Methyl 2,2-dimethylacetoacetate

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  • Identifiers

    CAS number
    38923-57-8

    Molecular formula
    C7H12O3

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 92.84%
    Ethereal 49.92%
    Apple 44.62%
    Sweet 35.28%
    Rummy 32.71%
    Tropical 31.51%
    Pungent 31.22%
    Herbal 30.91%
    Berry 30.73%
    Fresh 30.17%

     

    Flavor
    Fruity 71.15%
    Sweet 44.55%
    Floral 37.68%
    Tropical 35.32%
    Green 33.63%
    Berry 33.49%
    Apple 32.19%
    Citrus 28.04%
    Pineapple 25.99%
    Pungent 25.64%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    7.43 (neutral)

    Molecular weight
    144.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    174°C

    Flash point

    • 62.88 ˚C est.

  • Synonyms

    • Methyl 2,2-dimethylacetoacetate
    • EINECS 254-189-1
    • DTXSID40192211
    • NSC 93904
    • RefChem:812871
    • DTXCID50114702
    • 254-189-1
    • 38923-57-8
    • Methyl 2,2-dimethyl-3-oxobutanoate
    • METHYL2,2-DIMETHYLACETOACETATE
    • Butanoic acid, 2,2-dimethyl-3-oxo-, methyl ester
    • MFCD00026232
    • methyl 2,2-dimethyl-3-oxo-butanoate
    • Q75TYA8L62
    • 2,2-dimethyl-3-oxo-butyric acid methyl ester
    • NSC-93904
    • 2,2-Dimethyl-3-oxobutyric acid, methyl ester
    • 2,2-Dimethylacetoacetic acid methyl ester
    • Methyl 2,2-Dimethyl-3-Oxobutyrate
    • UNII-Q75TYA8L62
    • SCHEMBL1022153
    • CHEBI:167363
    • CS-M0049
    • NBA92357
    • NSC93904
    • methyl 2,2dimethyl-3-oxo-butanoate
    • AB1519
    • AKOS015902536
    • Methyl 2,2-dimethyl-3-oxobutanoate #
    • BP-11323
    • DS-14763
    • SY012342
    • DB-069741
    • Methyl 2 pound not2-dimethyl-3-oxobutanoate
    • NS00030484
    • Acetoacetic acid, 2,2-dimethyl-, methyl ester
    • EN300-205129
    • F321375
    • Z1255485815
    • 38923-57-8

  • Applications

    Methyl 2,2-dimethylacetoacetate (CAS 38923-57-8) is a versatile beta-keto ester commonly used as an intermediate and building block in organic synthesis. It serves as a precursor for the construction of heterocycles such as pyrazoles and pyridines and participates in enolate-based condensations (Knoevenagel, aldol-type reactions) to access more complex motifs for pharmaceutical and agrochemical development. It is also used as a starting material for synthetic sequences in medicinal chemistry to access substituted acetoacetate derivatives. In polymer and coating applications, it can function as a reactive beta-keto ester fragment enabling crosslinking or as a precursor to polyesters. In fragrance and cosmetics, acetoacetate-derived fragments may be evaluated as odorant precursors or fragrance scaffolds in formulations, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1390.12
    methanol 1847.2
    isopropanol 1476.32
    water 78.19
    ethyl acetate 1036.19
    n-propanol 1122.1
    acetone 1376.0
    n-butanol 942.04
    acetonitrile 1560.07
    DMF 1921.1
    toluene 491.21
    isobutanol 978.45
    1,4-dioxane 2070.56
    methyl acetate 1094.62
    THF 1693.47
    2-butanone 1120.57
    n-pentanol 671.54
    sec-butanol 1262.43
    n-hexane 157.22
    ethylene glycol 433.67
    NMP 1250.13
    cyclohexane 178.8
    DMSO 1168.06
    n-butyl acetate 341.5
    n-octanol 283.08
    chloroform 2843.48
    n-propyl acetate 491.21
    acetic acid 1218.34
    dichloromethane 2321.32
    cyclohexanone 1052.45
    propylene glycol 481.27
    isopropyl acetate 626.15
    DMAc 1413.32
    2-ethoxyethanol 1210.51
    isopentanol 822.96
    n-heptane 58.54
    ethyl formate 817.23
    1,2-dichloroethane 1364.36
    n-hexanol 506.33
    2-methoxyethanol 1769.17
    isobutyl acetate 283.2
    tetrachloromethane 815.89
    n-pentyl acetate 281.15
    transcutol 907.59
    n-heptanol 272.15
    ethylbenzene 338.0
    MIBK 542.49
    2-propoxyethanol 828.5
    tert-butanol 2029.03
    MTBE 1351.91
    2-butoxyethanol 445.27
    propionic acid 857.07
    o-xylene 419.49
    formic acid 930.72
    diethyl ether 1097.57
    m-xylene 390.29
    p-xylene 496.99
    chlorobenzene 607.62
    dimethyl carbonate 389.35
    n-octane 35.16
    formamide 1253.02
    cyclopentanone 1131.74
    2-pentanone 865.77
    anisole 687.17
    cyclopentyl methyl ether 866.47
    gamma-butyrolactone 1425.75
    1-methoxy-2-propanol 1227.96
    pyridine 947.7
    3-pentanone 720.97
    furfural 1210.23
    n-dodecane 24.88
    diethylene glycol 694.47
    diisopropyl ether 383.03
    tert-amyl alcohol 1581.74
    acetylacetone 925.72
    n-hexadecane 28.48
    acetophenone 590.44
    methyl propionate 802.46
    isopentyl acetate 323.03
    trichloroethylene 2494.66
    n-nonanol 242.74
    cyclohexanol 873.04
    benzyl alcohol 551.66
    2-ethylhexanol 252.78
    isooctanol 228.2
    dipropyl ether 275.14
    1,2-dichlorobenzene 589.44
    ethyl lactate 269.61
    propylene carbonate 734.98
    n-methylformamide 1331.47
    2-pentanol 801.35
    n-pentane 146.01
    1-propoxy-2-propanol 459.3
    1-methoxy-2-propyl acetate 393.06
    2-(2-methoxypropoxy) propanol 332.61
    mesitylene 266.54
    ε-caprolactone 931.36
    p-cymene 152.32
    epichlorohydrin 1629.24
    1,1,1-trichloroethane 1802.38
    2-aminoethanol 744.01
    morpholine-4-carbaldehyde 1532.63
    sulfolane 1305.83
    2,2,4-trimethylpentane 109.35
    2-methyltetrahydrofuran 1381.69
    n-hexyl acetate 425.67
    isooctane 70.86
    2-(2-butoxyethoxy)ethanol 418.1
    sec-butyl acetate 377.78
    tert-butyl acetate 696.72
    decalin 110.09
    glycerin 627.89
    diglyme 892.41
    acrylic acid 729.41
    isopropyl myristate 155.05
    n-butyric acid 1009.85
    acetyl acetate 599.99
    di(2-ethylhexyl) phthalate 140.93
    ethyl propionate 489.58
    nitromethane 2300.77
    1,2-diethoxyethane 400.77
    benzonitrile 592.91
    trioctyl phosphate 113.71
    1-bromopropane 786.61
    gamma-valerolactone 1577.67
    n-decanol 165.06
    triethyl phosphate 169.23
    4-methyl-2-pentanol 414.09
    propionitrile 951.47
    vinylene carbonate 691.03
    1,1,2-trichlorotrifluoroethane 1275.36
    DMS 356.61
    cumene 252.2
    2-octanol 224.5
    2-hexanone 546.4
    octyl acetate 195.64
    limonene 207.92
    1,2-dimethoxyethane 1509.81
    ethyl orthosilicate 165.59
    tributyl phosphate 128.24
    diacetone alcohol 776.75
    N,N-dimethylaniline 518.73
    acrylonitrile 1092.92
    aniline 636.23
    1,3-propanediol 1025.98
    bromobenzene 607.53
    dibromomethane 1522.67
    1,1,2,2-tetrachloroethane 2096.63
    2-methyl-cyclohexyl acetate 259.36
    tetrabutyl urea 161.9
    diisobutyl methanol 169.02
    2-phenylethanol 397.32
    styrene 371.72
    dioctyl adipate 189.12
    dimethyl sulfate 659.15
    ethyl butyrate 302.63
    methyl lactate 403.82
    butyl lactate 210.24
    diethyl carbonate 208.9
    propanediol butyl ether 383.6
    triethyl orthoformate 212.61
    p-tert-butyltoluene 166.7
    methyl 4-tert-butylbenzoate 381.84
    morpholine 1970.32
    tert-butylamine 1236.55
    n-dodecanol 119.74
    dimethoxymethane 1169.43
    ethylene carbonate 616.0
    cyrene 431.23
    2-ethoxyethyl acetate 348.27
    2-ethylhexyl acetate 251.56
    1,2,4-trichlorobenzene 712.01
    4-methylpyridine 1083.15
    dibutyl ether 213.01
    2,6-dimethyl-4-heptanol 169.02
    DEF 1022.45
    dimethyl isosorbide 537.95
    tetrachloroethylene 1481.62
    eugenol 340.74
    triacetin 320.82
    span 80 271.0
    1,4-butanediol 469.92
    1,1-dichloroethane 1725.8
    2-methyl-1-pentanol 605.74
    methyl formate 1023.55
    2-methyl-1-butanol 846.77
    n-decane 45.89
    butyronitrile 928.9
    3,7-dimethyl-1-octanol 252.29
    1-chlorooctane 178.91
    1-chlorotetradecane 67.06
    n-nonane 45.78
    undecane 32.15
    tert-butylcyclohexane 121.36
    cyclooctane 65.17
    cyclopentanol 916.88
    tetrahydropyran 1355.72
    tert-amyl methyl ether 936.83
    2,5,8-trioxanonane 508.99
    1-hexene 397.83
    2-isopropoxyethanol 740.27
    2,2,2-trifluoroethanol 704.8
    methyl butyrate 643.83

    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