Ethyl 3-acetoxy-2-methylbutyrate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    139564-43-5

    Molecular formula
    C9H16O4

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

  • Odor profile

    Fragrance
    Fruity 93.9%
    Apple 52.47%
    Tropical 43.49%
    Green 43.11%
    Fresh 38.32%
    Sweet 38.18%
    Winey 36.34%
    Pineapple 32.67%
    Grape 32.36%
    Ethereal 31.42%

     

    Flavor
    Fruity 91.31%
    Tropical 41.44%
    Bitter 37.14%
    Green 33.68%
    Sweet 33.62%
    Fruit 32.33%
    Grape 32.19%
    Apple 30.83%
    Berry 30.48%
    Pineapple 29.27%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.3

    pKa est.
    7.19 (neutral)

    Molecular weight
    188.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    208°C

    Flash point

    • 83.92 ˚C est.

    Solubility expt.

    • Soluble in non-polar solvents; insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • ETHYL 3-ACETOXY-2-METHYLBUTYRATE
    • 139564-43-5
    • (+/-)-Ethyl 3-acetoxy-2-methylbutyrate
    • FEMA No. 4038
    • ethyl 3-acetoxy-2-methylbutanoate
    • VVW5P5J88K
    • ethyl 3-acetyloxy-2-methylbutanoate
    • 3-Acetoxy-2-methylbutyrate, (+/-)-
    • UNII-VVW5P5J88K
    • 3-Acetoxy-2-methyl butyric acid ethyl ester
    • ethyl 3-(acetyloxy)-2-methylbutanoate
    • Butanoic acid, 3-(acetyloxy)-2-methyl-, ethyl ester
    • (+/-)-3-acetoxy-2-methylbutyrate [FIFH]
    • DTXSID60869897
    • ETHYL3-ACETOXY-2-METHYLBUTYRATE
    • (+/-)-3-ACETOXY-2-METHYLBUTYRATE [FHFI]
    • (+/-)-3-acetoxy-2-methylbutyrate (FIFH)
    • NSC98254
    • NCIOpen2_001727
    • SCHEMBL7744359
    • DTXCID60817792
    • CHEBI:143033
    • LMFA07010695
    • NSC-98254
    • (+/-)-3-ACETOXY-2-METHYLBUTYRATE
    • NS00123043
    • Q27292041
    • 604-151-9

  • Applications

    Ethyl 3-acetoxy-2-methylbutyrate (CAS 139564-43-5) is typically used as an aroma chemical and fragrance intermediate, contributing fruity notes in perfumery formulations. It may also be evaluated as a flavor ingredient in select flavor applications. In cosmetics and personal care, it serves as a fragrance component in scented products, and in household products it is used as a scent additive in cleaners and air fresheners. Industrial manufacturing often utilizes it as an intermediate in the synthesis of more complex aroma compounds for fragrance portfolios.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 976.75
    methanol 1538.4
    isopropanol 975.2
    water 26.56
    ethyl acetate 968.14
    n-propanol 828.7
    acetone 1895.64
    n-butanol 671.82
    acetonitrile 1564.83
    DMF 2866.95
    toluene 520.71
    isobutanol 698.15
    1,4-dioxane 1436.55
    methyl acetate 1075.69
    THF 1854.74
    2-butanone 1135.01
    n-pentanol 472.54
    sec-butanol 888.54
    n-hexane 86.21
    ethylene glycol 303.03
    NMP 2998.89
    cyclohexane 105.09
    DMSO 2254.79
    n-butyl acetate 366.94
    n-octanol 198.49
    chloroform 2269.13
    n-propyl acetate 425.54
    acetic acid 2589.23
    dichloromethane 2216.96
    cyclohexanone 1764.28
    propylene glycol 437.17
    isopropyl acetate 582.97
    DMAc 2559.41
    2-ethoxyethanol 767.98
    isopentanol 561.81
    n-heptane 24.2
    ethyl formate 705.24
    1,2-dichloroethane 1295.54
    n-hexanol 323.97
    2-methoxyethanol 1399.01
    isobutyl acetate 260.45
    tetrachloromethane 250.21
    n-pentyl acetate 270.34
    transcutol 1179.91
    n-heptanol 129.25
    ethylbenzene 287.4
    MIBK 471.88
    2-propoxyethanol 594.75
    tert-butanol 1131.35
    MTBE 845.42
    2-butoxyethanol 256.08
    propionic acid 1207.41
    o-xylene 384.9
    formic acid 1045.85
    diethyl ether 720.96
    m-xylene 374.72
    p-xylene 386.37
    chlorobenzene 717.01
    dimethyl carbonate 450.54
    n-octane 14.92
    formamide 1142.24
    cyclopentanone 1945.86
    2-pentanone 862.22
    anisole 544.97
    cyclopentyl methyl ether 991.42
    gamma-butyrolactone 2649.86
    1-methoxy-2-propanol 977.79
    pyridine 1189.2
    3-pentanone 713.0
    furfural 1856.02
    n-dodecane 16.41
    diethylene glycol 512.69
    diisopropyl ether 187.0
    tert-amyl alcohol 986.09
    acetylacetone 1186.4
    n-hexadecane 18.6
    acetophenone 603.72
    methyl propionate 881.27
    isopentyl acetate 340.29
    trichloroethylene 2413.11
    n-nonanol 159.42
    cyclohexanol 935.05
    benzyl alcohol 548.23
    2-ethylhexanol 178.62
    isooctanol 115.36
    dipropyl ether 180.29
    1,2-dichlorobenzene 669.78
    ethyl lactate 254.97
    propylene carbonate 1209.11
    n-methylformamide 1368.51
    2-pentanol 505.03
    n-pentane 71.33
    1-propoxy-2-propanol 353.48
    1-methoxy-2-propyl acetate 422.23
    2-(2-methoxypropoxy) propanol 335.06
    mesitylene 202.72
    ε-caprolactone 1559.55
    p-cymene 113.72
    epichlorohydrin 2082.72
    1,1,1-trichloroethane 1095.11
    2-aminoethanol 531.26
    morpholine-4-carbaldehyde 2034.1
    sulfolane 2670.17
    2,2,4-trimethylpentane 57.69
    2-methyltetrahydrofuran 1493.55
    n-hexyl acetate 452.32
    isooctane 29.48
    2-(2-butoxyethoxy)ethanol 391.12
    sec-butyl acetate 305.43
    tert-butyl acetate 598.56
    decalin 73.82
    glycerin 591.53
    diglyme 749.8
    acrylic acid 1055.0
    isopropyl myristate 144.0
    n-butyric acid 1150.04
    acetyl acetate 774.1
    di(2-ethylhexyl) phthalate 165.13
    ethyl propionate 463.46
    nitromethane 3435.07
    1,2-diethoxyethane 347.96
    benzonitrile 740.53
    trioctyl phosphate 111.24
    1-bromopropane 690.69
    gamma-valerolactone 2462.62
    n-decanol 108.64
    triethyl phosphate 172.03
    4-methyl-2-pentanol 245.73
    propionitrile 836.81
    vinylene carbonate 1175.85
    1,1,2-trichlorotrifluoroethane 1308.34
    DMS 453.95
    cumene 187.75
    2-octanol 126.37
    2-hexanone 447.24
    octyl acetate 191.63
    limonene 176.39
    1,2-dimethoxyethane 1170.65
    ethyl orthosilicate 154.52
    tributyl phosphate 160.34
    diacetone alcohol 664.8
    N,N-dimethylaniline 391.88
    acrylonitrile 1137.26
    aniline 695.4
    1,3-propanediol 744.07
    bromobenzene 714.44
    dibromomethane 1359.6
    1,1,2,2-tetrachloroethane 1842.01
    2-methyl-cyclohexyl acetate 258.24
    tetrabutyl urea 210.38
    diisobutyl methanol 101.53
    2-phenylethanol 326.63
    styrene 341.43
    dioctyl adipate 231.86
    dimethyl sulfate 974.37
    ethyl butyrate 288.49
    methyl lactate 502.13
    butyl lactate 239.69
    diethyl carbonate 213.99
    propanediol butyl ether 341.98
    triethyl orthoformate 196.61
    p-tert-butyltoluene 109.77
    methyl 4-tert-butylbenzoate 370.6
    morpholine 1715.42
    tert-butylamine 620.58
    n-dodecanol 81.34
    dimethoxymethane 1092.46
    ethylene carbonate 925.12
    cyrene 463.75
    2-ethoxyethyl acetate 382.15
    2-ethylhexyl acetate 266.99
    1,2,4-trichlorobenzene 806.6
    4-methylpyridine 1608.98
    dibutyl ether 207.45
    2,6-dimethyl-4-heptanol 101.53
    DEF 1147.91
    dimethyl isosorbide 577.87
    tetrachloroethylene 1070.15
    eugenol 310.81
    triacetin 467.44
    span 80 281.89
    1,4-butanediol 321.83
    1,1-dichloroethane 1349.46
    2-methyl-1-pentanol 444.84
    methyl formate 1137.1
    2-methyl-1-butanol 633.65
    n-decane 27.17
    butyronitrile 760.12
    3,7-dimethyl-1-octanol 182.47
    1-chlorooctane 130.59
    1-chlorotetradecane 51.25
    n-nonane 27.03
    undecane 20.37
    tert-butylcyclohexane 67.27
    cyclooctane 33.33
    cyclopentanol 1014.9
    tetrahydropyran 1271.98
    tert-amyl methyl ether 656.32
    2,5,8-trioxanonane 486.68
    1-hexene 279.94
    2-isopropoxyethanol 460.93
    2,2,2-trifluoroethanol 843.56
    methyl butyrate 610.34

    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