Ethyl 3-hydroxy-2-methylbutyrate

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  • Identifiers

    CAS number
    27372-03-8

    Molecular formula
    C7H14O3

    SMILES
    CCOC(=O)C(C)C(C)O

  • Odor profile

    Fragrance
    Fruity 95.41%
    Green 65.27%
    Apple 51.67%
    Tropical 50.35%
    Sweet 44.09%
    Fresh 42.07%
    Winey 39.44%
    Pineapple 38.12%
    Grape 36.63%
    Berry 32.68%

     

    Flavor
    Fruity 90.88%
    Tropical 43.58%
    Sweet 36.88%
    Berry 35.99%
    Green 35.94%
    Grape 35.21%
    Pineapple 33.89%
    Fruit 33.32%
    Apple 29.67%
    Creamy 28.43%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    8.39 (weak base)

    Molecular weight
    146.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    187°C

    Flash point

    • 76.64 ˚C est.

    Solubility expt.

    • Soluble in water, DMSO, triacetin and vegetable oils
    • Soluble (in ethanol)

  • Synonyms

    • Ethyl 3-hydroxy-2-methylbutyrate
    • 27372-03-8
    • ethyl 3-hydroxy-2-methylbutanoate
    • FEMA No. 4391
    • UNII-MQ1HS6P9B1
    • MQ1HS6P9B1
    • (+/-)-Ethyl 3-hydroxy-2-methylbutyrate
    • Ethyl 3-hydroxy-2-methylbutyrate, (+/-)-
    • Butyric acid, 3-hydroxy-2-methyl-, ethyl ester
    • Butanoic acid, 3-hydroxy-2-methyl-, ethyl ester
    • (+/-)-Ethyl 3-hydroxy-2-methylbutyrate [FIFH]
    • (+/-)-ETHYL 3-HYDROXY-2-METHYLBUTYRATE [FHFI]
    • (+/-)-Ethyl 3-hydroxy-2-methylbutyrate (FIFH)
    • Ethyl 3-Hydroxy-2-methylbutyrate; 3-Hydroxy-2-methyl-butyric Acid Ethyl Ester;
    • SCHEMBL934321
    • DTXSID60950072
    • Ethyl 2-methyl-3-hydroxybutyrate
    • 78088-28-5
    • (+/-)-ethyl 3-hydroxy-2-methyl butyrate
    • 3-Hydroxy-2-methylbutanoic Acid Ethyl Ester
    • Q27284167
    • 608-091-4

  • Applications

    Ethyl 3-hydroxy-2-methylbutyrate (CAS 27372-03-8) is used as a fragrance ingredient in perfumery, contributing fruity notes and acting as a minor scent component in some formulations. It may also function as a flavor precursor in certain flavor formulations. In cosmetics and personal care, it is often included as a fragrance ingredient in products such as lotions and shower gels. In household products, it can act as a fragrance additive in cleaners, detergents, and air fresheners. In industrial manufacturing, it can serve as an intermediate or building block in organic synthesis for the preparation of more complex aroma compounds or specialty chemicals. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 735.65
    methanol 1075.35
    isopropanol 735.03
    water 22.99
    ethyl acetate 188.39
    n-propanol 596.49
    acetone 397.34
    n-butanol 461.44
    acetonitrile 422.62
    DMF 747.36
    toluene 80.84
    isobutanol 455.14
    1,4-dioxane 777.08
    methyl acetate 250.96
    THF 727.19
    2-butanone 274.1
    n-pentanol 349.57
    sec-butanol 615.51
    n-hexane 42.01
    ethylene glycol 305.91
    NMP 710.68
    cyclohexane 74.35
    DMSO 729.44
    n-butyl acetate 146.44
    n-octanol 210.12
    chloroform 914.14
    n-propyl acetate 130.07
    acetic acid 789.71
    dichloromethane 809.69
    cyclohexanone 482.39
    propylene glycol 412.66
    isopropyl acetate 120.11
    DMAc 595.1
    2-ethoxyethanol 399.85
    isopentanol 346.55
    n-heptane 28.26
    ethyl formate 227.56
    1,2-dichloroethane 353.51
    n-hexanol 316.19
    2-methoxyethanol 709.07
    isobutyl acetate 96.77
    tetrachloromethane 126.58
    n-pentyl acetate 133.08
    transcutol 572.25
    n-heptanol 166.39
    ethylbenzene 83.36
    MIBK 144.27
    2-propoxyethanol 385.73
    tert-butanol 822.62
    MTBE 313.76
    2-butoxyethanol 230.39
    propionic acid 463.27
    o-xylene 100.93
    formic acid 306.68
    diethyl ether 208.94
    m-xylene 82.99
    p-xylene 128.15
    chlorobenzene 174.77
    dimethyl carbonate 80.6
    n-octane 17.15
    formamide 294.25
    cyclopentanone 524.87
    2-pentanone 197.46
    anisole 180.29
    cyclopentyl methyl ether 264.79
    gamma-butyrolactone 653.45
    1-methoxy-2-propanol 488.89
    pyridine 308.21
    3-pentanone 152.06
    furfural 517.18
    n-dodecane 18.57
    diethylene glycol 385.35
    diisopropyl ether 69.16
    tert-amyl alcohol 632.23
    acetylacetone 232.96
    n-hexadecane 20.32
    acetophenone 186.83
    methyl propionate 182.33
    isopentyl acetate 144.77
    trichloroethylene 651.98
    n-nonanol 169.29
    cyclohexanol 467.44
    benzyl alcohol 212.44
    2-ethylhexanol 170.24
    isooctanol 135.76
    dipropyl ether 111.05
    1,2-dichlorobenzene 185.51
    ethyl lactate 129.8
    propylene carbonate 335.23
    n-methylformamide 395.45
    2-pentanol 327.31
    n-pentane 42.19
    1-propoxy-2-propanol 266.59
    1-methoxy-2-propyl acetate 150.53
    2-(2-methoxypropoxy) propanol 223.78
    mesitylene 67.26
    ε-caprolactone 405.42
    p-cymene 70.5
    epichlorohydrin 520.94
    1,1,1-trichloroethane 336.23
    2-aminoethanol 478.85
    morpholine-4-carbaldehyde 597.62
    sulfolane 806.48
    2,2,4-trimethylpentane 37.09
    2-methyltetrahydrofuran 485.91
    n-hexyl acetate 232.29
    isooctane 24.5
    2-(2-butoxyethoxy)ethanol 278.67
    sec-butyl acetate 95.07
    tert-butyl acetate 159.69
    decalin 42.06
    glycerin 477.64
    diglyme 431.27
    acrylic acid 417.94
    isopropyl myristate 90.55
    n-butyric acid 453.4
    acetyl acetate 146.46
    di(2-ethylhexyl) phthalate 110.48
    ethyl propionate 121.75
    nitromethane 703.93
    1,2-diethoxyethane 163.35
    benzonitrile 255.94
    trioctyl phosphate 90.48
    1-bromopropane 225.93
    gamma-valerolactone 637.46
    n-decanol 125.51
    triethyl phosphate 85.98
    4-methyl-2-pentanol 170.21
    propionitrile 304.57
    vinylene carbonate 338.99
    1,1,2-trichlorotrifluoroethane 487.02
    DMS 133.95
    cumene 79.85
    2-octanol 140.19
    2-hexanone 169.51
    octyl acetate 122.99
    limonene 107.21
    1,2-dimethoxyethane 534.7
    ethyl orthosilicate 80.76
    tributyl phosphate 96.26
    diacetone alcohol 261.69
    N,N-dimethylaniline 151.73
    acrylonitrile 377.34
    aniline 180.49
    1,3-propanediol 521.32
    bromobenzene 157.89
    dibromomethane 500.15
    1,1,2,2-tetrachloroethane 598.13
    2-methyl-cyclohexyl acetate 143.02
    tetrabutyl urea 126.9
    diisobutyl methanol 99.97
    2-phenylethanol 182.28
    styrene 94.28
    dioctyl adipate 138.97
    dimethyl sulfate 169.91
    ethyl butyrate 124.63
    methyl lactate 180.36
    butyl lactate 141.59
    diethyl carbonate 98.19
    propanediol butyl ether 275.85
    triethyl orthoformate 101.57
    p-tert-butyltoluene 68.63
    methyl 4-tert-butylbenzoate 196.63
    morpholine 767.98
    tert-butylamine 490.53
    n-dodecanol 96.1
    dimethoxymethane 282.35
    ethylene carbonate 258.5
    cyrene 265.16
    2-ethoxyethyl acetate 148.56
    2-ethylhexyl acetate 112.07
    1,2,4-trichlorobenzene 244.08
    4-methylpyridine 306.89
    dibutyl ether 129.46
    2,6-dimethyl-4-heptanol 99.97
    DEF 289.09
    dimethyl isosorbide 317.11
    tetrachloroethylene 357.74
    eugenol 193.31
    triacetin 200.79
    span 80 235.35
    1,4-butanediol 285.05
    1,1-dichloroethane 399.57
    2-methyl-1-pentanol 310.62
    methyl formate 299.74
    2-methyl-1-butanol 357.72
    n-decane 29.2
    butyronitrile 318.02
    3,7-dimethyl-1-octanol 170.24
    1-chlorooctane 106.78
    1-chlorotetradecane 45.82
    n-nonane 28.9
    undecane 22.34
    tert-butylcyclohexane 42.72
    cyclooctane 21.47
    cyclopentanol 578.82
    tetrahydropyran 515.73
    tert-amyl methyl ether 225.38
    2,5,8-trioxanonane 342.78
    1-hexene 125.98
    2-isopropoxyethanol 259.35
    2,2,2-trifluoroethanol 226.68
    methyl butyrate 185.11

    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