Cyclohexanone, 2-hydroxy-

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  • Identifiers

    CAS number
    533-60-8

    Molecular formula
    C6H10O2

    SMILES
    C1CCC(=O)C(C1)O

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Caramellic 73.77%
    Sweet 60.93%
    Burnt 41.91%
    Nutty 37.85%
    Buttery 34.74%
    Hay 28.52%
    Woody 27.17%
    Coffee 26.96%
    Solvent 26.82%
    Roasted 26.17%

     

    Flavor
    Sweet 43.09%
    Caramel 37.02%
    Bitter 33.29%
    Minty 27.95%
    Maple 24.32%
    Cauliflower 22.36%
    Fenugreek 22.28%
    Coconut 21.94%
    Maple syrup 21.55%
    Warm 21.02%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    8.11 (weak base)

    Molecular weight
    114.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    223°C

    Flash point

    • 88.85 ˚C est.

  • Synonyms

    • 2-Hydroxycyclohexan-1-one
    • 2-HYDROXYCYCLOHEXANONE
    • 533-60-8
    • Cyclohexanone, 2-hydroxy-
    • 2-Hydroxy-1-cyclohexanone
    • Cyclohexanone, 2-hydroxy-, dimer
    • EINECS 208-570-4
    • NSC 117392
    • NSC 298536
    • AI3-06549
    • CHEBI:17878
    • DTXSID10883427
    • 2Hydroxy1cyclohexanone
    • 2Hydroxycyclohexan1one
    • Cyclohexanone, 2hydroxy
    • RefChem:580725
    • DTXCID601022958
    • 208-570-4
    • InChI=1/C6H10O2/c7-5-3-1-2-4-6(5)8/h5,7H,1-4H
    • Adipoin
    • 30282-14-5
    • MFCD00045549
    • 2-HYDROXY-CYCLOHEXANONE
    • 2-hydroxy-cyclohexan-1-one
    • Cyclohexanone-2-ol
    • Cyclohexanone, dimer
    • 2-oxidanylcyclohexan-1-one
    • SCHEMBL222046
    • SCHEMBL1383242
    • SCHEMBL19924214
    • SCHEMBL28904100
    • FBA28214
    • NSC60697
    • BBL103394
    • NSC-60697
    • NSC117392
    • NSC298536
    • STL557204
    • AKOS000281296
    • AKOS022299844
    • NSC-117392
    • NSC-298536
    • LS-13149
    • SY256905
    • CS-0262973
    • NS00043505
    • EN300-84537
    • C01147
    • G73608
    • A829539
    • F674279
    • Q27102692
    • 533-60-8

  • Applications

    Cyclohexanone, 2-hydroxy-, CAS 533-60-8 is a versatile building block in chemical synthesis. It is commonly used as an intermediate in pharmaceutical and agrochemical development, enabling the creation of chiral building blocks and downstream active compounds. It also serves as a precursor for specialty polymers and resins, providing functionality for polyurethane and polyester systems or crosslinking chemistries. In the fragrance and cosmetics sector, it is evaluated as an aroma intermediate or a component for the synthesis of fragrance ingredients. Additionally, it can function as a reactive intermediate in coatings and inks, participating in crosslinking or further derivatization. Its exact use depends on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 212.1
    methanol 561.18
    isopropanol 91.02
    water 52.22
    ethyl acetate 54.76
    n-propanol 111.23
    acetone 74.09
    n-butanol 88.73
    acetonitrile 67.89
    DMF 137.66
    toluene 7.47
    isobutanol 69.84
    1,4-dioxane 155.07
    methyl acetate 52.15
    THF 167.85
    2-butanone 40.51
    n-pentanol 71.96
    sec-butanol 53.65
    n-hexane 2.97
    ethylene glycol 120.37
    NMP 158.94
    cyclohexane 3.59
    DMSO 349.21
    n-butyl acetate 63.39
    n-octanol 46.4
    chloroform 111.41
    n-propyl acetate 50.26
    acetic acid 523.78
    dichloromethane 98.1
    cyclohexanone 96.58
    propylene glycol 68.14
    isopropyl acetate 35.85
    DMAc 89.76
    2-ethoxyethanol 153.77
    isopentanol 82.81
    n-heptane 4.12
    ethyl formate 73.27
    1,2-dichloroethane 54.12
    n-hexanol 77.73
    2-methoxyethanol 254.81
    isobutyl acetate 33.75
    tetrachloromethane 20.4
    n-pentyl acetate 56.19
    transcutol 810.37
    n-heptanol 49.41
    ethylbenzene 7.59
    MIBK 44.94
    2-propoxyethanol 145.33
    tert-butanol 103.51
    MTBE 34.9
    2-butoxyethanol 115.56
    propionic acid 163.83
    o-xylene 11.48
    formic acid 520.16
    diethyl ether 32.04
    m-xylene 12.03
    p-xylene 12.59
    chlorobenzene 29.43
    dimethyl carbonate 19.12
    n-octane 2.46
    formamide 472.42
    cyclopentanone 129.28
    2-pentanone 41.52
    anisole 31.91
    cyclopentyl methyl ether 52.38
    gamma-butyrolactone 215.31
    1-methoxy-2-propanol 127.54
    pyridine 78.42
    3-pentanone 22.81
    furfural 231.38
    n-dodecane 2.6
    diethylene glycol 191.52
    diisopropyl ether 14.92
    tert-amyl alcohol 72.41
    acetylacetone 76.82
    n-hexadecane 2.8
    acetophenone 44.49
    methyl propionate 37.38
    isopentyl acetate 59.03
    trichloroethylene 127.68
    n-nonanol 40.73
    cyclohexanol 57.83
    benzyl alcohol 48.22
    2-ethylhexanol 40.53
    isooctanol 43.17
    dipropyl ether 26.77
    1,2-dichlorobenzene 37.07
    ethyl lactate 36.73
    propylene carbonate 105.29
    n-methylformamide 174.29
    2-pentanol 45.14
    n-pentane 2.96
    1-propoxy-2-propanol 95.58
    1-methoxy-2-propyl acetate 69.2
    2-(2-methoxypropoxy) propanol 116.33
    mesitylene 11.95
    ε-caprolactone 110.24
    p-cymene 12.87
    epichlorohydrin 144.89
    1,1,1-trichloroethane 36.66
    2-aminoethanol 169.84
    morpholine-4-carbaldehyde 204.06
    sulfolane 244.06
    2,2,4-trimethylpentane 3.21
    2-methyltetrahydrofuran 84.04
    n-hexyl acetate 74.09
    isooctane 3.51
    2-(2-butoxyethoxy)ethanol 188.28
    sec-butyl acetate 29.42
    tert-butyl acetate 49.7
    decalin 3.39
    glycerin 162.66
    diglyme 291.63
    acrylic acid 179.93
    isopropyl myristate 27.49
    n-butyric acid 176.33
    acetyl acetate 51.17
    di(2-ethylhexyl) phthalate 36.85
    ethyl propionate 29.15
    nitromethane 416.44
    1,2-diethoxyethane 114.95
    benzonitrile 62.77
    trioctyl phosphate 28.09
    1-bromopropane 17.43
    gamma-valerolactone 207.19
    n-decanol 29.58
    triethyl phosphate 24.58
    4-methyl-2-pentanol 40.6
    propionitrile 44.4
    vinylene carbonate 104.39
    1,1,2-trichlorotrifluoroethane 169.63
    DMS 50.68
    cumene 10.25
    2-octanol 31.82
    2-hexanone 47.49
    octyl acetate 36.99
    limonene 17.55
    1,2-dimethoxyethane 142.17
    ethyl orthosilicate 24.65
    tributyl phosphate 35.34
    diacetone alcohol 88.63
    N,N-dimethylaniline 26.14
    acrylonitrile 80.56
    aniline 36.6
    1,3-propanediol 194.29
    bromobenzene 20.7
    dibromomethane 50.86
    1,1,2,2-tetrachloroethane 96.13
    2-methyl-cyclohexyl acetate 44.69
    tetrabutyl urea 40.21
    diisobutyl methanol 28.2
    2-phenylethanol 55.85
    styrene 9.36
    dioctyl adipate 46.3
    dimethyl sulfate 46.72
    ethyl butyrate 42.51
    methyl lactate 48.52
    butyl lactate 61.36
    diethyl carbonate 27.09
    propanediol butyl ether 125.18
    triethyl orthoformate 34.18
    p-tert-butyltoluene 12.13
    methyl 4-tert-butylbenzoate 62.64
    morpholine 151.15
    tert-butylamine 50.21
    n-dodecanol 22.04
    dimethoxymethane 73.32
    ethylene carbonate 79.02
    cyrene 86.32
    2-ethoxyethyl acetate 90.03
    2-ethylhexyl acetate 41.52
    1,2,4-trichlorobenzene 43.74
    4-methylpyridine 53.47
    dibutyl ether 36.69
    2,6-dimethyl-4-heptanol 28.2
    DEF 59.27
    dimethyl isosorbide 152.43
    tetrachloroethylene 94.28
    eugenol 78.37
    triacetin 86.51
    span 80 99.57
    1,4-butanediol 83.69
    1,1-dichloroethane 32.61
    2-methyl-1-pentanol 63.99
    methyl formate 112.31
    2-methyl-1-butanol 64.8
    n-decane 3.99
    butyronitrile 52.44
    3,7-dimethyl-1-octanol 48.27
    1-chlorooctane 17.48
    1-chlorotetradecane 7.18
    n-nonane 3.44
    undecane 3.11
    tert-butylcyclohexane 3.81
    cyclooctane 1.99
    cyclopentanol 79.86
    tetrahydropyran 64.08
    tert-amyl methyl ether 28.48
    2,5,8-trioxanonane 206.88
    1-hexene 10.58
    2-isopropoxyethanol 92.29
    2,2,2-trifluoroethanol 169.91
    methyl butyrate 50.82

    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