4-Hydroxy-3,6-dimethyl-2H-pyran-2-one

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  • Identifiers

    CAS number
    5192-62-1

    Molecular formula
    C7H8O3

    SMILES
    CC1=CC(=C(C(=O)O1)C)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 46.5%
    Caramellic 43.66%
    Burnt 40.57%
    Phenolic 40.35%
    Fruity 29.23%
    Nutty 27.95%
    Creamy 27.3%
    Odorless 27.28%
    Roasted 27.09%
    Coconut 24.71%

     

    Flavor
    Sweet 38.6%
    Phenolic 37.29%
    Caramel 31.72%
    Musty 30.38%
    Nutty 30.37%
    Creamy 28.15%
    Bitter 27.8%
    Almond 27.55%
    Burnt 25.68%
    Fruity 24.81%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    8.04 (weak base)

    Molecular weight
    140.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    315°C

    Flash point

    • 100.83 ˚C est.

  • Synonyms

    • 5192-62-1
    • 4-Hydroxy-3,6-dimethyl-2H-pyran-2-one
    • HDMPO
    • DTXSID20199884
    • RefChem:523788
    • DTXCID80122375
    • 3,6-Dimethyl-4-hydroxy-2-pyrone
    • 4-hydroxy-3,6-dimethylpyran-2-one
    • MFCD00090424
    • 4-Hydroxy-3,6-dimethyl-2-pyrone
    • CHEMBL51918
    • 2H-Pyran-2-one, 4-hydroxy-3,6-dimethyl-
    • Methyl triacetic lactone
    • SCHEMBL805313
    • SCHEMBL28016321
    • CHEBI:212726
    • VVBIGJOVPZMWGU-UHFFFAOYSA-N
    • 3,6-Dimethyl-2-hydroxy-4-pyrone
    • BDBM50405197
    • 4-Hydroxy-3,6-dimethyl-pyran-2-one
    • AKOS022175651
    • TS-01824
    • DB-022130
    • 4-Hydroxy-3,6-dimethyl-2H-pyran-2-one #
    • NCGC00381413-01!4-hydroxy-3,6-dimethylpyran-2-one
    • 5192-62-1

  • Applications

    4-Hydroxy-3,6-dimethyl-2H-pyran-2-one is commonly used as an odorant or fragrance ingredient in perfumery and cosmetics, and may contribute aroma to household and cleaning products; it often serves as a chemical intermediate or building block in organic synthesis for the development of heterocyclic compounds and applications in polymers, coatings, and inks; in the food and beverage sector it may be evaluated for flavor and aroma applications; it can also function as an intermediate in pharmaceutical or agrochemical R&D; its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 284.56
    methanol 396.12
    isopropanol 289.21
    water 11.27
    ethyl acetate 279.8
    n-propanol 239.98
    acetone 578.08
    n-butanol 208.65
    acetonitrile 326.17
    DMF 963.84
    toluene 48.7
    isobutanol 187.22
    1,4-dioxane 538.29
    methyl acetate 297.76
    THF 983.98
    2-butanone 338.63
    n-pentanol 179.68
    sec-butanol 251.33
    n-hexane 23.33
    ethylene glycol 145.98
    NMP 620.68
    cyclohexane 8.95
    DMSO 951.56
    n-butyl acetate 113.01
    n-octanol 106.8
    chloroform 230.07
    n-propyl acetate 159.65
    acetic acid 264.08
    dichloromethane 268.52
    cyclohexanone 316.18
    propylene glycol 169.41
    isopropyl acetate 166.39
    DMAc 564.64
    2-ethoxyethanol 312.26
    isopentanol 182.82
    n-heptane 13.04
    ethyl formate 187.33
    1,2-dichloroethane 203.58
    n-hexanol 151.14
    2-methoxyethanol 501.8
    isobutyl acetate 102.64
    tetrachloromethane 39.5
    n-pentyl acetate 96.93
    transcutol 293.09
    n-heptanol 91.19
    ethylbenzene 45.52
    MIBK 190.08
    2-propoxyethanol 295.02
    tert-butanol 404.41
    MTBE 262.78
    2-butoxyethanol 154.25
    propionic acid 221.38
    o-xylene 50.73
    formic acid 144.78
    diethyl ether 236.62
    m-xylene 61.12
    p-xylene 70.28
    chlorobenzene 83.82
    dimethyl carbonate 181.43
    n-octane 8.61
    formamide 237.37
    cyclopentanone 571.08
    2-pentanone 297.68
    anisole 157.59
    cyclopentyl methyl ether 295.67
    gamma-butyrolactone 625.73
    1-methoxy-2-propanol 448.61
    pyridine 161.05
    3-pentanone 202.03
    furfural 342.6
    n-dodecane 10.06
    diethylene glycol 284.44
    diisopropyl ether 80.7
    tert-amyl alcohol 311.27
    acetylacetone 353.31
    n-hexadecane 11.06
    acetophenone 133.65
    methyl propionate 273.71
    isopentyl acetate 106.95
    trichloroethylene 286.21
    n-nonanol 89.44
    cyclohexanol 168.75
    benzyl alcohol 115.9
    2-ethylhexanol 87.12
    isooctanol 78.72
    dipropyl ether 95.23
    1,2-dichlorobenzene 82.74
    ethyl lactate 107.4
    propylene carbonate 245.29
    n-methylformamide 424.37
    2-pentanol 183.79
    n-pentane 16.67
    1-propoxy-2-propanol 180.75
    1-methoxy-2-propyl acetate 150.1
    2-(2-methoxypropoxy) propanol 133.19
    mesitylene 46.88
    ε-caprolactone 255.93
    p-cymene 34.36
    epichlorohydrin 552.2
    1,1,1-trichloroethane 174.13
    2-aminoethanol 191.91
    morpholine-4-carbaldehyde 480.5
    sulfolane 742.01
    2,2,4-trimethylpentane 17.51
    2-methyltetrahydrofuran 476.09
    n-hexyl acetate 150.32
    isooctane 16.04
    2-(2-butoxyethoxy)ethanol 175.27
    sec-butyl acetate 111.01
    tert-butyl acetate 208.77
    decalin 15.05
    glycerin 237.24
    diglyme 279.05
    acrylic acid 188.18
    isopropyl myristate 67.11
    n-butyric acid 223.13
    acetyl acetate 153.07
    di(2-ethylhexyl) phthalate 58.95
    ethyl propionate 164.38
    nitromethane 643.01
    1,2-diethoxyethane 122.75
    benzonitrile 121.37
    trioctyl phosphate 57.36
    1-bromopropane 122.86
    gamma-valerolactone 532.73
    n-decanol 71.21
    triethyl phosphate 59.48
    4-methyl-2-pentanol 117.8
    propionitrile 199.63
    vinylene carbonate 201.86
    1,1,2-trichlorotrifluoroethane 273.13
    DMS 128.12
    cumene 42.89
    2-octanol 82.4
    2-hexanone 200.53
    octyl acetate 86.67
    limonene 48.15
    1,2-dimethoxyethane 450.9
    ethyl orthosilicate 57.97
    tributyl phosphate 61.3
    diacetone alcohol 261.93
    N,N-dimethylaniline 115.37
    acrylonitrile 240.16
    aniline 102.64
    1,3-propanediol 258.3
    bromobenzene 68.12
    dibromomethane 157.29
    1,1,2,2-tetrachloroethane 240.28
    2-methyl-cyclohexyl acetate 87.58
    tetrabutyl urea 80.58
    diisobutyl methanol 63.22
    2-phenylethanol 109.87
    styrene 47.54
    dioctyl adipate 82.06
    dimethyl sulfate 326.17
    ethyl butyrate 93.14
    methyl lactate 178.97
    butyl lactate 80.15
    diethyl carbonate 66.84
    propanediol butyl ether 153.01
    triethyl orthoformate 71.76
    p-tert-butyltoluene 38.08
    methyl 4-tert-butylbenzoate 128.85
    morpholine 517.19
    tert-butylamine 199.72
    n-dodecanol 56.71
    dimethoxymethane 524.89
    ethylene carbonate 166.9
    cyrene 168.75
    2-ethoxyethyl acetate 119.31
    2-ethylhexyl acetate 80.37
    1,2,4-trichlorobenzene 102.66
    4-methylpyridine 199.96
    dibutyl ether 87.11
    2,6-dimethyl-4-heptanol 63.22
    DEF 295.81
    dimethyl isosorbide 209.91
    tetrachloroethylene 132.57
    eugenol 126.07
    triacetin 121.64
    span 80 113.68
    1,4-butanediol 144.24
    1,1-dichloroethane 214.69
    2-methyl-1-pentanol 155.74
    methyl formate 355.62
    2-methyl-1-butanol 176.6
    n-decane 14.73
    butyronitrile 194.54
    3,7-dimethyl-1-octanol 93.76
    1-chlorooctane 58.28
    1-chlorotetradecane 27.28
    n-nonane 13.62
    undecane 12.14
    tert-butylcyclohexane 20.67
    cyclooctane 5.86
    cyclopentanol 247.22
    tetrahydropyran 333.35
    tert-amyl methyl ether 190.54
    2,5,8-trioxanonane 197.44
    1-hexene 78.12
    2-isopropoxyethanol 209.18
    2,2,2-trifluoroethanol 144.01
    methyl butyrate 200.18

    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