3-Hydroxy-2H-pyran-2-one

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  • Identifiers

    CAS number
    496-64-0

    Molecular formula
    C5H4O3

    SMILES
    C1=COC(=O)C(=C1)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 85.99%
    Caramellic 82.88%
    Sweet 82.22%
    Strawberry 51.19%
    Burnt 50.36%
    Berry 46.86%
    Tropical 27.65%
    Creamy 23.12%
    Buttery 22.95%
    Vanilla 22.94%

     

    Flavor
    Sweet 79.55%
    Almond 49.64%
    Bitter 45.65%
    Caramel 43.53%
    Fruity 43.29%
    Woody 35.1%
    Creamy 34.91%
    Bread 34.35%
    Tonka 31.56%
    Baked 27.64%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    7.84 (neutral)

    Molecular weight
    112.08 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    196°C

    Melting point expt.

    • 92 °C

    Flash point

    • 105.58 ˚C est.

  • Synonyms

    • 3-hydroxy-2H-pyran-2-one
    • 496-64-0
    • 3-Hydroxy-2-pyrone
    • 3-Hydroxypyrone
    • 3-hydroxypyran-2-one
    • 3-hydroxy-2-pyranone
    • 2H-pyran-2-one, 3-hydroxy-
    • 2H-Pyran-4-one, 3-hydroxy-
    • WBW7DM4PJL
    • MFCD01318559
    • 3-OXIDANYLPYRAN-2-ONE
    • DTXSID00197924
    • hydroxypyrone
    • Hydroxycoumalin
    • Isopyromucic acid
    • 3-Hydroxy-a-pyrone
    • UNII-WBW7DM4PJL
    • 3-Hydroxy-2H-Pyran-4-one
    • SCHEMBL284309
    • CHEMBL1650618
    • DTXCID60120415
    • CHEBI:173367
    • AKOS006278410
    • CS-W021933
    • FD13146
    • DS-17032
    • FH140793
    • SY114649
    • DB-071025
    • EN300-192198
    • H14300
    • Z1198156687
    • 830-421-2

  • Applications

    3-Hydroxy-2H-pyran-2-one (CAS 496-64-0) is primarily used as an organic synthesis intermediate and building block in industrial manufacturing. It may serve as a functional precursor in polymer and plastics chemistry, enabling the preparation of functional monomers and crosslinking components. In pharmaceuticals and agrochemicals, it is evaluated as a synthetic building block for small-molecule candidates and for routes to more complex intermediates. The compound is also of interest as a fragrance precursor or aroma-related intermediate in flavors and perfumery. In cosmetics and personal care and in coatings and inks, it may function as a reactive intermediate for specialty formulations, with use governed by formulation needs and local regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 158.07
    methanol 392.12
    isopropanol 90.01
    water 23.61
    ethyl acetate 78.84
    n-propanol 98.41
    acetone 174.33
    n-butanol 77.77
    acetonitrile 58.38
    DMF 469.05
    toluene 6.66
    isobutanol 54.63
    1,4-dioxane 108.38
    methyl acetate 123.67
    THF 163.24
    2-butanone 106.57
    n-pentanol 65.07
    sec-butanol 71.51
    n-hexane 0.79
    ethylene glycol 108.8
    NMP 273.73
    cyclohexane 1.19
    DMSO 677.86
    n-butyl acetate 48.04
    n-octanol 37.7
    chloroform 6.06
    n-propyl acetate 50.17
    acetic acid 194.9
    dichloromethane 17.04
    cyclohexanone 75.3
    propylene glycol 50.57
    isopropyl acetate 48.12
    DMAc 330.53
    2-ethoxyethanol 260.91
    isopentanol 73.05
    n-heptane 3.03
    ethyl formate 85.46
    1,2-dichloroethane 26.02
    n-hexanol 46.92
    2-methoxyethanol 390.44
    isobutyl acetate 17.23
    tetrachloromethane 1.64
    n-pentyl acetate 53.21
    transcutol 748.34
    n-heptanol 33.94
    ethylbenzene 4.33
    MIBK 69.17
    2-propoxyethanol 137.62
    tert-butanol 125.78
    MTBE 66.66
    2-butoxyethanol 104.83
    propionic acid 99.52
    o-xylene 9.2
    formic acid 376.0
    diethyl ether 54.24
    m-xylene 9.94
    p-xylene 5.04
    chlorobenzene 7.82
    dimethyl carbonate 43.41
    n-octane 1.74
    formamide 704.57
    cyclopentanone 103.82
    2-pentanone 97.24
    anisole 31.82
    cyclopentyl methyl ether 54.0
    gamma-butyrolactone 160.08
    1-methoxy-2-propanol 205.55
    pyridine 54.83
    3-pentanone 48.82
    furfural 157.81
    n-dodecane 1.75
    diethylene glycol 178.16
    diisopropyl ether 16.26
    tert-amyl alcohol 106.99
    acetylacetone 112.94
    n-hexadecane 1.87
    acetophenone 46.2
    methyl propionate 83.27
    isopentyl acetate 42.51
    trichloroethylene 33.72
    n-nonanol 33.23
    cyclohexanol 37.39
    benzyl alcohol 43.89
    2-ethylhexanol 25.44
    isooctanol 28.25
    dipropyl ether 27.7
    1,2-dichlorobenzene 10.14
    ethyl lactate 38.03
    propylene carbonate 58.12
    n-methylformamide 346.8
    2-pentanol 58.16
    n-pentane 1.84
    1-propoxy-2-propanol 92.39
    1-methoxy-2-propyl acetate 68.69
    2-(2-methoxypropoxy) propanol 111.24
    mesitylene 8.22
    ε-caprolactone 85.53
    p-cymene 8.9
    epichlorohydrin 149.53
    1,1,1-trichloroethane 6.97
    2-aminoethanol 141.62
    morpholine-4-carbaldehyde 305.87
    sulfolane 215.16
    2,2,4-trimethylpentane 1.97
    2-methyltetrahydrofuran 104.41
    n-hexyl acetate 62.23
    isooctane 2.06
    2-(2-butoxyethoxy)ethanol 184.87
    sec-butyl acetate 26.08
    tert-butyl acetate 64.8
    decalin 0.97
    glycerin 110.22
    diglyme 317.65
    acrylic acid 107.5
    isopropyl myristate 24.31
    n-butyric acid 90.68
    acetyl acetate 34.54
    di(2-ethylhexyl) phthalate 24.16
    ethyl propionate 35.86
    nitromethane 417.01
    1,2-diethoxyethane 118.93
    benzonitrile 29.68
    trioctyl phosphate 20.66
    1-bromopropane 9.74
    gamma-valerolactone 207.76
    n-decanol 25.46
    triethyl phosphate 19.09
    4-methyl-2-pentanol 37.97
    propionitrile 36.87
    vinylene carbonate 49.44
    1,1,2-trichlorotrifluoroethane 101.07
    DMS 47.95
    cumene 4.73
    2-octanol 25.93
    2-hexanone 53.66
    octyl acetate 32.91
    limonene 13.91
    1,2-dimethoxyethane 224.87
    ethyl orthosilicate 17.79
    tributyl phosphate 25.19
    diacetone alcohol 145.23
    N,N-dimethylaniline 25.2
    acrylonitrile 69.36
    aniline 25.61
    1,3-propanediol 172.05
    bromobenzene 4.7
    dibromomethane 7.98
    1,1,2,2-tetrachloroethane 24.25
    2-methyl-cyclohexyl acetate 27.79
    tetrabutyl urea 39.39
    diisobutyl methanol 23.58
    2-phenylethanol 39.15
    styrene 5.66
    dioctyl adipate 36.81
    dimethyl sulfate 87.82
    ethyl butyrate 37.73
    methyl lactate 73.81
    butyl lactate 49.4
    diethyl carbonate 21.79
    propanediol butyl ether 106.04
    triethyl orthoformate 27.78
    p-tert-butyltoluene 9.08
    methyl 4-tert-butylbenzoate 60.49
    morpholine 158.51
    tert-butylamine 44.39
    n-dodecanol 19.34
    dimethoxymethane 214.1
    ethylene carbonate 37.7
    cyrene 80.3
    2-ethoxyethyl acetate 108.01
    2-ethylhexyl acetate 26.3
    1,2,4-trichlorobenzene 14.1
    4-methylpyridine 52.54
    dibutyl ether 32.1
    2,6-dimethyl-4-heptanol 23.58
    DEF 158.97
    dimethyl isosorbide 142.64
    tetrachloroethylene 19.88
    eugenol 71.33
    triacetin 70.7
    span 80 72.13
    1,4-butanediol 90.3
    1,1-dichloroethane 10.89
    2-methyl-1-pentanol 52.38
    methyl formate 231.16
    2-methyl-1-butanol 59.0
    n-decane 2.73
    butyronitrile 38.11
    3,7-dimethyl-1-octanol 37.31
    1-chlorooctane 10.23
    1-chlorotetradecane 4.58
    n-nonane 2.48
    undecane 2.16
    tert-butylcyclohexane 1.21
    cyclooctane 0.87
    cyclopentanol 50.1
    tetrahydropyran 48.32
    tert-amyl methyl ether 58.69
    2,5,8-trioxanonane 217.22
    1-hexene 4.04
    2-isopropoxyethanol 136.55
    2,2,2-trifluoroethanol 81.84
    methyl butyrate 56.27

    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