(3aS,5aS,6R,9aR,9bS)-Decahydro-6,9a-dihydroxy-5a-methyl-3,9-bis(methylene)naphtho(1,2-b)furan-2(3H)-one

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  • Identifiers

    CAS number
    1401-54-3

    Molecular formula
    C15H20O4

    SMILES
    C[C@@]12CC[C@@H]3[C@@H]([C@]1(C(=C)CC[C@H]2O)O)OC(=O)C3=C

    Safety labels

  • Odor profile

    Fragrance
    Sweet 40.14%
    Odorless 37.67%
    Woody 32.73%
    Burnt 28.98%
    Caramellic 28.05%
    Spicy 27.93%
    Mint 23.37%
    Camphoreous 22.76%
    Phenolic 20.52%
    Nutty 20.24%

     

    Flavor
    Bitter 91.09%
    Cedarleaf 20.47%
    Sweet-like 20.15%
    Fenugreek 19.74%
    Lovage 19.56%
    Ripe apricot 19.13%
    Leaves 19.1%
    Seedy 18.94%
    Cotton candy 18.73%
    Red fruit 18.72%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    7.47 (neutral)

    Molecular weight
    264.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    757°C

    Flash point

    • 200.39 ˚C est.

  • Synonyms

    • Tanacetin
    • 1401-54-3
    • 3JZ8COC2DK
    • Naphtho(1,2-b)furan-2(3H)-one, decahydro-6,9a-dihydroxy-5a-methyl-3,9-bis(methylene)-, (3aS,5aS,6R,9aR,9bS)-
    • DTXSID201112028
    • Naphtho(1,2-b)furan-2(3H)-one, decahydro-6,9a-dihydroxy-5a-methyl-3,9-bis(methylene)-, (3as-(3aalpha,5abeta,6beta,9aalpha,9bbeta))-
    • (3aS,5aS,6R,9aR,9bS)-6,9a-dihydroxy-5a-methyl-3,9-dimethylidene-4,5,6,7,8,9b-hexahydro-3aH-benzo[g][1]benzofuran-2-one
    • (3aS,5aS,6R,9aR,9bS)-6,9a-dihydroxy-5a-methyl-3,9-dimethylidene-4,5,6,7,8,9b-hexahydro-3aH-benzo(g)(1)benzofuran-2-one
    • (3aS,5aS,6R,9aR,9bS)-Decahydro-6,9a-dihydroxy-5a-methyl-3,9-bis(methylene)naphtho(1,2-b)furan-2(3H)-one
    • (3aS,5aS,6R,9aR,9bS)-Decahydro-6,9a-dihydroxy-5a-methyl-3,9-bis(methylene)naphtho[1,2-b]furan-2(3H)-one
    • RefChem:1050157
    • DTXCID901543638
    • UNII-3JZ8COC2DK
    • TANACETIN [MI]
    • CHEBI:173151
    • NS00094028
    • Q27257350
    • (3aS,5aS,6R,9aR,9bS)-6,9a-dihydroxy-5a-methyl-3,9-dimethylidene-4,5,6,7,8,9b-hexahydro-3aH-benzo[g][1]benzouran-2-one
    • (3aS,5aS,6R,9aR,9bS)-6,9a-Dihydroxy-5a-methyl-3,9-dimethylidenedecahydronaphtho[1,2-b]furan-2(3H)-one
    • NAPHTHO(1,2-B)FURAN-2(3H)-ONE, DECAHYDRO-6,9A-DIHYDROXY-5A-METHYL-3,9-BIS(METHYLENE)-, (3AS-(3A.ALPHA.,5A.BETA.,6.BETA.,9A.ALPHA.,9B.BETA.))-
    • 1401-54-3

  • Applications

    Chemical name: (3aS,5aS,6R,9aR,9bS)-Decahydro-6,9a-dihydroxy-5a-methyl-3,9-bis(methylene)naphtho(1,2-b)furan-2(3H)-one; CAS number: 1401-54-3 is a polycyclic lactone with multiple hydroxy groups and a fused-ring framework, and is commonly evaluated as a chiral building block and intermediate in organic synthesis. In practical terms, it may be used as an intermediate in pharmaceutical synthesis for advanced compounds; as a fragrance chemistry intermediate or fixative in perfumery; as a functional intermediate in cosmetics/personal care formulations; as a specialty precursor in polymers/plastics and coatings/inks; and as a chiral scaffold for agrochemical development, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 35.96
    methanol 134.0
    isopropanol 43.32
    water 1.07
    ethyl acetate 32.36
    n-propanol 31.09
    acetone 69.18
    n-butanol 35.67
    acetonitrile 18.74
    DMF 263.74
    toluene 23.58
    isobutanol 19.56
    1,4-dioxane 119.06
    methyl acetate 29.91
    THF 234.13
    2-butanone 39.71
    n-pentanol 12.87
    sec-butanol 13.47
    n-hexane 0.2
    ethylene glycol 22.98
    NMP 75.89
    cyclohexane 0.89
    DMSO 185.91
    n-butyl acetate 23.98
    n-octanol 10.37
    chloroform 61.69
    n-propyl acetate 19.66
    acetic acid 60.23
    dichloromethane 49.42
    cyclohexanone 76.47
    propylene glycol 12.75
    isopropyl acetate 34.53
    DMAc 113.21
    2-ethoxyethanol 61.67
    isopentanol 33.44
    n-heptane 0.32
    ethyl formate 28.28
    1,2-dichloroethane 30.49
    n-hexanol 21.58
    2-methoxyethanol 169.9
    isobutyl acetate 15.31
    tetrachloromethane 9.21
    n-pentyl acetate 24.55
    transcutol 140.5
    n-heptanol 17.15
    ethylbenzene 9.3
    MIBK 39.82
    2-propoxyethanol 91.33
    tert-butanol 45.44
    MTBE 13.29
    2-butoxyethanol 52.23
    propionic acid 24.19
    o-xylene 14.69
    formic acid 78.68
    diethyl ether 14.51
    m-xylene 19.79
    p-xylene 12.89
    chlorobenzene 23.9
    dimethyl carbonate 43.34
    n-octane 0.31
    formamide 133.73
    cyclopentanone 122.25
    2-pentanone 44.7
    anisole 29.2
    cyclopentyl methyl ether 40.05
    gamma-butyrolactone 118.28
    1-methoxy-2-propanol 121.7
    pyridine 72.22
    3-pentanone 25.25
    furfural 110.84
    n-dodecane 0.34
    diethylene glycol 103.41
    diisopropyl ether 5.99
    tert-amyl alcohol 16.88
    acetylacetone 87.68
    n-hexadecane 0.43
    acetophenone 37.11
    methyl propionate 33.11
    isopentyl acetate 27.15
    trichloroethylene 76.3
    n-nonanol 11.53
    cyclohexanol 23.0
    benzyl alcohol 38.88
    2-ethylhexanol 9.86
    isooctanol 14.56
    dipropyl ether 7.22
    1,2-dichlorobenzene 24.53
    ethyl lactate 21.0
    propylene carbonate 50.1
    n-methylformamide 113.54
    2-pentanol 14.95
    n-pentane 0.35
    1-propoxy-2-propanol 46.42
    1-methoxy-2-propyl acetate 51.69
    2-(2-methoxypropoxy) propanol 40.84
    mesitylene 12.23
    ε-caprolactone 51.98
    p-cymene 7.35
    epichlorohydrin 117.44
    1,1,1-trichloroethane 22.66
    2-aminoethanol 34.85
    morpholine-4-carbaldehyde 146.45
    sulfolane 136.68
    2,2,4-trimethylpentane 0.36
    2-methyltetrahydrofuran 43.05
    n-hexyl acetate 25.79
    isooctane 0.53
    2-(2-butoxyethoxy)ethanol 58.38
    sec-butyl acetate 16.42
    tert-butyl acetate 40.78
    decalin 0.72
    glycerin 48.11
    diglyme 122.75
    acrylic acid 31.93
    isopropyl myristate 11.35
    n-butyric acid 47.06
    acetyl acetate 39.57
    di(2-ethylhexyl) phthalate 17.98
    ethyl propionate 19.66
    nitromethane 113.94
    1,2-diethoxyethane 30.13
    benzonitrile 35.98
    trioctyl phosphate 13.24
    1-bromopropane 7.77
    gamma-valerolactone 166.05
    n-decanol 7.91
    triethyl phosphate 13.71
    4-methyl-2-pentanol 15.72
    propionitrile 18.46
    vinylene carbonate 57.06
    1,1,2-trichlorotrifluoroethane 86.69
    DMS 34.51
    cumene 6.79
    2-octanol 9.41
    2-hexanone 19.23
    octyl acetate 13.78
    limonene 7.6
    1,2-dimethoxyethane 109.06
    ethyl orthosilicate 12.92
    tributyl phosphate 12.32
    diacetone alcohol 63.2
    N,N-dimethylaniline 21.99
    acrylonitrile 37.92
    aniline 38.26
    1,3-propanediol 77.23
    bromobenzene 20.24
    dibromomethane 22.34
    1,1,2,2-tetrachloroethane 53.61
    2-methyl-cyclohexyl acetate 20.96
    tetrabutyl urea 19.81
    diisobutyl methanol 9.62
    2-phenylethanol 40.99
    styrene 10.38
    dioctyl adipate 18.64
    dimethyl sulfate 73.8
    ethyl butyrate 17.43
    methyl lactate 42.47
    butyl lactate 25.5
    diethyl carbonate 14.04
    propanediol butyl ether 35.1
    triethyl orthoformate 16.6
    p-tert-butyltoluene 7.89
    methyl 4-tert-butylbenzoate 43.15
    morpholine 105.23
    tert-butylamine 13.3
    n-dodecanol 5.4
    dimethoxymethane 170.58
    ethylene carbonate 46.6
    cyrene 52.6
    2-ethoxyethyl acetate 43.99
    2-ethylhexyl acetate 17.71
    1,2,4-trichlorobenzene 29.47
    4-methylpyridine 61.5
    dibutyl ether 7.45
    2,6-dimethyl-4-heptanol 9.62
    DEF 45.69
    dimethyl isosorbide 78.49
    tetrachloroethylene 45.3
    eugenol 47.23
    triacetin 35.66
    span 80 31.92
    1,4-butanediol 18.08
    1,1-dichloroethane 20.85
    2-methyl-1-pentanol 12.97
    methyl formate 90.9
    2-methyl-1-butanol 17.87
    n-decane 0.61
    butyronitrile 19.85
    3,7-dimethyl-1-octanol 11.6
    1-chlorooctane 3.68
    1-chlorotetradecane 1.51
    n-nonane 0.44
    undecane 0.44
    tert-butylcyclohexane 0.63
    cyclooctane 0.44
    cyclopentanol 29.72
    tetrahydropyran 46.7
    tert-amyl methyl ether 9.2
    2,5,8-trioxanonane 78.02
    1-hexene 1.23
    2-isopropoxyethanol 38.03
    2,2,2-trifluoroethanol 37.76
    methyl butyrate 25.66

    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