4-Hydroxy-5-methyl-3(2H)-furanone

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  • Identifiers

    CAS number
    19322-27-1

    Molecular formula
    C5H6O3

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Caramellic 90.13%
    Sweet 79.05%
    Burnt 70.47%
    Roasted 55.57%
    Coffee 43.29%
    Buttery 38.91%
    Nutty 36.38%
    Fruity 35.62%
    Savory 26.36%
    Strawberry 26.17%

     

    Flavor
    Caramel 85.94%
    Sweet 83.77%
    Maple 60.11%
    Sugar 56.53%
    Candy 53.99%
    Cotton 41.47%
    Bread 39.38%
    Almond 34.97%
    Tobacco 34.67%
    Smoky 30.94%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.3

    pKa est.
    7.23 (neutral)

    Molecular weight
    114.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    251°C

    Melting point expt.

    • 126.6 - 127.5 °C

    Flash point

    • 102.02 ˚C est.

    Solubility expt.

    • Soluble in water; Slightly soluble in fats
    • Soluble (in ethanol)

  • Synonyms

    • 19322-27-1
    • 4-Hydroxy-5-methyl-3-furanone
    • 4-Hydroxy-5-methylfuran-3(2H)-one
    • 4-Hydroxy-5-methyl-3(2H)-furanone
    • norfuraneol
    • 3(2H)-Furanone, 4-hydroxy-5-methyl-
    • 5-Methyl-4-hydroxy-3(2H)-furanone
    • FEMA No. 3635
    • 4-hydroxy-5-methylfuran-3-one
    • toffee furanone
    • 4-Hydroxy-5-methyl-2,3-dihydrofuran-3-one
    • CCRIS 7566
    • CHEBI:74456
    • HMF (ambiguous)
    • EINECS 242-961-0
    • UNII-MTB57102LQ
    • NORFURONOL
    • MTB57102LQ
    • DTXSID9047417
    • MFCD02752619
    • CHEMBL3182150
    • DTXCID7027417
    • 5-METHYL-4-HYDROXY-2,3-DIHYDROFURAN-3-ONE
    • 5-METHYL-4-HYDROXY-3(2H)-FURANONE [FHFI]
    • 4-Hydroxy-5-methyl-3(2H)-furanone; 4-Hydroxy-5-methyl-2,3-dihydrofuran-3-one; 5-Methyl-4-hydroxy-2,3-dihydrofuran-3-one; 5-Methyl-4-hydroxy-3(2H)-furanone; Norfuraneol; Norfuronol
    • SCHEMBL156442
    • Tox21_302541
    • 4-hydroxy-5-methyl-2h-furan-3-one
    • BDBM50524138
    • AKOS015914619
    • CS-W013643
    • FH45221
    • HY-W012927
    • 4-Hydroxy-5-methyl-3-furanone, 97%
    • NCGC00256780-01
    • AC-14026
    • AS-15674
    • SY107443
    • CAS-19322-27-1
    • 4-Hydroxy-5-methyl-3-furanone, 97%, FG
    • NS00021802
    • D95714
    • EN300-173902
    • Q27144683
    • 4-Hydroxy-5-methyl-2,3-dihydrofuran-3-one;Norfuraneol;4-Hydroxy-5-methyl-3(2H)-furanone

  • Applications

    4-Hydroxy-5-methyl-3(2H)-furanone (CAS 19322-27-1) is primarily used as an aroma/flavor ingredient in fragrance, food, and personal care applications. In perfumery, it provides sweet notes with a maple- or curry-like character and is used to create or enhance odor profiles in fragrances and personal-care products. In the food and beverage sector, it is regarded as an aroma compound that may occur naturally in certain sources and is evaluated for imparting a characteristic sweet note. Additionally, it may serve as an aroma ingredient in household products (cleaners and air fresheners) and in coatings/inks formulations to add scent. It can also function as an intermediate in the synthesis of other fragrance compounds, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 172.43
    methanol 302.17
    isopropanol 106.34
    water 152.15
    ethyl acetate 26.03
    n-propanol 107.3
    acetone 55.62
    n-butanol 92.03
    acetonitrile 41.99
    DMF 187.99
    toluene 4.83
    isobutanol 70.1
    1,4-dioxane 101.16
    methyl acetate 45.28
    THF 89.82
    2-butanone 42.23
    n-pentanol 47.96
    sec-butanol 93.74
    n-hexane 1.82
    ethylene glycol 130.23
    NMP 81.8
    cyclohexane 3.04
    DMSO 296.04
    n-butyl acetate 6.76
    n-octanol 18.87
    chloroform 31.46
    n-propyl acetate 10.17
    acetic acid 150.81
    dichloromethane 42.4
    cyclohexanone 33.27
    propylene glycol 83.3
    isopropyl acetate 14.97
    DMAc 164.98
    2-ethoxyethanol 194.13
    isopentanol 69.3
    n-heptane 2.07
    ethyl formate 43.07
    1,2-dichloroethane 29.09
    n-hexanol 22.19
    2-methoxyethanol 368.25
    isobutyl acetate 5.31
    tetrachloromethane 10.91
    n-pentyl acetate 12.51
    transcutol 216.69
    n-heptanol 20.76
    ethylbenzene 5.07
    MIBK 20.9
    2-propoxyethanol 66.05
    tert-butanol 129.27
    MTBE 43.15
    2-butoxyethanol 57.41
    propionic acid 62.66
    o-xylene 9.81
    formic acid 392.1
    diethyl ether 36.57
    m-xylene 5.54
    p-xylene 7.78
    chlorobenzene 6.54
    dimethyl carbonate 22.54
    n-octane 1.59
    formamide 621.22
    cyclopentanone 41.31
    2-pentanone 28.09
    anisole 26.51
    cyclopentyl methyl ether 26.02
    gamma-butyrolactone 62.05
    1-methoxy-2-propanol 174.49
    pyridine 36.71
    3-pentanone 22.11
    furfural 99.16
    n-dodecane 1.35
    diethylene glycol 104.34
    diisopropyl ether 8.63
    tert-amyl alcohol 113.79
    acetylacetone 33.09
    n-hexadecane 1.43
    acetophenone 25.74
    methyl propionate 30.39
    isopentyl acetate 9.55
    trichloroethylene 45.01
    n-nonanol 17.85
    cyclohexanol 42.05
    benzyl alcohol 34.78
    2-ethylhexanol 12.08
    isooctanol 17.43
    dipropyl ether 9.39
    1,2-dichlorobenzene 10.61
    ethyl lactate 18.38
    propylene carbonate 26.1
    n-methylformamide 174.94
    2-pentanol 52.61
    n-pentane 3.21
    1-propoxy-2-propanol 32.38
    1-methoxy-2-propyl acetate 16.09
    2-(2-methoxypropoxy) propanol 59.17
    mesitylene 5.08
    ε-caprolactone 36.2
    p-cymene 5.13
    epichlorohydrin 83.35
    1,1,1-trichloroethane 17.76
    2-aminoethanol 195.89
    morpholine-4-carbaldehyde 146.34
    sulfolane 89.11
    2,2,4-trimethylpentane 2.44
    2-methyltetrahydrofuran 54.59
    n-hexyl acetate 17.81
    isooctane 1.43
    2-(2-butoxyethoxy)ethanol 76.61
    sec-butyl acetate 7.78
    tert-butyl acetate 22.58
    decalin 1.79
    glycerin 174.69
    diglyme 155.85
    acrylic acid 64.62
    isopropyl myristate 8.91
    n-butyric acid 54.35
    acetyl acetate 16.36
    di(2-ethylhexyl) phthalate 13.22
    ethyl propionate 12.38
    nitromethane 216.54
    1,2-diethoxyethane 32.85
    benzonitrile 17.34
    trioctyl phosphate 9.31
    1-bromopropane 12.79
    gamma-valerolactone 104.08
    n-decanol 13.21
    triethyl phosphate 10.19
    4-methyl-2-pentanol 26.86
    propionitrile 26.21
    vinylene carbonate 27.18
    1,1,2-trichlorotrifluoroethane 100.76
    DMS 17.09
    cumene 5.74
    2-octanol 14.46
    2-hexanone 13.6
    octyl acetate 11.6
    limonene 6.69
    1,2-dimethoxyethane 157.17
    ethyl orthosilicate 10.59
    tributyl phosphate 9.35
    diacetone alcohol 58.52
    N,N-dimethylaniline 25.58
    acrylonitrile 40.6
    aniline 22.08
    1,3-propanediol 224.55
    bromobenzene 4.66
    dibromomethane 22.14
    1,1,2,2-tetrachloroethane 37.89
    2-methyl-cyclohexyl acetate 10.7
    tetrabutyl urea 15.36
    diisobutyl methanol 10.32
    2-phenylethanol 21.13
    styrene 5.79
    dioctyl adipate 14.04
    dimethyl sulfate 49.76
    ethyl butyrate 8.83
    methyl lactate 40.2
    butyl lactate 17.29
    diethyl carbonate 7.6
    propanediol butyl ether 52.1
    triethyl orthoformate 9.89
    p-tert-butyltoluene 5.24
    methyl 4-tert-butylbenzoate 33.63
    morpholine 125.58
    tert-butylamine 57.04
    n-dodecanol 9.81
    dimethoxymethane 127.86
    ethylene carbonate 20.77
    cyrene 54.61
    2-ethoxyethyl acetate 24.34
    2-ethylhexyl acetate 6.37
    1,2,4-trichlorobenzene 13.68
    4-methylpyridine 27.31
    dibutyl ether 11.99
    2,6-dimethyl-4-heptanol 10.32
    DEF 57.15
    dimethyl isosorbide 62.29
    tetrachloroethylene 38.42
    eugenol 40.25
    triacetin 26.31
    span 80 34.02
    1,4-butanediol 83.43
    1,1-dichloroethane 18.3
    2-methyl-1-pentanol 42.74
    methyl formate 107.03
    2-methyl-1-butanol 71.88
    n-decane 2.13
    butyronitrile 26.0
    3,7-dimethyl-1-octanol 18.09
    1-chlorooctane 6.23
    1-chlorotetradecane 3.1
    n-nonane 1.9
    undecane 1.64
    tert-butylcyclohexane 1.78
    cyclooctane 1.41
    cyclopentanol 47.56
    tetrahydropyran 38.57
    tert-amyl methyl ether 38.52
    2,5,8-trioxanonane 112.84
    1-hexene 5.53
    2-isopropoxyethanol 86.77
    2,2,2-trifluoroethanol 116.15
    methyl butyrate 19.49

    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