4-Hydroxy-3-methylbutan-2-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    3393-64-4

    Molecular formula
    C5H10O2

    SMILES
    CC(CO)C(=O)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 76.21%
    Ethereal 52.33%
    Sweet 51.1%
    Pungent 42.26%
    Fermented 42.16%
    Caramellic 37.31%
    Buttery 35.25%
    Cheesy 34.89%
    Herbal 34.78%
    Ketonic 34.43%

     

    Flavor
    Sweet 45.18%
    Pungent 41.39%
    Fruity 40.84%
    Butter 36.9%
    Buttery 34.56%
    Ethereal 33.35%
    Cheese 32.57%
    Creamy 29.87%
    Fruit 29.52%
    Musty 29.4%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    -0.2

    pKa est.
    8.22 (weak base)

    Molecular weight
    102.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    180°C

    Flash point

    • 77.34 ˚C est.

  • Synonyms

    • 4-Hydroxy-3-methylbutan-2-one
    • 2-Butanone, 4-hydroxy-3-methyl-
    • EINECS 222-238-6
    • AI3-04080
    • VVSRECWZBBJOTG-UHFFFAOYSA-
    • DTXSID80871018
    • NSC 62078
    • RefChem:523841
    • DTXCID10818693
    • 222-238-6
    • InChI=1/C5H10O2/c1-4(3-6)5(2)7/h4,6H,3H2,1-2H3
    • 4-HYDROXY-3-METHYL-2-BUTANONE
    • 3393-64-4
    • 4-Hydroxy-3-methyl-butan-2-one
    • 3-(Hydroxymethyl)-2-butanone
    • MFCD00004739
    • 2-Butanone, 4-hydroxy-3-methyl-, (+)-
    • SCHEMBL422046
    • SCHEMBL7669117
    • CHEBI:167070
    • NSC62078
    • NSC-62078
    • AKOS006227961
    • AS-6244
    • DA-06692
    • SY296786
    • CS-0132490
    • NS00049948
    • G29751
    • EN300-7138115
    • 4-Hydroxy-3-methyl-2-butanone, 65%, technical grade
    • 3393-64-4

  • Applications

    4-Hydroxy-3-methylbutan-2-one (CAS 3393-64-4) is a beta-hydroxy ketone that is primarily used as a chemical intermediate in fragrance and flavor chemistry, often serving as a precursor or building block for aroma compounds and sweet notes in perfumery. It may be evaluated for use as a fragrance ingredient and odorant in cosmetics and personal care products. In addition, it functions as an intermediate in pharmaceutical synthesis, where its beta-hydroxy ketone motif can be leveraged in synthetic routes to more complex molecules. In industrial manufacturing, it is used as a versatile intermediate for subsequent chemical transformations, enabling entry to various value-added products. It can also appear in other specialty chemicals formulations as a reactive intermediate, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 448.3
    methanol 715.38
    isopropanol 316.9
    water 214.09
    ethyl acetate 70.53
    n-propanol 300.49
    acetone 120.16
    n-butanol 252.87
    acetonitrile 149.3
    DMF 315.01
    toluene 10.26
    isobutanol 225.88
    1,4-dioxane 265.97
    methyl acetate 94.14
    THF 287.69
    2-butanone 100.27
    n-pentanol 152.32
    sec-butanol 237.01
    n-hexane 9.47
    ethylene glycol 247.12
    NMP 281.35
    cyclohexane 8.63
    DMSO 225.95
    n-butyl acetate 40.14
    n-octanol 63.58
    chloroform 142.58
    n-propyl acetate 41.11
    acetic acid 549.33
    dichloromethane 117.49
    cyclohexanone 134.27
    propylene glycol 244.78
    isopropyl acetate 39.57
    DMAc 228.06
    2-ethoxyethanol 236.28
    isopentanol 183.48
    n-heptane 7.48
    ethyl formate 87.01
    1,2-dichloroethane 62.25
    n-hexanol 117.51
    2-methoxyethanol 432.78
    isobutyl acetate 27.86
    tetrachloromethane 43.54
    n-pentyl acetate 44.69
    transcutol 437.94
    n-heptanol 72.59
    ethylbenzene 8.65
    MIBK 50.37
    2-propoxyethanol 176.2
    tert-butanol 338.0
    MTBE 102.95
    2-butoxyethanol 125.55
    propionic acid 276.79
    o-xylene 17.09
    formic acid 517.65
    diethyl ether 76.75
    m-xylene 13.57
    p-xylene 15.94
    chlorobenzene 25.53
    dimethyl carbonate 20.56
    n-octane 3.57
    formamide 440.54
    cyclopentanone 183.09
    2-pentanone 73.97
    anisole 42.03
    cyclopentyl methyl ether 93.45
    gamma-butyrolactone 230.92
    1-methoxy-2-propanol 239.24
    pyridine 84.56
    3-pentanone 51.42
    furfural 202.47
    n-dodecane 2.92
    diethylene glycol 213.41
    diisopropyl ether 21.33
    tert-amyl alcohol 270.62
    acetylacetone 70.2
    n-hexadecane 3.08
    acetophenone 43.8
    methyl propionate 61.38
    isopentyl acetate 39.22
    trichloroethylene 119.59
    n-nonanol 53.34
    cyclohexanol 145.93
    benzyl alcohol 59.56
    2-ethylhexanol 56.25
    isooctanol 56.77
    dipropyl ether 31.66
    1,2-dichlorobenzene 29.66
    ethyl lactate 40.86
    propylene carbonate 94.88
    n-methylformamide 243.8
    2-pentanol 132.99
    n-pentane 9.32
    1-propoxy-2-propanol 108.47
    1-methoxy-2-propyl acetate 51.41
    2-(2-methoxypropoxy) propanol 106.27
    mesitylene 11.89
    ε-caprolactone 131.18
    p-cymene 12.57
    epichlorohydrin 166.97
    1,1,1-trichloroethane 68.55
    2-aminoethanol 378.87
    morpholine-4-carbaldehyde 267.79
    sulfolane 241.14
    2,2,4-trimethylpentane 8.7
    2-methyltetrahydrofuran 199.39
    n-hexyl acetate 65.82
    isooctane 5.4
    2-(2-butoxyethoxy)ethanol 150.14
    sec-butyl acetate 28.53
    tert-butyl acetate 51.48
    decalin 6.01
    glycerin 336.74
    diglyme 213.76
    acrylic acid 242.8
    isopropyl myristate 23.45
    n-butyric acid 239.4
    acetyl acetate 45.96
    di(2-ethylhexyl) phthalate 33.38
    ethyl propionate 34.24
    nitromethane 351.84
    1,2-diethoxyethane 72.95
    benzonitrile 53.73
    trioctyl phosphate 24.51
    1-bromopropane 37.2
    gamma-valerolactone 253.95
    n-decanol 36.18
    triethyl phosphate 25.65
    4-methyl-2-pentanol 71.16
    propionitrile 98.17
    vinylene carbonate 80.79
    1,1,2-trichlorotrifluoroethane 213.24
    DMS 39.23
    cumene 12.21
    2-octanol 45.2
    2-hexanone 57.08
    octyl acetate 32.83
    limonene 21.82
    1,2-dimethoxyethane 206.06
    ethyl orthosilicate 25.65
    tributyl phosphate 27.58
    diacetone alcohol 118.96
    N,N-dimethylaniline 35.79
    acrylonitrile 116.86
    aniline 58.39
    1,3-propanediol 392.48
    bromobenzene 16.42
    dibromomethane 71.2
    1,1,2,2-tetrachloroethane 107.94
    2-methyl-cyclohexyl acetate 40.73
    tetrabutyl urea 34.37
    diisobutyl methanol 29.28
    2-phenylethanol 54.56
    styrene 9.73
    dioctyl adipate 38.38
    dimethyl sulfate 47.69
    ethyl butyrate 33.27
    methyl lactate 71.97
    butyl lactate 49.87
    diethyl carbonate 22.78
    propanediol butyl ether 124.89
    triethyl orthoformate 31.14
    p-tert-butyltoluene 12.65
    methyl 4-tert-butylbenzoate 63.31
    morpholine 328.4
    tert-butylamine 163.69
    n-dodecanol 25.38
    dimethoxymethane 94.53
    ethylene carbonate 65.45
    cyrene 105.25
    2-ethoxyethyl acetate 59.56
    2-ethylhexyl acetate 30.02
    1,2,4-trichlorobenzene 41.3
    4-methylpyridine 69.33
    dibutyl ether 34.59
    2,6-dimethyl-4-heptanol 29.28
    DEF 106.76
    dimethyl isosorbide 132.11
    tetrachloroethylene 99.01
    eugenol 74.6
    triacetin 66.61
    span 80 100.88
    1,4-butanediol 166.94
    1,1-dichloroethane 63.17
    2-methyl-1-pentanol 135.48
    methyl formate 125.31
    2-methyl-1-butanol 190.82
    n-decane 5.07
    butyronitrile 100.28
    3,7-dimethyl-1-octanol 54.53
    1-chlorooctane 20.56
    1-chlorotetradecane 7.81
    n-nonane 4.87
    undecane 3.63
    tert-butylcyclohexane 7.64
    cyclooctane 3.32
    cyclopentanol 214.52
    tetrahydropyran 148.66
    tert-amyl methyl ether 79.27
    2,5,8-trioxanonane 163.11
    1-hexene 25.08
    2-isopropoxyethanol 135.56
    2,2,2-trifluoroethanol 239.12
    methyl butyrate 55.37

    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