4-(1,4a,5,6,7,7a-Hexahydro-1-hydroxy-4,7-dimethylcyclopenta[c]pyran-3-yl)-3-buten-2-one

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  • Identifiers

    CAS number
    39013-24-6

    Molecular formula
    C14H20O3

    SMILES
    CC1CCC2C1C(OC(=C2C)/C=C/C(=O)C)O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 43.46%
    Floral 35.92%
    Woody 34.89%
    Spicy 34.12%
    Mint 33.33%
    Caramellic 27.5%
    Vanilla 25.78%
    Herbal 25.71%
    Nutty 23.41%
    Creamy 23.31%

     

    Flavor
    Minty 31.49%
    Bitter 28.86%
    Spice 24.4%
    Spicy 22.12%
    Leaves 21.11%
    Extremely sweet 20.42%
    Seedy 20.38%
    Cotton candy 20.34%
    Basil 20.15%
    Maple syrup 20.04%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    8.42 (weak base)

    Molecular weight
    236.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    409°C

    Flash point

    • 153.17 ˚C est.

  • Synonyms

    • Gyrinidone
    • Gyrinidon
    • 39013-24-6
    • 4-(1,4a,5,6,7,7a-Hexahydro-1-hydroxy-4,7-dimethylcyclopenta[c]pyran-3-yl)-3-buten-2-one
    • 3-Buten-2-one, 4-(1,4a,5,6,7,7a-hexahydro-1-hydroxy-4,7-dimethylcyclopenta(c)pyran-3-yl)-
    • SCHEMBL16057658
    • 39013-24-6

  • Applications

    4-(1,4a,5,6,7,7a-Hexahydro-1-hydroxy-4,7-dimethylcyclopenta[c]pyran-3-yl)-3-buten-2-one, CAS 39013-24-6, serves as a fragrance-related intermediate and occasional scent component in perfumery and personal care formulations; as a reactive intermediate in pharmaceutical synthesis; and as a building block for specialty chemicals used in polymer, coatings, and ink formulations. The enone moiety provides a handle for further transformations in process chemistry and formulation work, subject to regulatory and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 244.25
    methanol 365.04
    isopropanol 253.89
    water 1.03
    ethyl acetate 167.04
    n-propanol 217.88
    acetone 183.86
    n-butanol 186.43
    acetonitrile 163.66
    DMF 257.93
    toluene 102.37
    isobutanol 155.73
    1,4-dioxane 476.65
    methyl acetate 161.46
    THF 429.56
    2-butanone 174.49
    n-pentanol 105.07
    sec-butanol 156.28
    n-hexane 3.05
    ethylene glycol 53.25
    NMP 134.51
    cyclohexane 10.96
    DMSO 213.09
    n-butyl acetate 116.28
    n-octanol 48.39
    chloroform 487.46
    n-propyl acetate 85.76
    acetic acid 177.93
    dichloromethane 310.37
    cyclohexanone 196.51
    propylene glycol 80.39
    isopropyl acetate 119.97
    DMAc 210.48
    2-ethoxyethanol 183.75
    isopentanol 171.98
    n-heptane 2.11
    ethyl formate 99.95
    1,2-dichloroethane 166.85
    n-hexanol 130.13
    2-methoxyethanol 355.07
    isobutyl acetate 76.07
    tetrachloromethane 39.91
    n-pentyl acetate 73.6
    transcutol 660.6
    n-heptanol 54.72
    ethylbenzene 41.86
    MIBK 104.0
    2-propoxyethanol 258.84
    tert-butanol 225.2
    MTBE 122.74
    2-butoxyethanol 125.37
    propionic acid 118.53
    o-xylene 56.75
    formic acid 94.42
    diethyl ether 139.55
    m-xylene 66.79
    p-xylene 57.5
    chlorobenzene 113.8
    dimethyl carbonate 67.57
    n-octane 1.76
    formamide 120.61
    cyclopentanone 197.84
    2-pentanone 135.34
    anisole 96.0
    cyclopentyl methyl ether 132.47
    gamma-butyrolactone 206.89
    1-methoxy-2-propanol 259.81
    pyridine 243.33
    3-pentanone 92.73
    furfural 197.44
    n-dodecane 2.63
    diethylene glycol 253.38
    diisopropyl ether 34.14
    tert-amyl alcohol 134.65
    acetylacetone 157.54
    n-hexadecane 3.07
    acetophenone 90.06
    methyl propionate 114.23
    isopentyl acetate 119.94
    trichloroethylene 331.41
    n-nonanol 46.59
    cyclohexanol 140.12
    benzyl alcohol 102.53
    2-ethylhexanol 57.12
    isooctanol 47.15
    dipropyl ether 37.38
    1,2-dichlorobenzene 97.24
    ethyl lactate 61.16
    propylene carbonate 131.03
    n-methylformamide 135.51
    2-pentanol 114.57
    n-pentane 4.17
    1-propoxy-2-propanol 144.98
    1-methoxy-2-propyl acetate 145.44
    2-(2-methoxypropoxy) propanol 130.23
    mesitylene 36.41
    ε-caprolactone 176.68
    p-cymene 26.83
    epichlorohydrin 263.13
    1,1,1-trichloroethane 140.51
    2-aminoethanol 119.68
    morpholine-4-carbaldehyde 236.07
    sulfolane 165.04
    2,2,4-trimethylpentane 4.15
    2-methyltetrahydrofuran 233.52
    n-hexyl acetate 101.5
    isooctane 3.74
    2-(2-butoxyethoxy)ethanol 188.72
    sec-butyl acetate 71.53
    tert-butyl acetate 109.33
    decalin 6.68
    glycerin 127.07
    diglyme 283.58
    acrylic acid 101.54
    isopropyl myristate 40.46
    n-butyric acid 184.18
    acetyl acetate 107.45
    di(2-ethylhexyl) phthalate 52.35
    ethyl propionate 70.56
    nitromethane 218.28
    1,2-diethoxyethane 153.3
    benzonitrile 128.93
    trioctyl phosphate 35.64
    1-bromopropane 90.71
    gamma-valerolactone 278.88
    n-decanol 34.82
    triethyl phosphate 41.25
    4-methyl-2-pentanol 77.73
    propionitrile 145.57
    vinylene carbonate 133.29
    1,1,2-trichlorotrifluoroethane 189.4
    DMS 101.83
    cumene 30.87
    2-octanol 38.47
    2-hexanone 83.22
    octyl acetate 50.3
    limonene 32.07
    1,2-dimethoxyethane 240.78
    ethyl orthosilicate 40.26
    tributyl phosphate 43.46
    diacetone alcohol 138.58
    N,N-dimethylaniline 61.36
    acrylonitrile 158.37
    aniline 146.62
    1,3-propanediol 203.66
    bromobenzene 106.5
    dibromomethane 190.49
    1,1,2,2-tetrachloroethane 272.03
    2-methyl-cyclohexyl acetate 67.6
    tetrabutyl urea 53.3
    diisobutyl methanol 35.68
    2-phenylethanol 113.78
    styrene 50.53
    dioctyl adipate 56.34
    dimethyl sulfate 81.91
    ethyl butyrate 62.61
    methyl lactate 84.19
    butyl lactate 75.26
    diethyl carbonate 50.4
    propanediol butyl ether 132.66
    triethyl orthoformate 52.95
    p-tert-butyltoluene 25.33
    methyl 4-tert-butylbenzoate 81.31
    morpholine 465.34
    tert-butylamine 106.71
    n-dodecanol 26.71
    dimethoxymethane 212.94
    ethylene carbonate 123.31
    cyrene 103.94
    2-ethoxyethyl acetate 131.6
    2-ethylhexyl acetate 86.93
    1,2,4-trichlorobenzene 111.39
    4-methylpyridine 219.94
    dibutyl ether 44.74
    2,6-dimethyl-4-heptanol 35.68
    DEF 111.3
    dimethyl isosorbide 165.45
    tetrachloroethylene 160.1
    eugenol 97.99
    triacetin 97.25
    span 80 95.58
    1,4-butanediol 75.78
    1,1-dichloroethane 199.29
    2-methyl-1-pentanol 102.36
    methyl formate 100.3
    2-methyl-1-butanol 141.36
    n-decane 4.08
    butyronitrile 144.32
    3,7-dimethyl-1-octanol 57.13
    1-chlorooctane 23.83
    1-chlorotetradecane 10.61
    n-nonane 3.16
    undecane 3.19
    tert-butylcyclohexane 5.61
    cyclooctane 3.38
    cyclopentanol 130.07
    tetrahydropyran 320.07
    tert-amyl methyl ether 72.23
    2,5,8-trioxanonane 194.78
    1-hexene 19.51
    2-isopropoxyethanol 134.76
    2,2,2-trifluoroethanol 77.18
    methyl butyrate 87.62

    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