(1S,2R,4S,5S)-2-hydroxy-4,8-dimethyl-1-(propan-2-yl)spiro[4.5]dec-8-en-7-one

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  • Identifiers

    CAS number
    185154-94-3

    Molecular formula
    C15H24O2

    SMILES
    C[C@H]1C[C@H]([C@H]([C@]12CC=C(C(=O)C2)C)C(C)C)O

    Safety labels

  • Odor profile

    Fragrance
    Mint 57.39%
    Woody 56.42%
    Herbal 49.83%
    Spicy 43.29%
    Camphoreous 41.72%
    Cooling 41.65%
    Fresh 30.46%
    Sweet 30.13%
    Phenolic 29.08%
    Earthy 28.27%

     

    Flavor
    Minty 53.6%
    Herbal 44.24%
    Bitter 44.02%
    Fresh 27.46%
    Spearmint 27.13%
    Herb 26.74%
    Mint 26.68%
    Spice 26.64%
    Spicy 24.73%
    Cedarleaf 22.77%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    8.11 (weak base)

    Molecular weight
    236.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    371°C

    Flash point

    • 133.72 ˚C est.

  • Synonyms

    • CHEMBL1163513
    • DTXSID301137716
    • (1S,2R,4S,5S)-2-hydroxy-4,8-dimethyl-1-(propan-2-yl)spiro[4.5]dec-8-en-7-one
    • (1S,2R,4S,5S)-2-Hydroxy-4,8-dimethyl-1-(1-methylethyl)spiro[4.5]dec-8-en-7-one
    • 185154-94-3
    • 185154-94-3

  • Applications

    The compound (1S,2R,4S,5S)-2-hydroxy-4,8-dimethyl-1-(propan-2-yl)spiro[4.5]dec-8-en-7-one (CAS 185154-94-3) is typically used as a chiral building block and fragrance-related intermediate, with applications in perfumery and cosmetics as an odor-active ingredient or precursor to fragrance compounds. It may also serve as a flavor/aroma intermediate in the development of flavor formulations. In pharmaceutical chemistry, it can function as a stereochemically rich intermediate for the synthesis of chiral drug candidates. In polymer and materials science, the spiro[4.5]dec-8-en-7-one scaffold can be leveraged as a reactive building block or precursor in specialty polymers or coatings. Depending on local regulations, its use is subject to formulation limits and purity requirements.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 486.12
    methanol 726.69
    isopropanol 539.77
    water 3.8
    ethyl acetate 395.58
    n-propanol 486.53
    acetone 604.43
    n-butanol 438.35
    acetonitrile 451.28
    DMF 742.0
    toluene 430.42
    isobutanol 340.85
    1,4-dioxane 1055.19
    methyl acetate 369.93
    THF 1837.95
    2-butanone 433.74
    n-pentanol 150.52
    sec-butanol 258.04
    n-hexane 16.84
    ethylene glycol 74.77
    NMP 439.22
    cyclohexane 67.39
    DMSO 382.38
    n-butyl acetate 225.6
    n-octanol 90.74
    chloroform 1081.09
    n-propyl acetate 170.75
    acetic acid 316.5
    dichloromethane 740.86
    cyclohexanone 667.36
    propylene glycol 105.16
    isopropyl acetate 306.96
    DMAc 358.82
    2-ethoxyethanol 212.61
    isopentanol 339.46
    n-heptane 13.4
    ethyl formate 254.17
    1,2-dichloroethane 468.6
    n-hexanol 251.03
    2-methoxyethanol 573.01
    isobutyl acetate 135.09
    tetrachloromethane 178.23
    n-pentyl acetate 155.04
    transcutol 647.12
    n-heptanol 113.97
    ethylbenzene 124.65
    MIBK 264.27
    2-propoxyethanol 399.11
    tert-butanol 474.86
    MTBE 367.08
    2-butoxyethanol 210.63
    propionic acid 250.77
    o-xylene 176.95
    formic acid 149.6
    diethyl ether 445.2
    m-xylene 260.38
    p-xylene 168.02
    chlorobenzene 347.71
    dimethyl carbonate 179.59
    n-octane 6.1
    formamide 223.24
    cyclopentanone 817.75
    2-pentanone 394.26
    anisole 222.73
    cyclopentyl methyl ether 497.26
    gamma-butyrolactone 837.96
    1-methoxy-2-propanol 468.51
    pyridine 623.44
    3-pentanone 272.47
    furfural 529.06
    n-dodecane 5.24
    diethylene glycol 294.23
    diisopropyl ether 124.98
    tert-amyl alcohol 227.58
    acetylacetone 402.44
    n-hexadecane 6.25
    acetophenone 190.81
    methyl propionate 288.85
    isopentyl acetate 220.91
    trichloroethylene 817.15
    n-nonanol 82.34
    cyclohexanol 350.96
    benzyl alcohol 183.27
    2-ethylhexanol 112.85
    isooctanol 90.56
    dipropyl ether 127.98
    1,2-dichlorobenzene 266.87
    ethyl lactate 94.16
    propylene carbonate 357.18
    n-methylformamide 392.07
    2-pentanol 240.21
    n-pentane 28.77
    1-propoxy-2-propanol 244.58
    1-methoxy-2-propyl acetate 271.39
    2-(2-methoxypropoxy) propanol 153.01
    mesitylene 150.63
    ε-caprolactone 464.81
    p-cymene 71.69
    epichlorohydrin 772.56
    1,1,1-trichloroethane 509.33
    2-aminoethanol 174.69
    morpholine-4-carbaldehyde 502.71
    sulfolane 559.57
    2,2,4-trimethylpentane 15.96
    2-methyltetrahydrofuran 736.44
    n-hexyl acetate 206.85
    isooctane 16.91
    2-(2-butoxyethoxy)ethanol 220.59
    sec-butyl acetate 142.51
    tert-butyl acetate 291.01
    decalin 24.31
    glycerin 166.22
    diglyme 420.58
    acrylic acid 215.9
    isopropyl myristate 73.11
    n-butyric acid 389.38
    acetyl acetate 278.68
    di(2-ethylhexyl) phthalate 80.53
    ethyl propionate 162.86
    nitromethane 524.48
    1,2-diethoxyethane 213.97
    benzonitrile 279.42
    trioctyl phosphate 61.31
    1-bromopropane 317.08
    gamma-valerolactone 841.55
    n-decanol 56.53
    triethyl phosphate 75.2
    4-methyl-2-pentanol 150.78
    propionitrile 418.68
    vinylene carbonate 369.85
    1,1,2-trichlorotrifluoroethane 370.06
    DMS 200.82
    cumene 83.5
    2-octanol 74.75
    2-hexanone 162.9
    octyl acetate 90.18
    limonene 90.23
    1,2-dimethoxyethane 417.34
    ethyl orthosilicate 76.13
    tributyl phosphate 69.15
    diacetone alcohol 266.94
    N,N-dimethylaniline 137.72
    acrylonitrile 423.93
    aniline 378.47
    1,3-propanediol 331.49
    bromobenzene 347.99
    dibromomethane 498.5
    1,1,2,2-tetrachloroethane 616.72
    2-methyl-cyclohexyl acetate 128.26
    tetrabutyl urea 83.57
    diisobutyl methanol 75.62
    2-phenylethanol 211.13
    styrene 148.69
    dioctyl adipate 94.14
    dimethyl sulfate 234.76
    ethyl butyrate 139.85
    methyl lactate 160.87
    butyl lactate 123.92
    diethyl carbonate 101.71
    propanediol butyl ether 168.24
    triethyl orthoformate 110.37
    p-tert-butyltoluene 75.29
    methyl 4-tert-butylbenzoate 172.33
    morpholine 1042.41
    tert-butylamine 273.28
    n-dodecanol 40.15
    dimethoxymethane 562.07
    ethylene carbonate 324.04
    cyrene 166.23
    2-ethoxyethyl acetate 223.04
    2-ethylhexyl acetate 163.32
    1,2,4-trichlorobenzene 299.66
    4-methylpyridine 562.51
    dibutyl ether 90.6
    2,6-dimethyl-4-heptanol 75.62
    DEF 288.57
    dimethyl isosorbide 287.94
    tetrachloroethylene 400.74
    eugenol 159.92
    triacetin 173.01
    span 80 141.7
    1,4-butanediol 81.15
    1,1-dichloroethane 558.18
    2-methyl-1-pentanol 130.73
    methyl formate 321.99
    2-methyl-1-butanol 267.16
    n-decane 9.92
    butyronitrile 405.61
    3,7-dimethyl-1-octanol 89.91
    1-chlorooctane 56.12
    1-chlorotetradecane 18.71
    n-nonane 8.74
    undecane 6.88
    tert-butylcyclohexane 20.82
    cyclooctane 18.51
    cyclopentanol 388.52
    tetrahydropyran 990.59
    tert-amyl methyl ether 181.25
    2,5,8-trioxanonane 235.51
    1-hexene 74.06
    2-isopropoxyethanol 148.97
    2,2,2-trifluoroethanol 161.5
    methyl butyrate 196.27

    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