tert-Butyl acetoacetate

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  • Identifiers

    CAS number
    1694-31-1

    Molecular formula
    C8H14O3

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

    Safety labels

    Flammable
    Flammable

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 93.37%
    Apple 49.14%
    Caramellic 39.14%
    Winey 38.36%
    Fermented 34.75%
    Ethereal 34.0%
    Sweet 33.78%
    Green 33.19%
    Brandy 33.03%
    Berry 30.89%

     

    Flavor
    Fruity 63.13%
    Sweet 50.72%
    Green 42.72%
    Tropical 35.18%
    Citrus 31.69%
    Apple 30.75%
    Banana 29.87%
    Herbal 27.97%
    Sharp 27.66%
    Fresh 27.33%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    7.66 (neutral)

    Molecular weight
    158.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    187°C

    Flash point

    • 70.32 ˚C est.

  • Synonyms

    • tert-butyl acetoacetate
    • 1694-31-1
    • tert-Butyl 3-oxobutanoate
    • t-Butyl acetoacetate
    • Acetoacetic acid, tert-butyl ester
    • Butanoic acid, 3-oxo-, 1,1-dimethylethyl ester
    • tert-Butyl 3-oxobutyrate
    • Acetoacetic Acid tert-Butyl Ester
    • tert-Butyl Oxobutyrate
    • MFCD00008811
    • Butyl acetoacetate, tert-
    • UNII-1D3DOS61GX
    • t-butylacetoacetate
    • 1D3DOS61GX
    • 1,1-dimethylethyl acetoacetate
    • TBAA
    • tert-butylacetoacetate
    • DTXSID4044402
    • ter'-Butylacetoacetate
    • EINECS 216-904-5
    • NSC-42869
    • DTXCID2024402
    • TERT-BUTYL ACETYLACETONATE
    • EC 216-904-5
    • NSC 42869
    • Eastman TBAA
    • tbutyl acetoacetate
    • t-butyl acetoaceate
    • tertbutylacetoacetate
    • t-Butyl-3-oxobutyrate
    • tert.-butyl acetoacetate
    • tert-Butyl-3-oxobutyrate
    • acetoacetate t-butyl ester
    • tertiary butyl acetoacetate
    • acetoacetic tert-butyl ester
    • SCHEMBL82881
    • tert-Butyl 3-oxobutanoate #
    • 1,1Dimethylethyl 3oxobutanoate
    • T-BUTYL 3-OXOBUTANOATE
    • CHEMBL3187029
    • acetoacetic acid tert.butyl ester
    • acetoacetic acid-tert. butylester
    • 1,1-dimethylethyl 3-oxobutanoate
    • 3-oxobutyric acid tert-butyl ester
    • NSC42869
    • 3-oxo-butyric acid tert-butyl ester
    • Tox21_302057
    • AKOS000119489
    • DS-3420
    • FB01780
    • NCGC00255936-01
    • CAS-1694-31-1
    • DB-064737
    • A0816
    • Butanoic acid, 3oxo, 1,1dimethylethyl ester
    • CS-0006847
    • NS00001032
    • tert-Butyl acetoacetate, reagent grade, 97%
    • tert-Butyl acetoacetate, reagent grade, 98%
    • EN300-20336
    • D70417
    • doi:10.14272/JKUYRAMKJLMYLO-UHFFFAOYSA-N.1
    • Q27252262
    • F0001-0773
    • tert-Butyl acetoacetate, Vetec(TM) reagent grade, 97%
    • tert-Butyl acetoacetate, Lonza quality, >=98.0% (w/w) (GC)
    • tert-Butyl acetoacetate, produced by Wacker Chemie AG, Burghausen, Germany, >=98.0% (GC)
    • 216-904-5
    • 230-356-4

  • Applications

    tert-Butyl acetoacetate is a beta-keto ester used as a versatile building block in organic synthesis. Common applications include: (1) an intermediate for beta-keto esters and related heterocyclic derivatives; (2) a protected acetoacetate/enolate donor that enables alkylation at the methylene position and can be deprotected to furnish acetoacetate derivatives; (3) a precursor in the synthesis of pharmaceutical and agrochemical intermediates; (4) a convenient starting material for constructing diverse carbonyl-containing frameworks in medicinal chemistry and related fields.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 716.77
    methanol 1204.35
    isopropanol 529.84
    water 176.94
    ethyl acetate 535.24
    n-propanol 462.28
    acetone 714.41
    n-butanol 379.84
    acetonitrile 632.06
    DMF 1225.06
    toluene 188.53
    isobutanol 314.94
    1,4-dioxane 1112.8
    methyl acetate 584.47
    THF 1387.62
    2-butanone 363.9
    n-pentanol 226.48
    sec-butanol 376.36
    n-hexane 89.83
    ethylene glycol 365.46
    NMP 1464.7
    cyclohexane 149.77
    DMSO 505.07
    n-butyl acetate 241.69
    n-octanol 277.11
    chloroform 1034.89
    n-propyl acetate 269.26
    acetic acid 1459.28
    dichloromethane 735.37
    cyclohexanone 634.16
    propylene glycol 487.46
    isopropyl acetate 318.04
    DMAc 1136.46
    2-ethoxyethanol 387.74
    isopentanol 245.34
    n-heptane 65.91
    ethyl formate 545.67
    1,2-dichloroethane 320.62
    n-hexanol 343.34
    2-methoxyethanol 960.55
    isobutyl acetate 167.09
    tetrachloromethane 159.35
    n-pentyl acetate 187.57
    transcutol 986.6
    n-heptanol 158.6
    ethylbenzene 132.24
    MIBK 211.78
    2-propoxyethanol 637.03
    tert-butanol 565.62
    MTBE 277.8
    2-butoxyethanol 280.42
    propionic acid 739.61
    o-xylene 178.21
    formic acid 781.16
    diethyl ether 319.33
    m-xylene 158.95
    p-xylene 188.0
    chlorobenzene 240.83
    dimethyl carbonate 393.2
    n-octane 30.3
    formamide 577.57
    cyclopentanone 701.23
    2-pentanone 315.57
    anisole 298.51
    cyclopentyl methyl ether 569.03
    gamma-butyrolactone 1203.32
    1-methoxy-2-propanol 679.78
    pyridine 462.02
    3-pentanone 266.46
    furfural 1021.89
    n-dodecane 33.04
    diethylene glycol 577.78
    diisopropyl ether 111.69
    tert-amyl alcohol 407.79
    acetylacetone 565.36
    n-hexadecane 34.98
    acetophenone 296.95
    methyl propionate 508.79
    isopentyl acetate 194.56
    trichloroethylene 628.74
    n-nonanol 237.95
    cyclohexanol 489.71
    benzyl alcohol 267.24
    2-ethylhexanol 181.37
    isooctanol 121.44
    dipropyl ether 213.35
    1,2-dichlorobenzene 244.57
    ethyl lactate 270.99
    propylene carbonate 847.95
    n-methylformamide 731.65
    2-pentanol 243.76
    n-pentane 78.75
    1-propoxy-2-propanol 391.53
    1-methoxy-2-propyl acetate 392.74
    2-(2-methoxypropoxy) propanol 406.44
    mesitylene 113.0
    ε-caprolactone 723.28
    p-cymene 91.68
    epichlorohydrin 728.04
    1,1,1-trichloroethane 428.06
    2-aminoethanol 516.19
    morpholine-4-carbaldehyde 1416.21
    sulfolane 917.54
    2,2,4-trimethylpentane 40.08
    2-methyltetrahydrofuran 717.72
    n-hexyl acetate 387.99
    isooctane 27.18
    2-(2-butoxyethoxy)ethanol 503.59
    sec-butyl acetate 180.35
    tert-butyl acetate 317.12
    decalin 63.53
    glycerin 638.91
    diglyme 693.18
    acrylic acid 696.08
    isopropyl myristate 168.87
    n-butyric acid 704.55
    acetyl acetate 538.29
    di(2-ethylhexyl) phthalate 185.34
    ethyl propionate 335.7
    nitromethane 1427.03
    1,2-diethoxyethane 261.15
    benzonitrile 316.81
    trioctyl phosphate 134.88
    1-bromopropane 201.47
    gamma-valerolactone 1181.84
    n-decanol 177.33
    triethyl phosphate 151.08
    4-methyl-2-pentanol 143.71
    propionitrile 369.57
    vinylene carbonate 792.6
    1,1,2-trichlorotrifluoroethane 784.83
    DMS 407.83
    cumene 98.17
    2-octanol 132.25
    2-hexanone 203.56
    octyl acetate 239.8
    limonene 132.56
    1,2-dimethoxyethane 668.73
    ethyl orthosilicate 139.57
    tributyl phosphate 166.99
    diacetone alcohol 427.3
    N,N-dimethylaniline 243.7
    acrylonitrile 470.88
    aniline 294.43
    1,3-propanediol 518.79
    bromobenzene 193.67
    dibromomethane 460.56
    1,1,2,2-tetrachloroethane 573.34
    2-methyl-cyclohexyl acetate 216.03
    tetrabutyl urea 239.44
    diisobutyl methanol 102.87
    2-phenylethanol 279.62
    styrene 142.27
    dioctyl adipate 275.28
    dimethyl sulfate 464.27
    ethyl butyrate 254.68
    methyl lactate 453.57
    butyl lactate 222.16
    diethyl carbonate 224.39
    propanediol butyl ether 404.24
    triethyl orthoformate 192.54
    p-tert-butyltoluene 100.81
    methyl 4-tert-butylbenzoate 352.09
    morpholine 1081.89
    tert-butylamine 350.41
    n-dodecanol 138.7
    dimethoxymethane 764.3
    ethylene carbonate 659.28
    cyrene 426.44
    2-ethoxyethyl acetate 277.24
    2-ethylhexyl acetate 157.38
    1,2,4-trichlorobenzene 313.56
    4-methylpyridine 511.58
    dibutyl ether 216.97
    2,6-dimethyl-4-heptanol 102.87
    DEF 514.41
    dimethyl isosorbide 635.2
    tetrachloroethylene 371.46
    eugenol 341.99
    triacetin 487.18
    span 80 442.83
    1,4-butanediol 232.36
    1,1-dichloroethane 403.64
    2-methyl-1-pentanol 171.78
    methyl formate 746.83
    2-methyl-1-butanol 260.31
    n-decane 51.61
    butyronitrile 327.05
    3,7-dimethyl-1-octanol 208.37
    1-chlorooctane 142.19
    1-chlorotetradecane 68.5
    n-nonane 52.1
    undecane 39.76
    tert-butylcyclohexane 58.81
    cyclooctane 54.2
    cyclopentanol 584.77
    tetrahydropyran 701.51
    tert-amyl methyl ether 251.61
    2,5,8-trioxanonane 599.95
    1-hexene 156.83
    2-isopropoxyethanol 255.43
    2,2,2-trifluoroethanol 597.23
    methyl butyrate 397.94

    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