4-Cyclohexene-1,3-dione, 5-hydroxy-2,2,6,6-tetramethyl-4-(1-oxo-3-phenylpropyl)-

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  • Identifiers

    CAS number
    10499-26-0

    Molecular formula
    C19H22O4

    SMILES
    CC1(C(=C(C(=O)C(C1=O)(C)C)C(=O)CCC2=CC=CC=C2)O)C

    Safety labels

  • Odor profile

    Fragrance
    Fruity 51.43%
    Sweet 47.18%
    Caramellic 40.54%
    Floral 34.59%
    Woody 34.09%
    Dry 29.28%
    Tobacco 29.05%
    Berry 27.59%
    Burnt 26.18%
    Spicy 24.26%

     

    Flavor
    Bitter 51.15%
    Cedarleaf 20.32%
    Broom 20.23%
    Genet 20.11%
    Lovage 20.09%
    Ripe apricot 20.01%
    Fenugreek 19.95%
    Heather 19.93%
    Odorless 19.92%
    Red fruit 19.9%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.7

    pKa est.
    5.85 (weak acid)

    Molecular weight
    314.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    502°C

    Flash point

    • 184.89 ˚C est.

  • Synonyms

    • 4-Cyclohexene-1,3-dione, 5-hydroxy-2,2,6,6-tetramethyl-4-(1-oxo-3-phenylpropyl)-
    • 10499-26-0
    • DTXSID50146902
    • 5-Hydroxy-2,2,6,6-tetramethyl-4-(1-oxo-3-phenylpropyl)-4-cyclohexene-1,3-dione
    • RefChem:98666
    • DTXCID4069393
    • Grandiflorone
    • 5-hydroxy-2,2,6,6-tetramethyl-4-(3-phenylpropanoyl)cyclohex-4-ene-1,3-dione
    • CHEMBL3810189
    • SCHEMBL29544228
    • CHEBI:137843
    • LMPK12120595
    • 10499-26-0

  • Applications

    4-Cyclohexene-1,3-dione, 5-hydroxy-2,2,6,6-tetramethyl-4-(1-oxo-3-phenylpropyl)- (CAS 10499-26-0) is a versatile intermediate in organic synthesis. It can serve as a building block for complex scaffolds in pharmaceutical and agrochemical development. In polymer and coatings chemistry, it may function as a precursor or functional monomer for specialty polymers used in coatings and inks. The cyclohexadienone core provides dienophile functionality suitable for Diels–Alder cycloadditions to access diverse structures in research and development. Use in industrial manufacturing is typically as an intermediate, subject to formulation limits and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 31.02
    methanol 36.59
    isopropanol 27.9
    water 0.06
    ethyl acetate 68.07
    n-propanol 30.8
    acetone 104.15
    n-butanol 31.71
    acetonitrile 53.84
    DMF 222.3
    toluene 60.13
    isobutanol 24.12
    1,4-dioxane 144.36
    methyl acetate 71.75
    THF 461.45
    2-butanone 92.32
    n-pentanol 30.82
    sec-butanol 25.09
    n-hexane 3.92
    ethylene glycol 6.69
    NMP 172.34
    cyclohexane 3.74
    DMSO 154.12
    n-butyl acetate 46.8
    n-octanol 15.4
    chloroform 213.91
    n-propyl acetate 45.68
    acetic acid 34.92
    dichloromethane 193.68
    cyclohexanone 135.0
    propylene glycol 9.56
    isopropyl acetate 47.62
    DMAc 188.95
    2-ethoxyethanol 54.43
    isopentanol 28.78
    n-heptane 2.08
    ethyl formate 41.64
    1,2-dichloroethane 134.93
    n-hexanol 37.86
    2-methoxyethanol 77.0
    isobutyl acetate 30.58
    tetrachloromethane 20.74
    n-pentyl acetate 36.88
    transcutol 49.3
    n-heptanol 21.39
    ethylbenzene 30.43
    MIBK 56.86
    2-propoxyethanol 81.64
    tert-butanol 36.95
    MTBE 36.71
    2-butoxyethanol 43.57
    propionic acid 28.16
    o-xylene 31.68
    formic acid 16.1
    diethyl ether 52.58
    m-xylene 37.44
    p-xylene 35.44
    chlorobenzene 70.08
    dimethyl carbonate 54.65
    n-octane 1.42
    formamide 33.45
    cyclopentanone 236.18
    2-pentanone 82.51
    anisole 62.92
    cyclopentyl methyl ether 98.96
    gamma-butyrolactone 221.34
    1-methoxy-2-propanol 72.63
    pyridine 123.12
    3-pentanone 68.86
    furfural 146.33
    n-dodecane 1.08
    diethylene glycol 53.99
    diisopropyl ether 14.88
    tert-amyl alcohol 29.63
    acetylacetone 105.42
    n-hexadecane 1.33
    acetophenone 65.78
    methyl propionate 72.97
    isopentyl acetate 41.68
    trichloroethylene 239.72
    n-nonanol 15.81
    cyclohexanol 32.59
    benzyl alcohol 46.57
    2-ethylhexanol 20.54
    isooctanol 17.34
    dipropyl ether 27.33
    1,2-dichlorobenzene 66.37
    ethyl lactate 28.1
    propylene carbonate 85.08
    n-methylformamide 76.09
    2-pentanol 21.82
    n-pentane 2.87
    1-propoxy-2-propanol 47.03
    1-methoxy-2-propyl acetate 60.27
    2-(2-methoxypropoxy) propanol 37.16
    mesitylene 20.11
    ε-caprolactone 96.14
    p-cymene 15.8
    epichlorohydrin 267.79
    1,1,1-trichloroethane 95.08
    2-aminoethanol 15.43
    morpholine-4-carbaldehyde 154.91
    sulfolane 212.89
    2,2,4-trimethylpentane 2.26
    2-methyltetrahydrofuran 145.25
    n-hexyl acetate 43.77
    isooctane 1.87
    2-(2-butoxyethoxy)ethanol 39.25
    sec-butyl acetate 33.03
    tert-butyl acetate 54.41
    decalin 4.73
    glycerin 19.14
    diglyme 85.69
    acrylic acid 28.42
    isopropyl myristate 17.45
    n-butyric acid 43.73
    acetyl acetate 50.66
    di(2-ethylhexyl) phthalate 22.85
    ethyl propionate 50.54
    nitromethane 104.03
    1,2-diethoxyethane 33.37
    benzonitrile 58.92
    trioctyl phosphate 15.92
    1-bromopropane 61.2
    gamma-valerolactone 203.03
    n-decanol 11.22
    triethyl phosphate 24.15
    4-methyl-2-pentanol 16.6
    propionitrile 51.95
    vinylene carbonate 78.14
    1,1,2-trichlorotrifluoroethane 93.81
    DMS 46.3
    cumene 19.53
    2-octanol 13.82
    2-hexanone 57.05
    octyl acetate 23.17
    limonene 19.46
    1,2-dimethoxyethane 109.17
    ethyl orthosilicate 21.88
    tributyl phosphate 16.58
    diacetone alcohol 61.09
    N,N-dimethylaniline 46.63
    acrylonitrile 70.27
    aniline 51.91
    1,3-propanediol 30.02
    bromobenzene 76.27
    dibromomethane 122.34
    1,1,2,2-tetrachloroethane 171.47
    2-methyl-cyclohexyl acetate 38.09
    tetrabutyl urea 27.53
    diisobutyl methanol 13.37
    2-phenylethanol 52.98
    styrene 34.9
    dioctyl adipate 27.09
    dimethyl sulfate 94.03
    ethyl butyrate 36.08
    methyl lactate 38.3
    butyl lactate 25.83
    diethyl carbonate 25.94
    propanediol butyl ether 24.24
    triethyl orthoformate 26.57
    p-tert-butyltoluene 15.0
    methyl 4-tert-butylbenzoate 57.68
    morpholine 149.8
    tert-butylamine 18.54
    n-dodecanol 8.22
    dimethoxymethane 152.18
    ethylene carbonate 63.62
    cyrene 63.47
    2-ethoxyethyl acetate 49.51
    2-ethylhexyl acetate 34.25
    1,2,4-trichlorobenzene 74.02
    4-methylpyridine 119.21
    dibutyl ether 16.55
    2,6-dimethyl-4-heptanol 13.37
    DEF 80.84
    dimethyl isosorbide 89.99
    tetrachloroethylene 101.92
    eugenol 49.1
    triacetin 39.2
    span 80 28.62
    1,4-butanediol 16.25
    1,1-dichloroethane 100.29
    2-methyl-1-pentanol 27.04
    methyl formate 71.58
    2-methyl-1-butanol 25.69
    n-decane 2.06
    butyronitrile 49.26
    3,7-dimethyl-1-octanol 15.47
    1-chlorooctane 12.57
    1-chlorotetradecane 4.74
    n-nonane 1.8
    undecane 1.44
    tert-butylcyclohexane 4.07
    cyclooctane 1.61
    cyclopentanol 49.19
    tetrahydropyran 114.84
    tert-amyl methyl ether 33.42
    2,5,8-trioxanonane 59.4
    1-hexene 17.84
    2-isopropoxyethanol 39.0
    2,2,2-trifluoroethanol 21.85
    methyl butyrate 60.4

    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