyl acetate 333.27
    tert-butyl acetate 551.99
    decalin 20.02
    glycerin 145.89
    diglyme 900.84
    acrylic acid 339.71
    isopropyl myristate 112.78
    n-butyric acid 586.91
    acetyl acetate 591.87
    di(2-ethylhexyl) phthalate 140.11
    ethyl propionate 382.38
    nitromethane 934.76
    1,2-diethoxyethane 551.19
    benzonitrile 819.24
    trioctyl phosphate 82.74
    1-bromopropane 496.53
    gamma-valerolactone 1786.38
    n-decanol 42.47
    triethyl phosphate 140.44
    4-methyl-2-pentanol 157.39
    propionitrile 602.69
    vinylene carbonate 864.84
    1,1,2-trichlorotrifluoroethane 688.12
    DMS 501.9
    cumene 147.21
    2-octanol 51.56
    2-hexanone 320.72
    octyl acetate 127.8
    limonene 120.25
    1,2-dimethoxyethane 717.36
    ethyl orthosilicate 133.12
    tributyl phosphate 113.23
    diacetone alcohol 405.34
    N,N-dimethylaniline 283.76
    acrylonitrile 838.05
    aniline 929.25
    1,3-propanediol 382.79
    bromobenzene 1217.8
    dibromomethane 1186.15
    1,1,2,2-tetrachloroethane 1936.18
    2-methyl-cyclohexyl acetate 238.82
    tetrabutyl urea 122.81
    diisobutyl methanol 80.49
    2-phenylethanol 430.7
    styrene 348.96
    dioctyl adipate 179.79
    dimethyl sulfate 437.74
    ethyl butyrate 302.61
    methyl lactate 251.51
    butyl lactate 217.29
    diethyl carbonate 242.25
    propanediol butyl ether 216.62
    triethyl orthoformate 203.41
    p-tert-butyltoluene 115.05
    methyl 4-tert-butylbenzoate 311.81
    morpholine 1681.82
    tert-butylamine 215.85
    n-dodecanol 32.25
    dimethoxymethane 997.64
    ethylene carbonate 754.67
    cyrene 267.24
    2-ethoxyethyl acetate 585.89
    2-ethylhexyl acetate 381.85
    1,2,4-trichlorobenzene 954.45
    4-methylpyridine 1671.51
    dibutyl ether 96.41
    2,6-dimethyl-4-heptanol 80.49
    DEF 634.92
    dimethyl isosorbide 536.98
    tetrachloroethylene 1157.56
    eugenol 324.19
    triacetin 352.94
    span 80 205.35
    1,4-butanediol 81.09
    1,1-dichloroethane 1333.74
    2-methyl-1-pentanol 137.94
    methyl formate 605.09
    2-methyl-1-butanol 259.31
    n-decane 5.04
    butyronitrile 571.21
    3,7-dimethyl-1-octanol 91.37
    1-chlorooctane 41.56
    1-chlorotetradecane 17.26
    n-nonane 3.85
    undecane 3.88
    tert-butylcyclohexane 15.82
    cyclooctane 12.63
    cyclopentanol 347.6
    tetrahydropyran 1303.26
    tert-amyl methyl ether 214.44
    2,5,8-trioxanonane 510.67
    1-hexene 43.2
    2-isopropoxyethanol 231.96
    2,2,2-trifluoroethanol 179.41
    methyl butyrate 469.29

    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