4-Hydroxy-6-methyl-3-(1-oxobutyl)-2H-pyran-2-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    22073-85-4

    Molecular formula
    C10H12O4

    SMILES
    CCCC(=O)C1=C(C=C(OC1=O)C)O

    Safety labels

  • Odor profile

    Fragrance
    Fruity 47.77%
    Caramellic 45.21%
    Burnt 31.2%
    Odorless 30.26%
    Nutty 27.51%
    Roasted 27.33%
    Sweet 24.43%
    Creamy 23.86%
    Buttery 22.99%
    Milky 22.81%

     

    Flavor
    Fruity 32.21%
    Caramel 25.93%
    Sweet 24.53%
    Bitter 23.31%
    Odorless 20.92%
    Seedy 20.72%
    Cotton candy 20.63%
    Leaves 20.4%
    Extremely sweet 20.36%
    Ethyl benzoate 20.34%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    7.09 (neutral)

    Molecular weight
    196.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    353°C

    Melting point expt.

    • 57 - 59 °C

    Flash point

    • 140.76 ˚C est.

  • Synonyms

    • 3-butanoyl-4-hydroxy-6-methyl-2h-pyran-2-one
    • 4-Hydroxy-6-methyl-3-(1-oxobutyl)-2H-pyran-2-one
    • 22073-85-4
    • CHEMBL275061
    • SCHEMBL11769303
    • CHEBI:173972
    • DTXSID901258594
    • 3-butanoyl-4-hydroxy-6-methylpyran-2-one
    • 22073-85-4

  • Applications

    4-Hydroxy-6-methyl-3-(1-oxobutyl)-2H-pyran-2-one (CAS 22073-85-4) is a gamma-pyrone derivative with potential use as a fragrance/aroma intermediate and scent-building block. In perfumery and flavor applications, it may serve as an odorant or precursor to more complex scent molecules. In cosmetics/personal care and household products, it may be employed as a fragrance ingredient or formulation intermediate to impart or stabilize aroma. In industrial manufacturing, it can function as a synthetic intermediate for pyrone-based compounds and specialty chemicals. In pharmaceutical research, it may be explored as a scaffold for pyrone-containing drug candidates, subject to regulatory limits and formulation considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 154.11
    methanol 210.46
    isopropanol 115.22
    water 1.52
    ethyl acetate 147.86
    n-propanol 106.48
    acetone 360.79
    n-butanol 114.97
    acetonitrile 140.17
    DMF 1514.58
    toluene 23.64
    isobutanol 83.45
    1,4-dioxane 275.18
    methyl acetate 175.09
    THF 1005.45
    2-butanone 146.21
    n-pentanol 75.46
    sec-butanol 69.85
    n-hexane 2.08
    ethylene glycol 124.71
    NMP 1087.39
    cyclohexane 3.38
    DMSO 1202.91
    n-butyl acetate 81.95
    n-octanol 34.56
    chloroform 116.09
    n-propyl acetate 74.94
    acetic acid 396.86
    dichloromethane 151.34
    cyclohexanone 293.44
    propylene glycol 188.24
    isopropyl acetate 88.88
    DMAc 622.9
    2-ethoxyethanol 154.86
    isopentanol 101.15
    n-heptane 2.03
    ethyl formate 178.88
    1,2-dichloroethane 133.92
    n-hexanol 78.44
    2-methoxyethanol 587.92
    isobutyl acetate 49.92
    tetrachloromethane 12.82
    n-pentyl acetate 49.06
    transcutol 260.69
    n-heptanol 32.37
    ethylbenzene 14.25
    MIBK 101.4
    2-propoxyethanol 239.99
    tert-butanol 157.37
    MTBE 49.75
    2-butoxyethanol 92.89
    propionic acid 181.23
    o-xylene 17.46
    formic acid 176.57
    diethyl ether 43.17
    m-xylene 24.17
    p-xylene 19.47
    chlorobenzene 63.63
    dimethyl carbonate 170.33
    n-octane 1.01
    formamide 272.71
    cyclopentanone 557.4
    2-pentanone 158.58
    anisole 64.09
    cyclopentyl methyl ether 185.16
    gamma-butyrolactone 798.87
    1-methoxy-2-propanol 427.99
    pyridine 160.77
    3-pentanone 79.53
    furfural 538.85
    n-dodecane 1.68
    diethylene glycol 290.45
    diisopropyl ether 14.55
    tert-amyl alcohol 88.56
    acetylacetone 285.3
    n-hexadecane 1.97
    acetophenone 81.15
    methyl propionate 182.37
    isopentyl acetate 73.33
    trichloroethylene 280.29
    n-nonanol 31.94
    cyclohexanol 110.12
    benzyl alcohol 86.58
    2-ethylhexanol 40.42
    isooctanol 26.66
    dipropyl ether 29.55
    1,2-dichlorobenzene 64.36
    ethyl lactate 90.17
    propylene carbonate 391.79
    n-methylformamide 482.34
    2-pentanol 60.88
    n-pentane 1.86
    1-propoxy-2-propanol 146.97
    1-methoxy-2-propyl acetate 146.09
    2-(2-methoxypropoxy) propanol 116.86
    mesitylene 16.65
    ε-caprolactone 260.97
    p-cymene 16.14
    epichlorohydrin 622.62
    1,1,1-trichloroethane 98.5
    2-aminoethanol 171.34
    morpholine-4-carbaldehyde 622.22
    sulfolane 1059.17
    2,2,4-trimethylpentane 2.45
    2-methyltetrahydrofuran 315.75
    n-hexyl acetate 79.17
    isooctane 2.6
    2-(2-butoxyethoxy)ethanol 154.9
    sec-butyl acetate 46.98
    tert-butyl acetate 114.63
    decalin 3.89
    glycerin 326.84
    diglyme 227.92
    acrylic acid 211.78
    isopropyl myristate 33.44
    n-butyric acid 249.53
    acetyl acetate 136.06
    di(2-ethylhexyl) phthalate 51.07
    ethyl propionate 79.82
    nitromethane 676.89
    1,2-diethoxyethane 54.34
    benzonitrile 98.82
    trioctyl phosphate 38.53
    1-bromopropane 37.27
    gamma-valerolactone 721.02
    n-decanol 24.83
    triethyl phosphate 44.42
    4-methyl-2-pentanol 46.5
    propionitrile 94.15
    vinylene carbonate 307.5
    1,1,2-trichlorotrifluoroethane 373.51
    DMS 112.51
    cumene 13.71
    2-octanol 22.36
    2-hexanone 76.47
    octyl acetate 45.8
    limonene 23.35
    1,2-dimethoxyethane 263.23
    ethyl orthosilicate 37.3
    tributyl phosphate 46.78
    diacetone alcohol 234.27
    N,N-dimethylaniline 49.83
    acrylonitrile 175.57
    aniline 77.78
    1,3-propanediol 266.34
    bromobenzene 51.92
    dibromomethane 75.36
    1,1,2,2-tetrachloroethane 197.46
    2-methyl-cyclohexyl acetate 61.72
    tetrabutyl urea 67.52
    diisobutyl methanol 28.84
    2-phenylethanol 84.3
    styrene 16.87
    dioctyl adipate 63.15
    dimethyl sulfate 352.15
    ethyl butyrate 62.68
    methyl lactate 216.71
    butyl lactate 69.45
    diethyl carbonate 52.29
    propanediol butyl ether 122.72
    triethyl orthoformate 46.94
    p-tert-butyltoluene 16.95
    methyl 4-tert-butylbenzoate 93.52
    morpholine 380.99
    tert-butylamine 56.81
    n-dodecanol 19.1
    dimethoxymethane 484.54
    ethylene carbonate 236.95
    cyrene 187.1
    2-ethoxyethyl acetate 79.02
    2-ethylhexyl acetate 51.23
    1,2,4-trichlorobenzene 91.16
    4-methylpyridine 167.66
    dibutyl ether 25.35
    2,6-dimethyl-4-heptanol 28.84
    DEF 234.62
    dimethyl isosorbide 255.81
    tetrachloroethylene 92.97
    eugenol 105.5
    triacetin 91.04
    span 80 112.72
    1,4-butanediol 91.15
    1,1-dichloroethane 94.05
    2-methyl-1-pentanol 65.8
    methyl formate 414.03
    2-methyl-1-butanol 80.64
    n-decane 2.24
    butyronitrile 119.41
    3,7-dimethyl-1-octanol 39.04
    1-chlorooctane 14.42
    1-chlorotetradecane 7.13
    n-nonane 1.88
    undecane 1.95
    tert-butylcyclohexane 4.07
    cyclooctane 1.24
    cyclopentanol 201.6
    tetrahydropyran 168.63
    tert-amyl methyl ether 47.34
    2,5,8-trioxanonane 186.96
    1-hexene 11.12
    2-isopropoxyethanol 92.26
    2,2,2-trifluoroethanol 144.78
    methyl butyrate 118.52

    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