(3S,3aR,4S,6S,9bS)-4-(Acetyloxy)-3a,4,5,6,8,9b-hexahydro-6-hydroxy-3,6,9-trimethylazuleno[4,5-b]furan-2(3H)-one

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  • Identifiers

    CAS number
    71616-00-7

    Molecular formula
    C17H22O5

    SMILES
    C[C@H]1[C@@H]2[C@H](C[C@](C3=CCC(=C3[C@H]2OC1=O)C)(C)O)OC(=O)C

    Safety labels

  • Odor profile

    Fragrance
    Odorless 45.57%
    Sweet 32.76%
    Woody 25.31%
    Spicy 22.43%
    Lactonic 20.57%
    Nutty 20.5%
    Creamy 20.42%
    Vanilla 20.1%
    Powdery 19.97%
    Mint 19.79%

     

    Flavor
    Bitter 78.95%
    Odorless 20.72%
    Cedarleaf 20.34%
    Sweet-like 20.29%
    Seedy 20.0%
    Cotton candy 19.92%
    Ripe apricot 19.87%
    Extremely sweet 19.83%
    Fenugreek 19.74%
    Leaves 19.74%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    6.35 (neutral)

    Molecular weight
    306.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    577°C

    Flash point

    • 176.96 ˚C est.

  • Synonyms

    • DTXSID201108263
    • (3S,3aR,4S,6S,9bS)-4-(Acetyloxy)-3a,4,5,6,8,9b-hexahydro-6-hydroxy-3,6,9-trimethylazuleno[4,5-b]furan-2(3H)-one
    • 71616-00-7
    • 71616-00-7

  • Applications

    The compound (3S,3aR,4S,6S,9bS)-4-(Acetyloxy)-3a,4,5,6,8,9b-hexahydro-6-hydroxy-3,6,9-trimethylazuleno[4,5-b]furan-2(3H)-one (CAS 71616-00-7) is a azulene-based lactone derivative that serves as a specialized intermediate in organic synthesis. In industrial practice, potential applications include as a fragrance/odorant precursor for perfumery and cosmetics; as a chiral building block or intermediate in pharmaceutical synthesis; as a specialty intermediate for polymers and plastics; and as a precursor for coatings and inks requiring an azulene-furanone framework.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 52.55
    methanol 225.29
    isopropanol 61.96
    water 1.67
    ethyl acetate 103.09
    n-propanol 66.85
    acetone 208.34
    n-butanol 63.57
    acetonitrile 93.69
    DMF 571.47
    toluene 65.0
    isobutanol 54.7
    1,4-dioxane 323.68
    methyl acetate 142.02
    THF 444.01
    2-butanone 164.76
    n-pentanol 56.69
    sec-butanol 49.86
    n-hexane 1.28
    ethylene glycol 40.92
    NMP 529.19
    cyclohexane 3.43
    DMSO 380.2
    n-butyl acetate 68.27
    n-octanol 31.62
    chloroform 456.63
    n-propyl acetate 87.57
    acetic acid 186.99
    dichloromethane 348.87
    cyclohexanone 258.85
    propylene glycol 44.8
    isopropyl acetate 64.44
    DMAc 479.36
    2-ethoxyethanol 133.75
    isopentanol 56.58
    n-heptane 0.97
    ethyl formate 99.98
    1,2-dichloroethane 153.64
    n-hexanol 51.3
    2-methoxyethanol 234.23
    isobutyl acetate 67.39
    tetrachloromethane 28.38
    n-pentyl acetate 63.04
    transcutol 140.64
    n-heptanol 33.87
    ethylbenzene 34.26
    MIBK 66.67
    2-propoxyethanol 161.62
    tert-butanol 60.56
    MTBE 26.22
    2-butoxyethanol 87.1
    propionic acid 116.33
    o-xylene 39.29
    formic acid 137.77
    diethyl ether 38.75
    m-xylene 43.37
    p-xylene 53.7
    chlorobenzene 98.19
    dimethyl carbonate 122.16
    n-octane 0.87
    formamide 178.44
    cyclopentanone 352.24
    2-pentanone 102.55
    anisole 87.6
    cyclopentyl methyl ether 103.43
    gamma-butyrolactone 427.7
    1-methoxy-2-propanol 167.73
    pyridine 248.61
    3-pentanone 91.51
    furfural 342.45
    n-dodecane 1.32
    diethylene glycol 172.7
    diisopropyl ether 10.7
    tert-amyl alcohol 41.19
    acetylacetone 159.38
    n-hexadecane 1.61
    acetophenone 119.62
    methyl propionate 125.31
    isopentyl acetate 64.1
    trichloroethylene 371.84
    n-nonanol 31.35
    cyclohexanol 73.97
    benzyl alcohol 114.1
    2-ethylhexanol 29.59
    isooctanol 28.52
    dipropyl ether 22.38
    1,2-dichlorobenzene 96.25
    ethyl lactate 71.88
    propylene carbonate 205.36
    n-methylformamide 244.59
    2-pentanol 32.1
    n-pentane 1.02
    1-propoxy-2-propanol 82.67
    1-methoxy-2-propyl acetate 96.92
    2-(2-methoxypropoxy) propanol 83.2
    mesitylene 21.54
    ε-caprolactone 211.16
    p-cymene 17.89
    epichlorohydrin 355.17
    1,1,1-trichloroethane 101.73
    2-aminoethanol 63.36
    morpholine-4-carbaldehyde 496.06
    sulfolane 415.65
    2,2,4-trimethylpentane 1.08
    2-methyltetrahydrofuran 162.47
    n-hexyl acetate 77.05
    isooctane 0.88
    2-(2-butoxyethoxy)ethanol 87.93
    sec-butyl acetate 55.9
    tert-butyl acetate 59.89
    decalin 3.67
    glycerin 106.73
    diglyme 162.19
    acrylic acid 129.41
    isopropyl myristate 32.06
    n-butyric acid 119.61
    acetyl acetate 104.79
    di(2-ethylhexyl) phthalate 51.06
    ethyl propionate 76.75
    nitromethane 363.72
    1,2-diethoxyethane 52.44
    benzonitrile 124.77
    trioctyl phosphate 35.86
    1-bromopropane 50.78
    gamma-valerolactone 479.03
    n-decanol 23.05
    triethyl phosphate 41.68
    4-methyl-2-pentanol 25.47
    propionitrile 86.88
    vinylene carbonate 239.48
    1,1,2-trichlorotrifluoroethane 245.31
    DMS 101.42
    cumene 22.61
    2-octanol 23.26
    2-hexanone 86.38
    octyl acetate 43.63
    limonene 20.09
    1,2-dimethoxyethane 240.04
    ethyl orthosilicate 35.43
    tributyl phosphate 40.59
    diacetone alcohol 88.63
    N,N-dimethylaniline 63.22
    acrylonitrile 146.01
    aniline 98.55
    1,3-propanediol 95.57
    bromobenzene 92.21
    dibromomethane 166.81
    1,1,2,2-tetrachloroethane 261.13
    2-methyl-cyclohexyl acetate 61.59
    tetrabutyl urea 57.91
    diisobutyl methanol 15.95
    2-phenylethanol 87.53
    styrene 39.39
    dioctyl adipate 54.27
    dimethyl sulfate 212.59
    ethyl butyrate 53.73
    methyl lactate 115.93
    butyl lactate 61.5
    diethyl carbonate 46.83
    propanediol butyl ether 77.84
    triethyl orthoformate 45.17
    p-tert-butyltoluene 15.19
    methyl 4-tert-butylbenzoate 80.12
    morpholine 294.33
    tert-butylamine 19.8
    n-dodecanol 17.18
    dimethoxymethane 288.32
    ethylene carbonate 186.73
    cyrene 157.92
    2-ethoxyethyl acetate 88.75
    2-ethylhexyl acetate 52.93
    1,2,4-trichlorobenzene 126.81
    4-methylpyridine 216.03
    dibutyl ether 21.05
    2,6-dimethyl-4-heptanol 15.95
    DEF 140.52
    dimethyl isosorbide 149.61
    tetrachloroethylene 156.41
    eugenol 93.62
    triacetin 95.07
    span 80 71.86
    1,4-butanediol 56.88
    1,1-dichloroethane 126.28
    2-methyl-1-pentanol 52.94
    methyl formate 234.91
    2-methyl-1-butanol 50.71
    n-decane 2.13
    butyronitrile 72.5
    3,7-dimethyl-1-octanol 28.24
    1-chlorooctane 14.06
    1-chlorotetradecane 6.29
    n-nonane 1.61
    undecane 1.63
    tert-butylcyclohexane 2.5
    cyclooctane 1.26
    cyclopentanol 105.82
    tetrahydropyran 153.8
    tert-amyl methyl ether 25.91
    2,5,8-trioxanonane 126.88
    1-hexene 9.23
    2-isopropoxyethanol 92.63
    2,2,2-trifluoroethanol 98.73
    methyl butyrate 105.49

    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