12a-Hydroxydolineone

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  • Identifiers

    CAS number
    28617-71-2

    Molecular formula
    C19H12O7

    SMILES
    C1C2C(C3=CC4=C(C=C3O1)OCO4)(C(=O)C5=C(O2)C=C6C(=C5)C=CO6)O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 40.14%
    Odorless 34.08%
    Vanilla 32.84%
    Spicy 29.48%
    Phenolic 28.3%
    Powdery 25.13%
    Creamy 23.1%
    Coumarinic 21.89%
    Balsamic 21.43%
    Coconut 20.62%

     

    Flavor
    Bitter 96.55%
    Bland 18.84%
    Sweet-like 18.4%
    Cedarleaf 17.54%
    Parsley 16.99%
    Lovage 16.83%
    Naphthalic 16.8%
    Cereal 16.7%
    Very strong 16.55%
    Indole 16.43%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    5.25 (weak acid)

    Molecular weight
    352.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    823°C

    Melting point expt.

    • 194 - 195 °C

    Flash point

    • 247.79 ˚C est.

  • Synonyms

    • 12a-Hydroxydolineone
    • 1-hydroxy-5,7,11,14,18-pentaoxahexacyclo[11.11.0.02,10.04,8.015,23.017,21]tetracosa-2,4(8),9,15(23),16,19,21-heptaen-24-one
    • 1-hydroxy-5,7,11,14,18-pentaoxahexacyclo(11.11.0.02,10.04,8.015,23.017,21)tetracosa-2,4(8),9,15(23),16,19,21-heptaen-24-one
    • RefChem:78306
    • 28617-71-2
    • 13alpha-Hydroxydolineone
    • 13a-Hydroxydolineone
    • CHEBI:174717
    • LMPK12060033
    • 28617-71-2

  • Applications

    12a-Hydroxydolineone (CAS 28617-71-2) is primarily used as an organic synthesis intermediate, serving as a building block for derivatives in pharmaceutical and agrochemical development. It is evaluated as a fragrance-related material and may function as a fixative or odorant in perfumery and personal care formulations. In coatings and inks, it can act as a reactive intermediate or processing aid. In polymer and plastics applications, it may serve as a functional precursor for tailored polymer properties or as a stabilizing or performance-enhancing additive in specialty formulations. Additionally, it may be considered as a component in cosmetic and personal care formulations within regulatory and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.34
    methanol 0.48
    isopropanol 0.45
    water 0.02
    ethyl acetate 3.69
    n-propanol 0.41
    acetone 7.76
    n-butanol 0.45
    acetonitrile 3.48
    DMF 15.67
    toluene 1.65
    isobutanol 0.35
    1,4-dioxane 9.95
    methyl acetate 4.14
    THF 14.94
    2-butanone 4.66
    n-pentanol 0.37
    sec-butanol 0.32
    n-hexane 0.02
    ethylene glycol 1.19
    NMP 10.27
    cyclohexane 0.1
    DMSO 22.74
    n-butyl acetate 2.24
    n-octanol 1.14
    chloroform 1.81
    n-propyl acetate 2.68
    acetic acid 4.69
    dichloromethane 2.06
    cyclohexanone 9.84
    propylene glycol 0.44
    isopropyl acetate 3.89
    DMAc 26.67
    2-ethoxyethanol 3.63
    isopentanol 0.68
    n-heptane 0.07
    ethyl formate 2.4
    1,2-dichloroethane 1.92
    n-hexanol 0.41
    2-methoxyethanol 6.67
    isobutyl acetate 1.88
    tetrachloromethane 0.29
    n-pentyl acetate 3.35
    transcutol 16.27
    n-heptanol 0.86
    ethylbenzene 0.65
    MIBK 3.32
    2-propoxyethanol 5.23
    tert-butanol 0.84
    MTBE 0.73
    2-butoxyethanol 4.11
    propionic acid 1.92
    o-xylene 1.18
    formic acid 3.0
    diethyl ether 1.14
    m-xylene 1.03
    p-xylene 1.06
    chlorobenzene 1.17
    dimethyl carbonate 7.97
    n-octane 0.06
    formamide 6.48
    cyclopentanone 13.37
    2-pentanone 3.86
    anisole 2.68
    cyclopentyl methyl ether 3.65
    gamma-butyrolactone 13.13
    1-methoxy-2-propanol 4.32
    pyridine 7.62
    3-pentanone 3.84
    furfural 12.99
    n-dodecane 0.11
    diethylene glycol 6.98
    diisopropyl ether 0.58
    tert-amyl alcohol 0.51
    acetylacetone 14.64
    n-hexadecane 0.14
    acetophenone 4.79
    methyl propionate 4.48
    isopentyl acetate 2.78
    trichloroethylene 5.35
    n-nonanol 1.52
    cyclohexanol 1.03
    benzyl alcohol 2.35
    2-ethylhexanol 0.55
    isooctanol 0.89
    dipropyl ether 1.62
    1,2-dichlorobenzene 1.43
    ethyl lactate 2.56
    propylene carbonate 4.75
    n-methylformamide 5.42
    2-pentanol 0.36
    n-pentane 0.02
    1-propoxy-2-propanol 3.83
    1-methoxy-2-propyl acetate 7.09
    2-(2-methoxypropoxy) propanol 7.43
    mesitylene 0.71
    ε-caprolactone 7.23
    p-cymene 0.77
    epichlorohydrin 9.52
    1,1,1-trichloroethane 1.34
    2-aminoethanol 0.81
    morpholine-4-carbaldehyde 21.19
    sulfolane 18.48
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 3.06
    n-hexyl acetate 3.98
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 8.14
    sec-butyl acetate 2.13
    tert-butyl acetate 4.53
    decalin 0.07
    glycerin 2.85
    diglyme 18.73
    acrylic acid 3.59
    isopropyl myristate 2.86
    n-butyric acid 2.4
    acetyl acetate 6.3
    di(2-ethylhexyl) phthalate 2.76
    ethyl propionate 3.22
    nitromethane 18.86
    1,2-diethoxyethane 5.53
    benzonitrile 3.56
    trioctyl phosphate 1.99
    1-bromopropane 0.4
    gamma-valerolactone 25.14
    n-decanol 1.18
    triethyl phosphate 2.46
    4-methyl-2-pentanol 0.48
    propionitrile 2.59
    vinylene carbonate 6.61
    1,1,2-trichlorotrifluoroethane 10.67
    DMS 6.49
    cumene 0.47
    2-octanol 0.73
    2-hexanone 2.83
    octyl acetate 2.99
    limonene 0.89
    1,2-dimethoxyethane 11.01
    ethyl orthosilicate 2.15
    tributyl phosphate 2.42
    diacetone alcohol 5.7
    N,N-dimethylaniline 2.26
    acrylonitrile 5.75
    aniline 2.41
    1,3-propanediol 2.12
    bromobenzene 1.12
    dibromomethane 0.84
    1,1,2,2-tetrachloroethane 3.63
    2-methyl-cyclohexyl acetate 2.83
    tetrabutyl urea 5.15
    diisobutyl methanol 0.79
    2-phenylethanol 2.33
    styrene 0.76
    dioctyl adipate 4.43
    dimethyl sulfate 12.79
    ethyl butyrate 3.01
    methyl lactate 4.69
    butyl lactate 3.05
    diethyl carbonate 2.64
    propanediol butyl ether 3.09
    triethyl orthoformate 3.38
    p-tert-butyltoluene 0.71
    methyl 4-tert-butylbenzoate 6.2
    morpholine 6.92
    tert-butylamine 0.3
    n-dodecanol 0.94
    dimethoxymethane 12.7
    ethylene carbonate 5.42
    cyrene 7.2
    2-ethoxyethyl acetate 7.08
    2-ethylhexyl acetate 2.02
    1,2,4-trichlorobenzene 2.41
    4-methylpyridine 4.93
    dibutyl ether 2.05
    2,6-dimethyl-4-heptanol 0.79
    DEF 7.05
    dimethyl isosorbide 12.89
    tetrachloroethylene 2.64
    eugenol 5.84
    triacetin 8.43
    span 80 4.59
    1,4-butanediol 0.8
    1,1-dichloroethane 0.86
    2-methyl-1-pentanol 0.46
    methyl formate 5.53
    2-methyl-1-butanol 0.41
    n-decane 0.17
    butyronitrile 1.53
    3,7-dimethyl-1-octanol 1.2
    1-chlorooctane 0.63
    1-chlorotetradecane 0.39
    n-nonane 0.11
    undecane 0.13
    tert-butylcyclohexane 0.04
    cyclooctane 0.06
    cyclopentanol 1.04
    tetrahydropyran 3.4
    tert-amyl methyl ether 0.77
    2,5,8-trioxanonane 16.2
    1-hexene 0.08
    2-isopropoxyethanol 2.65
    2,2,2-trifluoroethanol 3.76
    methyl butyrate 3.51

    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