Diethyl 2-isopropyl-3-oxosuccinate

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  • Identifiers

    CAS number
    59916-75-5

    Molecular formula
    C11H18O5

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

    Safety labels

  • Odor profile

    Fragrance
    Fruity 86.33%
    Apple 50.5%
    Winey 49.37%
    Herbal 46.06%
    Caramellic 40.79%
    Sweet 34.7%
    Berry 30.77%
    Chamomile 28.94%
    Floral 26.97%
    Pineapple 26.25%

     

    Flavor
    Fruity 54.14%
    Bitter 46.05%
    Mild 30.17%
    Odorless 29.98%
    Bland 22.87%
    Wine 22.33%
    Very mild 21.66%
    Grape 21.0%
    Dried berry 20.07%
    Yeast 19.88%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    5.86 (weak acid)

    Molecular weight
    230.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    262°C

    Flash point

    • 109.44 ˚C est.

  • Synonyms

    • Diethyl 2-isopropyl-3-oxosuccinate
    • 59916-75-5
    • MFCD00511085
    • 1,4-diethyl 2-oxo-3-(propan-2-yl)butanedioate
    • diethyl 2-oxo-3-propan-2-ylbutanedioate
    • Diethyl2-isopropyl-3-oxosuccinate
    • AKOS024261722
    • diethyl 2-isopropyl-3-oxo-butanedioate
    • AS-61721
    • DB-342577
    • CS-0061536
    • F15088
    • 59916-75-5

  • Applications

    Diethyl 2-isopropyl-3-oxosuccinate (CAS number: 59916-75-5) is a beta-keto diester bearing two ethyl ester groups, regarded as a versatile synthetic intermediate in organic chemistry. In pharmaceutical development, it is commonly used as a building block for the synthesis of drug intermediates and beta-dicarbonyl derivatives, leveraging its reactivity in aldol, Claisen, and related condensations. In the agrochemical sector, it is considered a precursor for the synthesis of agrochemicals used for pest control. Additionally, as a beta-keto ester, it is frequently employed as a precursor in asymmetric synthesis and in the construction of heterocycles, and it is used in research to access a range of industrially useful compounds. In industrial manufacturing, it serves as a versatile building block for specialty chemicals and materials. Actual applications depend on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 420.64
    methanol 499.44
    isopropanol 381.47
    water 1.34
    ethyl acetate 320.39
    n-propanol 371.56
    acetone 599.32
    n-butanol 365.97
    acetonitrile 374.83
    DMF 1176.08
    toluene 353.43
    isobutanol 296.66
    1,4-dioxane 775.46
    methyl acetate 395.04
    THF 969.49
    2-butanone 485.45
    n-pentanol 273.89
    sec-butanol 457.88
    n-hexane 38.98
    ethylene glycol 118.67
    NMP 1343.6
    cyclohexane 129.57
    DMSO 874.7
    n-butyl acetate 265.83
    n-octanol 99.26
    chloroform 1379.37
    n-propyl acetate 202.69
    acetic acid 648.94
    dichloromethane 1300.3
    cyclohexanone 998.6
    propylene glycol 151.28
    isopropyl acetate 205.68
    DMAc 953.42
    2-ethoxyethanol 314.96
    isopentanol 283.3
    n-heptane 15.55
    ethyl formate 313.36
    1,2-dichloroethane 983.4
    n-hexanol 253.81
    2-methoxyethanol 544.81
    isobutyl acetate 120.76
    tetrachloromethane 202.89
    n-pentyl acetate 180.4
    transcutol 391.43
    n-heptanol 104.58
    ethylbenzene 187.12
    MIBK 190.45
    2-propoxyethanol 364.7
    tert-butanol 407.99
    MTBE 271.69
    2-butoxyethanol 196.35
    propionic acid 368.14
    o-xylene 247.95
    formic acid 248.98
    diethyl ether 270.78
    m-xylene 206.61
    p-xylene 252.78
    chlorobenzene 573.29
    dimethyl carbonate 172.09
    n-octane 10.62
    formamide 378.76
    cyclopentanone 991.49
    2-pentanone 339.82
    anisole 260.21
    cyclopentyl methyl ether 426.06
    gamma-butyrolactone 1108.24
    1-methoxy-2-propanol 378.21
    pyridine 902.65
    3-pentanone 314.77
    furfural 979.12
    n-dodecane 8.48
    diethylene glycol 289.55
    diisopropyl ether 74.06
    tert-amyl alcohol 417.0
    acetylacetone 393.55
    n-hexadecane 10.08
    acetophenone 325.18
    methyl propionate 329.64
    isopentyl acetate 231.81
    trichloroethylene 1721.58
    n-nonanol 87.37
    cyclohexanol 579.49
    benzyl alcohol 328.56
    2-ethylhexanol 137.69
    isooctanol 84.08
    dipropyl ether 96.23
    1,2-dichlorobenzene 488.71
    ethyl lactate 133.83
    propylene carbonate 588.66
    n-methylformamide 505.06
    2-pentanol 248.38
    n-pentane 42.27
    1-propoxy-2-propanol 216.11
    1-methoxy-2-propyl acetate 225.04
    2-(2-methoxypropoxy) propanol 161.75
    mesitylene 119.21
    ε-caprolactone 766.79
    p-cymene 90.97
    epichlorohydrin 1135.73
    1,1,1-trichloroethane 713.73
    2-aminoethanol 208.84
    morpholine-4-carbaldehyde 812.78
    sulfolane 1252.48
    2,2,4-trimethylpentane 25.88
    2-methyltetrahydrofuran 744.81
    n-hexyl acetate 226.09
    isooctane 13.83
    2-(2-butoxyethoxy)ethanol 202.71
    sec-butyl acetate 136.22
    tert-butyl acetate 213.71
    decalin 56.19
    glycerin 199.04
    diglyme 365.2
    acrylic acid 381.83
    isopropyl myristate 73.52
    n-butyric acid 443.98
    acetyl acetate 237.83
    di(2-ethylhexyl) phthalate 103.4
    ethyl propionate 187.17
    nitromethane 788.3
    1,2-diethoxyethane 172.13
    benzonitrile 419.72
    trioctyl phosphate 74.14
    1-bromopropane 445.56
    gamma-valerolactone 1068.11
    n-decanol 62.11
    triethyl phosphate 107.16
    4-methyl-2-pentanol 113.71
    propionitrile 335.25
    vinylene carbonate 523.39
    1,1,2-trichlorotrifluoroethane 721.5
    DMS 220.5
    cumene 107.15
    2-octanol 83.05
    2-hexanone 230.38
    octyl acetate 106.29
    limonene 138.18
    1,2-dimethoxyethane 471.63
    ethyl orthosilicate 96.66
    tributyl phosphate 87.38
    diacetone alcohol 273.17
    N,N-dimethylaniline 200.91
    acrylonitrile 445.08
    aniline 432.59
    1,3-propanediol 318.4
    bromobenzene 587.25
    dibromomethane 884.24
    1,1,2,2-tetrachloroethane 1471.68
    2-methyl-cyclohexyl acetate 177.62
    tetrabutyl urea 123.97
    diisobutyl methanol 73.44
    2-phenylethanol 275.61
    styrene 230.83
    dioctyl adipate 118.93
    dimethyl sulfate 318.08
    ethyl butyrate 158.7
    methyl lactate 196.59
    butyl lactate 149.44
    diethyl carbonate 128.93
    propanediol butyl ether 178.06
    triethyl orthoformate 118.68
    p-tert-butyltoluene 84.98
    methyl 4-tert-butylbenzoate 193.25
    morpholine 884.44
    tert-butylamine 229.04
    n-dodecanol 45.97
    dimethoxymethane 389.86
    ethylene carbonate 443.63
    cyrene 282.86
    2-ethoxyethyl acetate 200.01
    2-ethylhexyl acetate 191.77
    1,2,4-trichlorobenzene 601.91
    4-methylpyridine 827.6
    dibutyl ether 90.93
    2,6-dimethyl-4-heptanol 73.44
    DEF 502.55
    dimethyl isosorbide 335.1
    tetrachloroethylene 955.92
    eugenol 207.13
    triacetin 180.59
    span 80 165.99
    1,4-butanediol 158.32
    1,1-dichloroethane 741.85
    2-methyl-1-pentanol 252.3
    methyl formate 405.49
    2-methyl-1-butanol 333.21
    n-decane 13.98
    butyronitrile 350.92
    3,7-dimethyl-1-octanol 95.68
    1-chlorooctane 78.42
    1-chlorotetradecane 30.24
    n-nonane 13.96
    undecane 10.54
    tert-butylcyclohexane 34.99
    cyclooctane 31.06
    cyclopentanol 570.49
    tetrahydropyran 750.69
    tert-amyl methyl ether 240.11
    2,5,8-trioxanonane 239.64
    1-hexene 132.96
    2-isopropoxyethanol 211.01
    2,2,2-trifluoroethanol 255.07
    methyl butyrate 286.73

    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