2H-Pyran-2-one

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  • Identifiers

    CAS number
    504-31-4

    Molecular formula
    C5H4O2

    SMILES
    C1=CC(=O)OC=C1

  • Odor profile

    Fragrance
    Sweet 89.09%
    Caramellic 52.63%
    Nutty 45.59%
    Coumarinic 44.64%
    Burnt 41.38%
    Coconut 39.58%
    Balsamic 37.83%
    Spicy 36.29%
    Tobacco 34.68%
    Almond 32.11%

     

    Flavor
    Sweet 83.8%
    Bitter 52.05%
    Almond 51.57%
    Green 46.58%
    Tonka 44.96%
    Balsam 33.58%
    Woody 29.72%
    Creamy 29.61%
    New mown hay 29.34%
    Coconut 29.31%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    6.74 (neutral)

    Molecular weight
    96.08 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    152°C

    Flash point

    • 56.29 ˚C est.

  • Synonyms

    • 2H-Pyran-2-one
    • alpha-Pyrone
    • 504-31-4
    • pyran-2-one
    • 2-Pyranone
    • Coumalin
    • 2-Pyrone
    • Pyrone
    • .alpha.-Pyrone
    • 2-oxo-2H-pyran
    • UNII-8WW45I202V
    • 2H-Pyrane-2-one
    • CHEBI:37965
    • 8WW45I202V
    • 2H-Pyran, 2-oxo-
    • EINECS 207-990-5
    • MFCD00006639
    • CHEMBL1934663
    • DTXSID50198441
    • 5-hydroxy-2,4-pentadienoic acid delta-lactone
    • 2,4-Pentadienoic acid, 5-hydroxy-, .delta.-lactone
    • oxidopyrylium
    • 1,2-Pyrone
    • ?-PYRONE
    • 2H-Pyran-2-one, 90%
    • DTXCID80120932
    • BDBM50360796
    • GEO-04164
    • AKOS016033962
    • CS-W013734
    • AS-56552
    • SY051694
    • DB-051773
    • NS00043374
    • P1183
    • 2H-Pyran-2-one, technical, >=90% (GC)
    • F16388
    • 5-hydroxy-2,4-pentadienoic acid delta -lactone
    • 2,4-Pentadienoic acid, 5-hydroxy-, delta-lactone
    • Q209475
    • 207-990-5

  • Applications

    2H-Pyran-2-one is a versatile lactone that is primarily used as an intermediate in organic synthesis. It serves as a building block in pharmaceutical research for heterocyclic and medicinal compounds, and as a precursor in the synthesis of agrochemicals. In the flavor and fragrance sector, its gamma-pyrone framework or related derivatives are explored as aroma precursors. In polymer and materials chemistry, it is used as a starting point for lactone-containing polymers and other specialty materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 163.1
    methanol 250.26
    isopropanol 103.98
    water 10.75
    ethyl acetate 94.45
    n-propanol 110.17
    acetone 151.26
    n-butanol 92.64
    acetonitrile 177.07
    DMF 449.16
    toluene 16.83
    isobutanol 85.19
    1,4-dioxane 163.43
    methyl acetate 170.66
    THF 138.68
    2-butanone 145.4
    n-pentanol 82.24
    sec-butanol 105.16
    n-hexane 3.01
    ethylene glycol 60.16
    NMP 369.18
    cyclohexane 2.54
    DMSO 467.29
    n-butyl acetate 65.41
    n-octanol 45.53
    chloroform 74.42
    n-propyl acetate 79.27
    acetic acid 426.48
    dichloromethane 116.4
    cyclohexanone 134.56
    propylene glycol 56.07
    isopropyl acetate 46.0
    DMAc 400.09
    2-ethoxyethanol 168.33
    isopentanol 96.24
    n-heptane 3.17
    ethyl formate 93.69
    1,2-dichloroethane 81.53
    n-hexanol 52.58
    2-methoxyethanol 238.51
    isobutyl acetate 40.98
    tetrachloromethane 7.72
    n-pentyl acetate 53.98
    transcutol 846.48
    n-heptanol 35.4
    ethylbenzene 16.52
    MIBK 58.24
    2-propoxyethanol 109.18
    tert-butanol 128.42
    MTBE 72.91
    2-butoxyethanol 92.64
    propionic acid 224.54
    o-xylene 22.97
    formic acid 221.6
    diethyl ether 53.48
    m-xylene 17.85
    p-xylene 25.57
    chlorobenzene 41.1
    dimethyl carbonate 54.48
    n-octane 1.64
    formamide 440.49
    cyclopentanone 151.16
    2-pentanone 80.31
    anisole 79.71
    cyclopentyl methyl ether 53.75
    gamma-butyrolactone 256.68
    1-methoxy-2-propanol 148.94
    pyridine 179.92
    3-pentanone 59.29
    furfural 272.32
    n-dodecane 2.48
    diethylene glycol 118.56
    diisopropyl ether 14.49
    tert-amyl alcohol 129.63
    acetylacetone 108.42
    n-hexadecane 2.68
    acetophenone 93.38
    methyl propionate 97.57
    isopentyl acetate 57.33
    trichloroethylene 155.6
    n-nonanol 40.08
    cyclohexanol 62.63
    benzyl alcohol 75.65
    2-ethylhexanol 34.97
    isooctanol 32.74
    dipropyl ether 27.74
    1,2-dichlorobenzene 47.3
    ethyl lactate 51.33
    propylene carbonate 122.21
    n-methylformamide 283.1
    2-pentanol 62.48
    n-pentane 2.72
    1-propoxy-2-propanol 78.94
    1-methoxy-2-propyl acetate 69.22
    2-(2-methoxypropoxy) propanol 140.14
    mesitylene 12.95
    ε-caprolactone 146.47
    p-cymene 15.07
    epichlorohydrin 218.43
    1,1,1-trichloroethane 40.04
    2-aminoethanol 110.12
    morpholine-4-carbaldehyde 346.79
    sulfolane 299.75
    2,2,4-trimethylpentane 4.02
    2-methyltetrahydrofuran 120.32
    n-hexyl acetate 84.92
    isooctane 2.65
    2-(2-butoxyethoxy)ethanol 207.36
    sec-butyl acetate 45.51
    tert-butyl acetate 55.28
    decalin 3.55
    glycerin 100.18
    diglyme 330.77
    acrylic acid 241.97
    isopropyl myristate 32.79
    n-butyric acid 168.24
    acetyl acetate 66.64
    di(2-ethylhexyl) phthalate 40.03
    ethyl propionate 60.12
    nitromethane 608.1
    1,2-diethoxyethane 114.29
    benzonitrile 96.36
    trioctyl phosphate 28.18
    1-bromopropane 32.75
    gamma-valerolactone 264.21
    n-decanol 30.39
    triethyl phosphate 30.5
    4-methyl-2-pentanol 41.65
    propionitrile 102.67
    vinylene carbonate 122.45
    1,1,2-trichlorotrifluoroethane 185.86
    DMS 80.56
    cumene 16.36
    2-octanol 27.49
    2-hexanone 80.45
    octyl acetate 46.33
    limonene 19.76
    1,2-dimethoxyethane 223.65
    ethyl orthosilicate 26.91
    tributyl phosphate 38.59
    diacetone alcohol 105.13
    N,N-dimethylaniline 61.05
    acrylonitrile 180.54
    aniline 61.93
    1,3-propanediol 141.55
    bromobenzene 30.19
    dibromomethane 52.86
    1,1,2,2-tetrachloroethane 113.69
    2-methyl-cyclohexyl acetate 47.88
    tetrabutyl urea 56.01
    diisobutyl methanol 22.84
    2-phenylethanol 61.77
    styrene 23.72
    dioctyl adipate 60.22
    dimethyl sulfate 113.58
    ethyl butyrate 50.04
    methyl lactate 76.17
    butyl lactate 62.59
    diethyl carbonate 42.22
    propanediol butyl ether 127.9
    triethyl orthoformate 37.23
    p-tert-butyltoluene 13.24
    methyl 4-tert-butylbenzoate 81.21
    morpholine 210.18
    tert-butylamine 61.74
    n-dodecanol 23.69
    dimethoxymethane 120.58
    ethylene carbonate 84.35
    cyrene 102.42
    2-ethoxyethyl acetate 95.1
    2-ethylhexyl acetate 42.67
    1,2,4-trichlorobenzene 66.76
    4-methylpyridine 140.65
    dibutyl ether 42.49
    2,6-dimethyl-4-heptanol 22.84
    DEF 166.61
    dimethyl isosorbide 154.5
    tetrachloroethylene 67.65
    eugenol 98.81
    triacetin 106.16
    span 80 98.63
    1,4-butanediol 60.51
    1,1-dichloroethane 55.85
    2-methyl-1-pentanol 92.22
    methyl formate 171.83
    2-methyl-1-butanol 93.12
    n-decane 3.36
    butyronitrile 84.62
    3,7-dimethyl-1-octanol 48.06
    1-chlorooctane 17.05
    1-chlorotetradecane 7.97
    n-nonane 2.93
    undecane 2.85
    tert-butylcyclohexane 4.05
    cyclooctane 1.07
    cyclopentanol 71.05
    tetrahydropyran 84.08
    tert-amyl methyl ether 61.89
    2,5,8-trioxanonane 247.86
    1-hexene 15.55
    2-isopropoxyethanol 103.1
    2,2,2-trifluoroethanol 128.41
    methyl butyrate 93.12

    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