2-Hydroxy-2-cyclohexen-1-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    10316-66-2

    Molecular formula
    C6H8O2

    SMILES
    C1CC=C(C(=O)C1)O

  • Odor profile

    Fragrance
    Caramellic 78.82%
    Burnt 54.36%
    Roasted 36.61%
    Nutty 30.65%
    Coffee 28.74%
    Sweet 28.32%
    Buttery 24.65%
    Odorless 21.35%
    Malty 20.71%
    Savory 20.35%

     

    Flavor
    Maple 30.38%
    Caramel 29.43%
    Maple syrup 22.66%
    Fenugreek 21.55%
    Seedy 20.43%
    Extremely sweet 20.39%
    Cotton candy 20.31%
    Leaves 20.01%
    Spice 19.88%
    Minty 19.8%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    8.41 (weak base)

    Molecular weight
    112.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    257°C

    Flash point

    • 90.15 ˚C est.

    Solubility expt.

    • soluble in water, ethanol, fat

  • Synonyms

    • 2-Cyclohexen-1-one, 2-hydroxy-
    • 10316-66-2
    • 2-hydroxycyclohex-2-en-1-one
    • 2-Hydroxy-2-cyclohexen-1-one
    • 2-Hydroxy-2-cyclohexenone
    • 2-Hydroxycyclohex-2-enone
    • DTXSID50145677
    • 2-Cyclohexen-1-one,2-hydroxy-
    • hydroxycyclohexenone
    • SCHEMBL1031855
    • DTXCID9068168
    • JQPFYXFVUKHERX-UHFFFAOYSA-
    • JQPFYXFVUKHERX-UHFFFAOYSA-N
    • AKOS006293689
    • DB-323843
    • Q27266372
    • InChI=1/C6H8O2/c7-5-3-1-2-4-6(5)8/h3,7H,1-2,4H2
    • 696-440-1
    • CXO

  • Applications

    2-Hydroxy-2-cyclohexen-1-one, CAS 10316-66-2, is primarily used as a fragrance intermediate and odorant in perfumery and cosmetics, where its cyclohexenone framework supports further aroma chemistry. It is commonly evaluated as a building block in industrial manufacturing and organic synthesis for the preparation of specialty chemicals. The compound may function as an intermediate in polymer and plastics chemistry, contributing to aroma-related additives or serving as a precursor in small-molecule synthesis. It can also be incorporated into coatings or inks formulations as a fragrance component, and may be explored for use in cleaning product formulations where scent is a consideration. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 90.73
    methanol 245.95
    isopropanol 44.23
    water 21.61
    ethyl acetate 44.76
    n-propanol 54.97
    acetone 57.25
    n-butanol 49.97
    acetonitrile 35.82
    DMF 134.39
    toluene 5.69
    isobutanol 40.76
    1,4-dioxane 117.12
    methyl acetate 48.46
    THF 115.62
    2-butanone 38.39
    n-pentanol 54.21
    sec-butanol 33.29
    n-hexane 2.7
    ethylene glycol 59.53
    NMP 170.94
    cyclohexane 2.05
    DMSO 301.61
    n-butyl acetate 55.12
    n-octanol 41.75
    chloroform 58.43
    n-propyl acetate 45.73
    acetic acid 270.24
    dichloromethane 62.42
    cyclohexanone 76.21
    propylene glycol 32.73
    isopropyl acetate 31.57
    DMAc 98.19
    2-ethoxyethanol 123.01
    isopentanol 54.68
    n-heptane 3.17
    ethyl formate 53.35
    1,2-dichloroethane 44.77
    n-hexanol 54.65
    2-methoxyethanol 162.58
    isobutyl acetate 28.9
    tetrachloromethane 12.04
    n-pentyl acetate 55.39
    transcutol 708.54
    n-heptanol 41.52
    ethylbenzene 7.62
    MIBK 42.82
    2-propoxyethanol 109.71
    tert-butanol 72.66
    MTBE 32.97
    2-butoxyethanol 95.75
    propionic acid 106.46
    o-xylene 10.68
    formic acid 281.47
    diethyl ether 25.18
    m-xylene 10.84
    p-xylene 11.81
    chlorobenzene 23.64
    dimethyl carbonate 21.23
    n-octane 2.26
    formamide 314.86
    cyclopentanone 99.87
    2-pentanone 38.98
    anisole 31.08
    cyclopentyl methyl ether 42.04
    gamma-butyrolactone 177.95
    1-methoxy-2-propanol 90.9
    pyridine 52.39
    3-pentanone 22.73
    furfural 185.34
    n-dodecane 2.44
    diethylene glycol 129.91
    diisopropyl ether 13.48
    tert-amyl alcohol 57.17
    acetylacetone 66.98
    n-hexadecane 2.68
    acetophenone 44.91
    methyl propionate 35.62
    isopentyl acetate 54.85
    trichloroethylene 100.1
    n-nonanol 37.08
    cyclohexanol 36.71
    benzyl alcohol 40.77
    2-ethylhexanol 34.0
    isooctanol 36.17
    dipropyl ether 21.57
    1,2-dichlorobenzene 32.7
    ethyl lactate 33.22
    propylene carbonate 88.41
    n-methylformamide 131.91
    2-pentanol 31.78
    n-pentane 2.25
    1-propoxy-2-propanol 74.1
    1-methoxy-2-propyl acetate 63.04
    2-(2-methoxypropoxy) propanol 110.77
    mesitylene 11.05
    ε-caprolactone 94.06
    p-cymene 12.21
    epichlorohydrin 131.27
    1,1,1-trichloroethane 29.09
    2-aminoethanol 88.65
    morpholine-4-carbaldehyde 196.55
    sulfolane 238.22
    2,2,4-trimethylpentane 2.92
    2-methyltetrahydrofuran 67.26
    n-hexyl acetate 73.44
    isooctane 3.2
    2-(2-butoxyethoxy)ethanol 172.31
    sec-butyl acetate 28.37
    tert-butyl acetate 48.22
    decalin 2.88
    glycerin 87.16
    diglyme 268.25
    acrylic acid 121.57
    isopropyl myristate 29.08
    n-butyric acid 98.46
    acetyl acetate 38.74
    di(2-ethylhexyl) phthalate 35.14
    ethyl propionate 29.06
    nitromethane 288.85
    1,2-diethoxyethane 108.82
    benzonitrile 48.26
    trioctyl phosphate 26.82
    1-bromopropane 13.59
    gamma-valerolactone 173.22
    n-decanol 27.93
    triethyl phosphate 24.52
    4-methyl-2-pentanol 32.49
    propionitrile 26.35
    vinylene carbonate 82.03
    1,1,2-trichlorotrifluoroethane 126.86
    DMS 55.2
    cumene 10.42
    2-octanol 29.45
    2-hexanone 45.46
    octyl acetate 37.7
    limonene 16.07
    1,2-dimethoxyethane 131.85
    ethyl orthosilicate 23.19
    tributyl phosphate 34.13
    diacetone alcohol 83.6
    N,N-dimethylaniline 27.58
    acrylonitrile 50.0
    aniline 24.39
    1,3-propanediol 106.94
    bromobenzene 16.44
    dibromomethane 33.52
    1,1,2,2-tetrachloroethane 74.61
    2-methyl-cyclohexyl acetate 40.86
    tetrabutyl urea 41.17
    diisobutyl methanol 26.07
    2-phenylethanol 47.79
    styrene 8.85
    dioctyl adipate 44.68
    dimethyl sulfate 53.4
    ethyl butyrate 38.91
    methyl lactate 39.69
    butyl lactate 55.85
    diethyl carbonate 26.48
    propanediol butyl ether 104.55
    triethyl orthoformate 31.29
    p-tert-butyltoluene 11.72
    methyl 4-tert-butylbenzoate 61.38
    morpholine 111.53
    tert-butylamine 36.6
    n-dodecanol 21.27
    dimethoxymethane 72.24
    ethylene carbonate 60.42
    cyrene 79.77
    2-ethoxyethyl acetate 88.89
    2-ethylhexyl acetate 38.53
    1,2,4-trichlorobenzene 40.18
    4-methylpyridine 43.22
    dibutyl ether 35.85
    2,6-dimethyl-4-heptanol 26.07
    DEF 63.94
    dimethyl isosorbide 144.51
    tetrachloroethylene 69.58
    eugenol 77.75
    triacetin 80.39
    span 80 87.94
    1,4-butanediol 56.0
    1,1-dichloroethane 24.56
    2-methyl-1-pentanol 54.39
    methyl formate 97.88
    2-methyl-1-butanol 43.66
    n-decane 3.7
    butyronitrile 32.21
    3,7-dimethyl-1-octanol 43.46
    1-chlorooctane 17.24
    1-chlorotetradecane 7.3
    n-nonane 3.15
    undecane 2.92
    tert-butylcyclohexane 3.6
    cyclooctane 1.37
    cyclopentanol 46.78
    tetrahydropyran 45.44
    tert-amyl methyl ether 29.18
    2,5,8-trioxanonane 193.06
    1-hexene 9.87
    2-isopropoxyethanol 79.49
    2,2,2-trifluoroethanol 110.39
    methyl butyrate 48.45

    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