(2S,4R,5R)-4-Ethenyl-2-(1-hydroxy-1-methylethyl)-8-methyl-1-oxaspiro(4.5)dec-7-ene-6,9-dione

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  • Identifiers

    CAS number
    202533-71-9

    Molecular formula
    C15H20O4

    SMILES
    CC1=CC(=O)[C@@]2(CC1=O)[C@H](C[C@H](O2)C(C)(C)O)C=C

    Safety labels

  • Odor profile

    Fragrance
    Sweet 49.97%
    Woody 38.52%
    Mint 36.43%
    Caramellic 34.11%
    Spicy 31.93%
    Floral 28.38%
    Herbal 25.44%
    Burnt 25.22%
    Tobacco 24.82%
    Tea 23.85%

     

    Flavor
    Bitter 39.53%
    Minty 38.74%
    Spice 23.02%
    Leaves 20.17%
    Basil 19.95%
    Fenugreek 19.21%
    Extremely sweet 19.18%
    Cedarleaf 19.15%
    Cotton candy 19.14%
    Lovage 19.01%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    7.74 (neutral)

    Molecular weight
    264.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    495°C

    Flash point

    • 151.61 ˚C est.

  • Synonyms

    • Heliespirone A
    • (-)-Heliespirone A
    • 1-epi-Heliespirone C
    • 4VJ9NG6F0F
    • 202533-71-9
    • DTXSID601119757
    • (2S,4R,5R)-4-Ethenyl-2-(1-hydroxy-1-methylethyl)-8-methyl-1-oxaspiro(4.5)dec-7-ene-6,9-dione
    • 1-Oxaspiro(4.5)dec-7-ene-6,9-dione, 4-ethenyl-2-(1-hydroxy-1-methylethyl)-8-methyl-, (2S,4R,5R)-
    • (2S,4R,5R)-4-ethenyl-2-(2-hydroxypropan-2-yl)-8-methyl-1-oxaspiro[4.5]dec-7-ene-6,9-dione
    • (2S,4R,5R)-4-Ethenyl-2-(1-hydroxy-1-methylethyl)-8-methyl-1-oxaspiro[4.5]dec-7-ene-6,9-dione
    • (2S,4R,5R)-4-ethenyl-2-(2-hydroxypropan-2-yl)-8-methyl-1-oxaspiro(4.5)dec-7-ene-6,9-dione
    • RefChem:38665
    • DTXCID201551313
    • Heliespirone A [MI]
    • UNII-4VJ9NG6F0F
    • CHEBI:174470
    • 202533-71-9

  • Applications

    Compound (2S,4R,5R)-4-Ethenyl-2-(1-hydroxy-1-methylethyl)-8-methyl-1-oxaspiro(4.5)dec-7-ene-6,9-dione (CAS 202533-71-9) is commonly used as an advanced intermediate in organic synthesis and is evaluated for pharmaceutical and agrochemical processes. Its vinyl moiety and the spiro-dione framework also make it a potential building block for specialty polymers and coatings, where it can participate in crosslinking or further functionalization. The hydroxyl-bearing functionality offers a handle for derivatization, enabling potential use in fragrance chemistry or cosmetic formulations, subject to formulation constraints. In industrial manufacturing contexts, it is often considered as a synthetic intermediate for preparing more complex fine chemicals and specialty materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 129.84
    methanol 288.94
    isopropanol 116.23
    water 1.55
    ethyl acetate 92.72
    n-propanol 110.64
    acetone 167.56
    n-butanol 99.8
    acetonitrile 80.81
    DMF 445.35
    toluene 82.5
    isobutanol 83.82
    1,4-dioxane 204.36
    methyl acetate 116.93
    THF 417.98
    2-butanone 147.31
    n-pentanol 76.12
    sec-butanol 89.62
    n-hexane 1.38
    ethylene glycol 40.22
    NMP 301.81
    cyclohexane 3.74
    DMSO 344.73
    n-butyl acetate 70.85
    n-octanol 40.0
    chloroform 362.51
    n-propyl acetate 72.1
    acetic acid 178.42
    dichloromethane 273.05
    cyclohexanone 196.31
    propylene glycol 61.01
    isopropyl acetate 76.04
    DMAc 385.4
    2-ethoxyethanol 152.09
    isopentanol 94.08
    n-heptane 1.14
    ethyl formate 95.65
    1,2-dichloroethane 133.01
    n-hexanol 75.63
    2-methoxyethanol 251.92
    isobutyl acetate 59.54
    tetrachloromethane 24.37
    n-pentyl acetate 50.49
    transcutol 238.5
    n-heptanol 40.6
    ethylbenzene 46.77
    MIBK 83.78
    2-propoxyethanol 164.38
    tert-butanol 118.29
    MTBE 50.63
    2-butoxyethanol 93.59
    propionic acid 94.0
    o-xylene 48.4
    formic acid 133.47
    diethyl ether 48.86
    m-xylene 54.79
    p-xylene 63.89
    chlorobenzene 92.19
    dimethyl carbonate 75.03
    n-octane 1.12
    formamide 184.04
    cyclopentanone 245.76
    2-pentanone 105.99
    anisole 105.4
    cyclopentyl methyl ether 104.36
    gamma-butyrolactone 272.34
    1-methoxy-2-propanol 207.42
    pyridine 179.81
    3-pentanone 78.03
    furfural 261.99
    n-dodecane 1.67
    diethylene glycol 156.8
    diisopropyl ether 15.87
    tert-amyl alcohol 86.0
    acetylacetone 146.51
    n-hexadecane 1.96
    acetophenone 116.65
    methyl propionate 96.19
    isopentyl acetate 73.85
    trichloroethylene 307.13
    n-nonanol 38.6
    cyclohexanol 95.83
    benzyl alcohol 124.47
    2-ethylhexanol 39.98
    isooctanol 34.36
    dipropyl ether 24.68
    1,2-dichlorobenzene 85.97
    ethyl lactate 63.77
    propylene carbonate 163.19
    n-methylformamide 179.62
    2-pentanol 62.07
    n-pentane 1.25
    1-propoxy-2-propanol 93.05
    1-methoxy-2-propyl acetate 96.67
    2-(2-methoxypropoxy) propanol 93.44
    mesitylene 29.15
    ε-caprolactone 168.49
    p-cymene 22.12
    epichlorohydrin 275.64
    1,1,1-trichloroethane 102.0
    2-aminoethanol 80.26
    morpholine-4-carbaldehyde 316.34
    sulfolane 278.6
    2,2,4-trimethylpentane 2.24
    2-methyltetrahydrofuran 160.02
    n-hexyl acetate 73.2
    isooctane 1.77
    2-(2-butoxyethoxy)ethanol 111.41
    sec-butyl acetate 54.92
    tert-butyl acetate 75.48
    decalin 4.68
    glycerin 104.37
    diglyme 195.46
    acrylic acid 91.96
    isopropyl myristate 32.0
    n-butyric acid 123.78
    acetyl acetate 81.2
    di(2-ethylhexyl) phthalate 45.83
    ethyl propionate 64.11
    nitromethane 243.24
    1,2-diethoxyethane 63.24
    benzonitrile 113.46
    trioctyl phosphate 32.24
    1-bromopropane 57.61
    gamma-valerolactone 310.98
    n-decanol 28.16
    triethyl phosphate 39.92
    4-methyl-2-pentanol 46.94
    propionitrile 80.17
    vinylene carbonate 158.58
    1,1,2-trichlorotrifluoroethane 202.77
    DMS 75.37
    cumene 31.23
    2-octanol 27.52
    2-hexanone 81.64
    octyl acetate 41.5
    limonene 26.56
    1,2-dimethoxyethane 225.51
    ethyl orthosilicate 36.18
    tributyl phosphate 36.39
    diacetone alcohol 113.72
    N,N-dimethylaniline 79.19
    acrylonitrile 115.98
    aniline 114.62
    1,3-propanediol 125.25
    bromobenzene 84.38
    dibromomethane 152.87
    1,1,2,2-tetrachloroethane 231.73
    2-methyl-cyclohexyl acetate 58.7
    tetrabutyl urea 51.95
    diisobutyl methanol 24.77
    2-phenylethanol 95.9
    styrene 55.78
    dioctyl adipate 50.72
    dimethyl sulfate 135.33
    ethyl butyrate 53.53
    methyl lactate 94.81
    butyl lactate 57.21
    diethyl carbonate 43.85
    propanediol butyl ether 91.16
    triethyl orthoformate 43.19
    p-tert-butyltoluene 20.43
    methyl 4-tert-butylbenzoate 81.57
    morpholine 235.33
    tert-butylamine 48.26
    n-dodecanol 20.68
    dimethoxymethane 212.1
    ethylene carbonate 126.9
    cyrene 132.41
    2-ethoxyethyl acetate 74.71
    2-ethylhexyl acetate 55.04
    1,2,4-trichlorobenzene 106.38
    4-methylpyridine 204.31
    dibutyl ether 26.23
    2,6-dimethyl-4-heptanol 24.77
    DEF 124.52
    dimethyl isosorbide 156.39
    tetrachloroethylene 129.35
    eugenol 91.22
    triacetin 85.91
    span 80 72.75
    1,4-butanediol 59.24
    1,1-dichloroethane 135.6
    2-methyl-1-pentanol 76.33
    methyl formate 156.53
    2-methyl-1-butanol 81.12
    n-decane 2.74
    butyronitrile 84.96
    3,7-dimethyl-1-octanol 41.21
    1-chlorooctane 17.59
    1-chlorotetradecane 7.3
    n-nonane 2.03
    undecane 2.07
    tert-butylcyclohexane 3.95
    cyclooctane 1.48
    cyclopentanol 105.22
    tetrahydropyran 134.6
    tert-amyl methyl ether 44.79
    2,5,8-trioxanonane 137.87
    1-hexene 11.52
    2-isopropoxyethanol 101.16
    2,2,2-trifluoroethanol 77.71
    methyl butyrate 94.52

    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