Methyl 2-oxo-3-methylpentanoate

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  • Identifiers

    CAS number
    3682-42-6

    Molecular formula
    C7H12O3

    SMILES
    CCC(C)C(=O)C(=O)OC

  • Odor profile

    Fragrance
    Fruity 87.58%
    Caramellic 60.19%
    Sweet 40.23%
    Buttery 39.34%
    Herbal 34.58%
    Nutty 33.87%
    Berry 32.66%
    Creamy 31.34%
    Winey 29.43%
    Apple 28.59%

     

    Flavor
    Fruity 81.08%
    Creamy 45.23%
    Sweet 43.11%
    Caramel 37.66%
    Berry 37.18%
    Buttery 34.88%
    Butter 32.58%
    Fatty 29.28%
    Oily 27.63%
    Cheese 27.62%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    7.58 (neutral)

    Molecular weight
    144.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point

    • 197.00 °C. @ 760.00 mm Hg

    Flash point

    • 60.12 ˚C est.

    Solubility expt.

    • slightly
    • slightly soluble in water; soluble in fat

  • Synonyms

    • Methyl 3-methyl-2-oxopentanoate
    • 3682-42-6
    • Pentanoic acid, 3-methyl-2-oxo-, methyl ester
    • Methyl 3-methyl-2-oxovalerate
    • Methyl 2-oxo-3-methylpentanoate
    • Methyl 2-keto-3-methylvalerate
    • FEMA No. 3713
    • Valeric acid, 3-methyl-2-oxo-, methyl ester
    • 9909D8DVH1
    • Methyl (R)-3-methyl-2-oxopentanoate
    • UNII-9909D8DVH1
    • DTXSID10863244
    • METHYL 2-OXO-3-METHYLPENTANOATE [FHFI]
    • Methyl 2oxo3methylvalerate
    • Methyl 3methyl2oxovalerate
    • Methyl 2keto3methylvalerate
    • Methyl 3methyl2oxopentanoate
    • SCHEMBL1087838
    • FEMA 3713
    • DTXCID60811896
    • CHEBI:168918
    • Methyl 3-methyl-2-oxopentanoate #
    • LMFA07010933
    • Valeric acid, 3methyl2oxo, methyl ester
    • Pentanoic acid, 3methyl2oxo, methyl ester
    • DB-327155
    • Pentanoic acid,3-methyl-2-oxo-,methyl ester
    • (+/-)-METHYL 2-OXO-3-METHYLPENTANOATE
    • EN300-4414546
    • METHYL 2-OXO-3-METHYLPENTANOATE, (+/-)-
    • Q27272154
    • 609-297-7

  • Applications

    Methyl 2-oxo-3-methylpentanoate (CAS 3682-42-6) is a beta-ketoester that serves as a versatile building block in organic synthesis. In pharmaceutical development, it is commonly used as an intermediate to construct amino-acid-derived frameworks and heterocyclic compounds via enolate chemistry and condensation reactions. In agrochemical synthesis, it may be employed as a synthetic precursor for crop-protection agents. In fragrance and flavor applications, it can function as an odorant or a precursor to aroma compounds, depending on formulation and regulatory constraints. More broadly, it is utilized as a Knoevenagel-type substrate and other C-C bond-forming tools in generic chemical manufacturing to access constrained scaffolds and coupled products.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 567.77
    methanol 613.66
    isopropanol 508.7
    water 10.5
    ethyl acetate 301.18
    n-propanol 470.84
    acetone 509.98
    n-butanol 372.02
    acetonitrile 545.44
    DMF 967.57
    toluene 129.63
    isobutanol 359.54
    1,4-dioxane 822.81
    methyl acetate 521.31
    THF 532.87
    2-butanone 455.19
    n-pentanol 336.81
    sec-butanol 500.14
    n-hexane 21.5
    ethylene glycol 271.58
    NMP 736.17
    cyclohexane 55.24
    DMSO 587.38
    n-butyl acetate 258.15
    n-octanol 205.57
    chloroform 1334.29
    n-propyl acetate 219.18
    acetic acid 760.88
    dichloromethane 1299.8
    cyclohexanone 611.46
    propylene glycol 283.37
    isopropyl acetate 161.99
    DMAc 655.48
    2-ethoxyethanol 483.06
    isopentanol 264.91
    n-heptane 17.44
    ethyl formate 413.93
    1,2-dichloroethane 761.74
    n-hexanol 273.87
    2-methoxyethanol 762.6
    isobutyl acetate 119.44
    tetrachloromethane 216.69
    n-pentyl acetate 210.48
    transcutol 643.68
    n-heptanol 195.42
    ethylbenzene 113.59
    MIBK 146.67
    2-propoxyethanol 383.44
    tert-butanol 496.66
    MTBE 272.47
    2-butoxyethanol 309.51
    propionic acid 517.88
    o-xylene 135.14
    formic acid 388.42
    diethyl ether 206.38
    m-xylene 105.09
    p-xylene 166.91
    chlorobenzene 369.85
    dimethyl carbonate 133.6
    n-octane 17.25
    formamide 563.88
    cyclopentanone 581.94
    2-pentanone 253.48
    anisole 236.51
    cyclopentyl methyl ether 192.75
    gamma-butyrolactone 827.17
    1-methoxy-2-propanol 451.23
    pyridine 638.41
    3-pentanone 198.18
    furfural 924.43
    n-dodecane 18.25
    diethylene glycol 398.97
    diisopropyl ether 60.18
    tert-amyl alcohol 480.34
    acetylacetone 305.18
    n-hexadecane 21.28
    acetophenone 264.92
    methyl propionate 268.69
    isopentyl acetate 219.18
    trichloroethylene 1561.87
    n-nonanol 172.94
    cyclohexanol 378.38
    benzyl alcohol 301.25
    2-ethylhexanol 166.91
    isooctanol 160.58
    dipropyl ether 84.71
    1,2-dichlorobenzene 402.0
    ethyl lactate 161.92
    propylene carbonate 471.56
    n-methylformamide 701.83
    2-pentanol 242.3
    n-pentane 23.71
    1-propoxy-2-propanol 258.06
    1-methoxy-2-propyl acetate 191.52
    2-(2-methoxypropoxy) propanol 239.89
    mesitylene 81.81
    ε-caprolactone 524.1
    p-cymene 92.7
    epichlorohydrin 845.98
    1,1,1-trichloroethane 619.96
    2-aminoethanol 396.63
    morpholine-4-carbaldehyde 674.48
    sulfolane 836.37
    2,2,4-trimethylpentane 23.86
    2-methyltetrahydrofuran 417.43
    n-hexyl acetate 292.97
    isooctane 16.47
    2-(2-butoxyethoxy)ethanol 334.14
    sec-butyl acetate 121.48
    tert-butyl acetate 172.39
    decalin 35.14
    glycerin 358.33
    diglyme 572.8
    acrylic acid 522.26
    isopropyl myristate 99.02
    n-butyric acid 456.22
    acetyl acetate 195.26
    di(2-ethylhexyl) phthalate 123.36
    ethyl propionate 168.94
    nitromethane 1115.15
    1,2-diethoxyethane 221.79
    benzonitrile 433.04
    trioctyl phosphate 101.08
    1-bromopropane 277.97
    gamma-valerolactone 804.21
    n-decanol 130.6
    triethyl phosphate 106.38
    4-methyl-2-pentanol 119.69
    propionitrile 377.51
    vinylene carbonate 527.44
    1,1,2-trichlorotrifluoroethane 765.49
    DMS 213.73
    cumene 92.56
    2-octanol 164.21
    2-hexanone 217.59
    octyl acetate 144.6
    limonene 122.44
    1,2-dimethoxyethane 570.18
    ethyl orthosilicate 90.56
    tributyl phosphate 102.0
    diacetone alcohol 278.24
    N,N-dimethylaniline 161.94
    acrylonitrile 602.2
    aniline 252.7
    1,3-propanediol 487.17
    bromobenzene 345.69
    dibromomethane 752.16
    1,1,2,2-tetrachloroethane 1164.73
    2-methyl-cyclohexyl acetate 159.54
    tetrabutyl urea 135.53
    diisobutyl methanol 93.5
    2-phenylethanol 265.18
    styrene 143.57
    dioctyl adipate 145.74
    dimethyl sulfate 244.71
    ethyl butyrate 164.2
    methyl lactate 217.54
    butyl lactate 184.52
    diethyl carbonate 139.91
    propanediol butyl ether 328.08
    triethyl orthoformate 112.55
    p-tert-butyltoluene 90.06
    methyl 4-tert-butylbenzoate 257.33
    morpholine 785.32
    tert-butylamine 271.03
    n-dodecanol 98.0
    dimethoxymethane 315.6
    ethylene carbonate 380.17
    cyrene 246.54
    2-ethoxyethyl acetate 248.94
    2-ethylhexyl acetate 163.94
    1,2,4-trichlorobenzene 475.95
    4-methylpyridine 452.67
    dibutyl ether 120.08
    2,6-dimethyl-4-heptanol 93.5
    DEF 351.54
    dimethyl isosorbide 330.36
    tetrachloroethylene 851.29
    eugenol 269.3
    triacetin 235.77
    span 80 231.56
    1,4-butanediol 279.6
    1,1-dichloroethane 641.25
    2-methyl-1-pentanol 255.49
    methyl formate 550.02
    2-methyl-1-butanol 293.98
    n-decane 27.78
    butyronitrile 361.86
    3,7-dimethyl-1-octanol 164.37
    1-chlorooctane 122.57
    1-chlorotetradecane 50.83
    n-nonane 26.41
    undecane 22.54
    tert-butylcyclohexane 30.78
    cyclooctane 17.53
    cyclopentanol 451.83
    tetrahydropyran 465.6
    tert-amyl methyl ether 205.68
    2,5,8-trioxanonane 371.88
    1-hexene 85.09
    2-isopropoxyethanol 307.87
    2,2,2-trifluoroethanol 298.5
    methyl butyrate 278.75

    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