2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one

Overview IFRA Botanical Request a quote

  • Identifiers

    Molecular formula
    C6H8O4

    SMILES
    CC1=C(C(=O)C(CO1)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Caramellic 82.09%
    Burnt 56.73%
    Sweet 49.99%
    Roasted 36.79%
    Buttery 28.96%
    Coffee 28.78%
    Odorless 25.56%
    Savory 23.27%
    Milky 22.49%
    Sharp 21.88%

     

    Flavor
    Sweet 74.25%
    Caramel 70.6%
    Maple 51.18%
    Sugar 44.35%
    Candy 42.74%
    Cotton 33.22%
    Bread 32.59%
    Smoky 26.03%
    Extremely sweet 24.26%
    Buttery 24.25%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    -0.4

    pKa est.
    7.34 (neutral)

    Molecular weight
    144.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    367°C

    Flash point

    • 129.68 ˚C est.

  • Synonyms

    • 28564-83-2
    • 2,3-Dihydro-3,5-dihydroxy-6-methyl-4h-pyran-4-one
    • 4H-Pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl-
    • dnd-omi 70 nmol/L
    • 3,5-Dihydroxy-6-methyl-2H-pyran-4(3H)-one
    • 3,5-dihydroxy-6-methyl-2,3-dihydropyran-4-one
    • 3,5-Dihydroxy-6-methyl-2,3-dihydro-4H-pyran-4-one
    • RAE1LU40SR
    • CCRIS 8144
    • UNII-RAE1LU40SR
    • 2,3-Dihydro-3,5-dihydroxy-6-methyl-4-pyrone
    • 3-Hydroxy-2,3-dihydromaltol
    • DTXSID00880920
    • 2,3-Dihydro-3,5-dihydroxy-6-methyl-4(H)-pyran-4-one
    • 2,3-dihydro-3,5-dihydroxy--6-methyl-4H-pyran-4-one
    • oxopyrans
    • pyranones
    • 2,3-Dihydro-3,5-dihydroxy-6-methyl-4-pyranone; 3-Hydroxy-2,3-dihydromaltol; 5-Hydroxy-5,6-dihydromaltol; 6-Methyl-3,5-dihydroxy-2,3-dihydro-4H-pyran-4-one; DDMP; Pyranone
    • DDMP-4-one
    • 3,5-dihydroxy-6-methyl-3,4-dihydro-2H-pyran-4-one
    • SCHEMBL1278394
    • CHEBI:37963
    • CHEBI:230422
    • DTXCID201022263
    • AKOS006279621
    • DA-18707
    • CS-0245013
    • NS00095969
    • EN300-298133
    • G70767
    • 3,5-dihydroxy-2-me-thyl-5,6-dihydropyran-4-one
    • Z1198158588
    • 2,3-DIHYDRO-3,5-DIHYDROXY-6- METHYL-4H-PYRAN-4-ONE
    • 96345-33-4

  • Applications

    2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one is commonly employed in flavor and fragrance applications as an aroma compound and flavor enhancer; in perfumery it serves as an odorant and may act as a partial fixative, while in cosmetics and personal care it is used as a fragrance ingredient; it can also function as a chemical intermediate in the synthesis of aroma compounds and, in some formulations, as a metal-chelating agent.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 41.01
    methanol 91.35
    isopropanol 21.67
    water 111.65
    ethyl acetate 12.68
    n-propanol 23.77
    acetone 28.31
    n-butanol 18.84
    acetonitrile 13.19
    DMF 229.88
    toluene 1.75
    isobutanol 13.55
    1,4-dioxane 63.78
    methyl acetate 16.35
    THF 63.5
    2-butanone 18.08
    n-pentanol 14.12
    sec-butanol 18.06
    n-hexane 0.58
    ethylene glycol 134.46
    NMP 108.44
    cyclohexane 0.89
    DMSO 628.59
    n-butyl acetate 6.53
    n-octanol 11.42
    chloroform 6.23
    n-propyl acetate 7.3
    acetic acid 48.11
    dichloromethane 11.61
    cyclohexanone 24.8
    propylene glycol 44.82
    isopropyl acetate 8.46
    DMAc 141.47
    2-ethoxyethanol 98.11
    isopentanol 15.9
    n-heptane 1.4
    ethyl formate 21.75
    1,2-dichloroethane 14.03
    n-hexanol 13.79
    2-methoxyethanol 178.09
    isobutyl acetate 3.39
    tetrachloromethane 3.26
    n-pentyl acetate 8.08
    transcutol 91.56
    n-heptanol 12.08
    ethylbenzene 2.21
    MIBK 13.88
    2-propoxyethanol 55.47
    tert-butanol 34.78
    MTBE 11.5
    2-butoxyethanol 33.52
    propionic acid 24.68
    o-xylene 4.41
    formic acid 219.35
    diethyl ether 9.54
    m-xylene 3.46
    p-xylene 2.66
    chlorobenzene 2.79
    dimethyl carbonate 17.0
    n-octane 0.9
    formamide 233.09
    cyclopentanone 38.18
    2-pentanone 17.26
    anisole 10.45
    cyclopentyl methyl ether 15.95
    gamma-butyrolactone 57.58
    1-methoxy-2-propanol 91.65
    pyridine 12.35
    3-pentanone 12.04
    furfural 69.59
    n-dodecane 0.83
    diethylene glycol 111.75
    diisopropyl ether 4.04
    tert-amyl alcohol 25.74
    acetylacetone 29.76
    n-hexadecane 0.9
    acetophenone 14.1
    methyl propionate 19.12
    isopentyl acetate 6.75
    trichloroethylene 15.29
    n-nonanol 10.52
    cyclohexanol 15.31
    benzyl alcohol 15.09
    2-ethylhexanol 7.86
    isooctanol 9.64
    dipropyl ether 7.23
    1,2-dichlorobenzene 5.05
    ethyl lactate 16.96
    propylene carbonate 20.37
    n-methylformamide 113.62
    2-pentanol 12.98
    n-pentane 0.75
    1-propoxy-2-propanol 30.76
    1-methoxy-2-propyl acetate 17.69
    2-(2-methoxypropoxy) propanol 34.58
    mesitylene 3.62
    ε-caprolactone 25.99
    p-cymene 3.57
    epichlorohydrin 58.35
    1,1,1-trichloroethane 5.41
    2-aminoethanol 94.16
    morpholine-4-carbaldehyde 128.3
    sulfolane 140.06
    2,2,4-trimethylpentane 0.88
    2-methyltetrahydrofuran 24.98
    n-hexyl acetate 11.41
    isooctane 0.69
    2-(2-butoxyethoxy)ethanol 44.21
    sec-butyl acetate 4.5
    tert-butyl acetate 13.35
    decalin 0.82
    glycerin 141.67
    diglyme 81.35
    acrylic acid 31.35
    isopropyl myristate 5.69
    n-butyric acid 22.64
    acetyl acetate 8.84
    di(2-ethylhexyl) phthalate 8.23
    ethyl propionate 8.34
    nitromethane 99.44
    1,2-diethoxyethane 15.46
    benzonitrile 9.2
    trioctyl phosphate 7.48
    1-bromopropane 3.95
    gamma-valerolactone 82.74
    n-decanol 8.22
    triethyl phosphate 8.17
    4-methyl-2-pentanol 9.38
    propionitrile 8.83
    vinylene carbonate 19.41
    1,1,2-trichlorotrifluoroethane 77.29
    DMS 12.04
    cumene 2.54
    2-octanol 7.84
    2-hexanone 9.52
    octyl acetate 7.85
    limonene 4.99
    1,2-dimethoxyethane 83.44
    ethyl orthosilicate 7.21
    tributyl phosphate 6.99
    diacetone alcohol 39.96
    N,N-dimethylaniline 11.89
    acrylonitrile 16.8
    aniline 7.29
    1,3-propanediol 90.71
    bromobenzene 2.0
    dibromomethane 6.19
    1,1,2,2-tetrachloroethane 16.09
    2-methyl-cyclohexyl acetate 8.22
    tetrabutyl urea 12.01
    diisobutyl methanol 6.9
    2-phenylethanol 14.53
    styrene 2.07
    dioctyl adipate 9.63
    dimethyl sulfate 59.09
    ethyl butyrate 7.54
    methyl lactate 37.55
    butyl lactate 12.7
    diethyl carbonate 5.38
    propanediol butyl ether 33.01
    triethyl orthoformate 7.76
    p-tert-butyltoluene 3.82
    methyl 4-tert-butylbenzoate 21.6
    morpholine 62.68
    tert-butylamine 12.89
    n-dodecanol 6.3
    dimethoxymethane 91.26
    ethylene carbonate 14.98
    cyrene 42.6
    2-ethoxyethyl acetate 14.68
    2-ethylhexyl acetate 4.89
    1,2,4-trichlorobenzene 6.39
    4-methylpyridine 11.1
    dibutyl ether 5.97
    2,6-dimethyl-4-heptanol 6.9
    DEF 41.92
    dimethyl isosorbide 48.01
    tetrachloroethylene 13.96
    eugenol 24.89
    triacetin 16.92
    span 80 23.47
    1,4-butanediol 48.01
    1,1-dichloroethane 5.29
    2-methyl-1-pentanol 11.78
    methyl formate 88.24
    2-methyl-1-butanol 14.08
    n-decane 1.22
    butyronitrile 9.53
    3,7-dimethyl-1-octanol 9.79
    1-chlorooctane 3.95
    1-chlorotetradecane 1.93
    n-nonane 1.12
    undecane 1.0
    tert-butylcyclohexane 0.81
    cyclooctane 0.73
    cyclopentanol 19.81
    tetrahydropyran 15.15
    tert-amyl methyl ether 13.25
    2,5,8-trioxanonane 66.13
    1-hexene 1.62
    2-isopropoxyethanol 44.51
    2,2,2-trifluoroethanol 53.11
    methyl butyrate 12.52

    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

Botanical

Name CAS Botanical Proportion
Pineapple pulp Ananas comosus (L.) Merr., fam. Bromeliaceae 0.16%