Methyl 3-acetoxy-2-methylbutyrate

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    139564-42-4

    Molecular formula
    C8H14O4

    SMILES
    CC(C(C)OC(=O)C)C(=O)OC

  • Odor profile

    Fragrance
    Fruity 94.76%
    Apple 50.06%
    Sweet 47.61%
    Tropical 44.86%
    Green 42.01%
    Fresh 38.44%
    Ethereal 38.43%
    Winey 35.44%
    Grape 35.38%
    Pineapple 34.91%

     

    Flavor
    Fruity 90.2%
    Tropical 40.88%
    Sweet 35.43%
    Berry 31.04%
    Bitter 30.53%
    Citrus 27.87%
    Grape 27.74%
    Apple 26.65%
    Green 26.54%
    Pineapple 26.1%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    7.05 (neutral)

    Molecular weight
    174.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    198°C

    Flash point

    • 73.69 ˚C est.

    Solubility expt.

    • Practically insoluble or insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • METHYL 3-ACETOXY-2-METHYLBUTYRATE
    • 139564-42-4
    • FEMA No. 4451
    • (+-)-Methyl 3-acetoxy-2-methylbutyrate
    • UNII-86F92045IV
    • 86F92045IV
    • Butanoic acid, 3-(acetyloxy)-2-methyl-, methyl ester
    • SCHEMBL18339318
    • DTXSID70930507
    • UYUNIPJXXCRQBO-UHFFFAOYSA-N
    • methyl 3-acetoxy-2-methylbutanoate
    • METHYL 3-(ACETYLOXY)-2-METHYLBUTANOATE
    • (+/-)-METHYL 3-ACETOXY-2-METHYLBUTYRATE

  • Applications

    Methyl 3-acetoxy-2-methylbutyrate, CAS 139564-42-4, is primarily considered an aroma ingredient and a synthetic intermediate in fragrance chemistry and flavor chemistry. In perfumery and flavor production, it is used as an odorant or as a precursor to other fragrance compounds; in cosmetics and personal care, it may contribute scent to products such as perfumes, lotions, and bath products. It can also be employed in household and cleaning products as a fragrance component to enhance aroma profiles, and in industrial manufacturing as an intermediate or building block for further fragrance compound synthesis. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 813.13
    methanol 1181.21
    isopropanol 719.86
    water 61.29
    ethyl acetate 628.01
    n-propanol 633.95
    acetone 1456.53
    n-butanol 467.96
    acetonitrile 1076.87
    DMF 3011.27
    toluene 354.73
    isobutanol 497.21
    1,4-dioxane 1006.83
    methyl acetate 806.49
    THF 1436.94
    2-butanone 998.3
    n-pentanol 315.85
    sec-butanol 646.88
    n-hexane 52.46
    ethylene glycol 298.49
    NMP 3022.62
    cyclohexane 47.22
    DMSO 2125.95
    n-butyl acetate 199.66
    n-octanol 89.19
    chloroform 1377.79
    n-propyl acetate 252.2
    acetic acid 2034.47
    dichloromethane 1382.66
    cyclohexanone 1157.31
    propylene glycol 382.7
    isopropyl acetate 355.64
    DMAc 2507.8
    2-ethoxyethanol 719.3
    isopentanol 398.47
    n-heptane 11.31
    ethyl formate 540.05
    1,2-dichloroethane 896.57
    n-hexanol 193.58
    2-methoxyethanol 1349.23
    isobutyl acetate 144.16
    tetrachloromethane 211.39
    n-pentyl acetate 129.31
    transcutol 774.4
    n-heptanol 68.82
    ethylbenzene 182.72
    MIBK 319.67
    2-propoxyethanol 428.38
    tert-butanol 888.9
    MTBE 714.37
    2-butoxyethanol 165.5
    propionic acid 946.24
    o-xylene 267.1
    formic acid 1311.57
    diethyl ether 515.91
    m-xylene 247.76
    p-xylene 240.24
    chlorobenzene 476.41
    dimethyl carbonate 347.74
    n-octane 5.14
    formamide 1592.25
    cyclopentanone 1519.31
    2-pentanone 656.77
    anisole 424.3
    cyclopentyl methyl ether 733.66
    gamma-butyrolactone 1936.53
    1-methoxy-2-propanol 819.23
    pyridine 920.78
    3-pentanone 557.95
    furfural 1648.57
    n-dodecane 4.84
    diethylene glycol 410.06
    diisopropyl ether 122.13
    tert-amyl alcohol 853.58
    acetylacetone 819.13
    n-hexadecane 5.68
    acetophenone 450.99
    methyl propionate 649.9
    isopentyl acetate 194.89
    trichloroethylene 1778.32
    n-nonanol 75.77
    cyclohexanol 573.83
    benzyl alcohol 400.83
    2-ethylhexanol 102.97
    isooctanol 59.13
    dipropyl ether 102.72
    1,2-dichlorobenzene 431.43
    ethyl lactate 179.81
    propylene carbonate 785.63
    n-methylformamide 1583.85
    2-pentanol 323.17
    n-pentane 42.25
    1-propoxy-2-propanol 224.94
    1-methoxy-2-propyl acetate 273.34
    2-(2-methoxypropoxy) propanol 216.43
    mesitylene 127.03
    ε-caprolactone 1029.39
    p-cymene 62.19
    epichlorohydrin 1666.53
    1,1,1-trichloroethane 771.63
    2-aminoethanol 512.87
    morpholine-4-carbaldehyde 1783.05
    sulfolane 2198.01
    2,2,4-trimethylpentane 38.07
    2-methyltetrahydrofuran 1253.37
    n-hexyl acetate 231.43
    isooctane 16.37
    2-(2-butoxyethoxy)ethanol 245.48
    sec-butyl acetate 187.42
    tert-butyl acetate 386.99
    decalin 39.62
    glycerin 596.27
    diglyme 501.89
    acrylic acid 937.85
    isopropyl myristate 64.62
    n-butyric acid 814.25
    acetyl acetate 464.56
    di(2-ethylhexyl) phthalate 90.85
    ethyl propionate 300.01
    nitromethane 3150.28
    1,2-diethoxyethane 180.75
    benzonitrile 464.84
    trioctyl phosphate 55.42
    1-bromopropane 457.57
    gamma-valerolactone 2044.06
    n-decanol 50.57
    triethyl phosphate 113.0
    4-methyl-2-pentanol 156.15
    propionitrile 546.21
    vinylene carbonate 747.92
    1,1,2-trichlorotrifluoroethane 1240.04
    DMS 281.15
    cumene 117.85
    2-octanol 55.09
    2-hexanone 317.7
    octyl acetate 89.23
    limonene 96.1
    1,2-dimethoxyethane 893.26
    ethyl orthosilicate 103.13
    tributyl phosphate 83.65
    diacetone alcohol 488.69
    N,N-dimethylaniline 303.35
    acrylonitrile 821.97
    aniline 570.2
    1,3-propanediol 667.79
    bromobenzene 416.88
    dibromomethane 808.14
    1,1,2,2-tetrachloroethane 1372.02
    2-methyl-cyclohexyl acetate 158.43
    tetrabutyl urea 114.18
    diisobutyl methanol 55.55
    2-phenylethanol 220.55
    styrene 222.78
    dioctyl adipate 112.5
    dimethyl sulfate 816.94
    ethyl butyrate 152.25
    methyl lactate 390.49
    butyl lactate 133.63
    diethyl carbonate 123.47
    propanediol butyl ether 208.56
    triethyl orthoformate 120.96
    p-tert-butyltoluene 59.55
    methyl 4-tert-butylbenzoate 228.98
    morpholine 1426.6
    tert-butylamine 461.0
    n-dodecanol 35.93
    dimethoxymethane 931.64
    ethylene carbonate 566.84
    cyrene 360.74
    2-ethoxyethyl acetate 216.38
    2-ethylhexyl acetate 156.06
    1,2,4-trichlorobenzene 559.06
    4-methylpyridine 1194.9
    dibutyl ether 84.3
    2,6-dimethyl-4-heptanol 55.55
    DEF 941.83
    dimethyl isosorbide 376.44
    tetrachloroethylene 870.88
    eugenol 196.31
    triacetin 266.71
    span 80 161.88
    1,4-butanediol 253.17
    1,1-dichloroethane 912.03
    2-methyl-1-pentanol 296.57
    methyl formate 1110.96
    2-methyl-1-butanol 457.97
    n-decane 8.84
    butyronitrile 462.73
    3,7-dimethyl-1-octanol 92.91
    1-chlorooctane 53.77
    1-chlorotetradecane 18.93
    n-nonane 8.34
    undecane 6.2
    tert-butylcyclohexane 34.56
    cyclooctane 16.46
    cyclopentanol 723.03
    tetrahydropyran 859.69
    tert-amyl methyl ether 561.58
    2,5,8-trioxanonane 305.9
    1-hexene 176.41
    2-isopropoxyethanol 368.91
    2,2,2-trifluoroethanol 819.89
    methyl butyrate 400.8

    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 0.14%