4,4-Dimethoxy-2-butanone

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  • Identifiers

    CAS number
    5436-21-5

    Molecular formula
    C6H12O3

    SMILES
    CC(=O)CC(OC)OC

    Safety labels

    Flammable
    Flammable

  • Odor profile

    Fragrance
    Sweet 67.68%
    Ethereal 63.59%
    Fruity 53.39%
    Herbal 43.4%
    Pungent 41.98%
    Nutty 38.97%
    Alcoholic 38.58%
    Green 36.3%
    Fresh 35.69%
    Earthy 34.37%

     

    Flavor
    Bitter 64.13%
    Musty 41.97%
    Ethereal 41.72%
    Nutty 40.82%
    Alcoholic 37.99%
    Ether 36.05%
    Fruity 34.42%
    Green 33.45%
    Sweet 32.44%
    Vegetable 31.55%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    -0.3

    pKa est.
    7.81 (neutral)

    Molecular weight
    132.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Melting point expt.

    • -83.00 °C. @ 760.00 mm Hg

    Boiling point

    • 178.00 °C. @ 760.00 mm Hg

    Flash point

    • 53.99 ˚C est.

    Solubility expt.

    • slightly

  • Synonyms

    • 4,4-Dimethoxy-2-butanone
    • 5436-21-5
    • 4,4-dimethoxybutan-2-one
    • Acetylacetaldehyde dimethyl acetal
    • 2-Butanone, 4,4-dimethoxy-
    • 1,1-Dimethoxy-3-butanone
    • Acetoacetaldehyde dimethyl acetal
    • 3-Oxobutyraldehyde dimethyl acetal
    • 4,4-Dimethoxybutanone
    • Formylacetone dimethyl acetal
    • Acetylacetaldehyddimethylacetal
    • 3-Ketobutyraldehyde dimethylacetal
    • Acetoacetaldehyde, 1-(dimethyl acetal)
    • 3-Oxobutanal dimethyl acetal
    • 3-Ketobutyraldehyde dimethyl acetal
    • FEMA No. 3381
    • beta-Oxobutyraldehyde dimethyl acetal
    • 3-oxobutanal, dimethyl acetal
    • NSC 21538
    • NSC 59721
    • Acetoacetaldehyde 1-(dimethyl acetal)
    • Acetylacetaldehyde dimethylacetal
    • EINECS 226-605-1
    • UNII-0IZ188B2ZA
    • 4,4-dimethoxy-butan-2-one
    • .beta.-Oxobutyraldehyde dimethyl acetal
    • 0IZ188B2ZA
    • AI3-22760
    • MFCD00008789
    • NSC-21538
    • NSC-59721
    • BUTANAL,2-OXO,DIMETHYL ACETAL
    • 3-Oxobutyraldehyde 1-(dimethylacetal)
    • DTXSID8052196
    • 3-Oxobutyraldehyde dimethylacetal
    • Acetoacetaldehyde, 1-(dimethyl acetal) (6CI,7CI,8CI)
    • OXOBUTANAL DIMETHYL ACETAL, 3-
    • 2-Butanone,4-dimethoxy-
    • 3-OXOBUTANAL, DIMETHYL ACETAL [FHFI]
    • 3-OXOBUTYRALDEHYDE 1-(DIMETHYL ACETAL)
    • 4,4Dimethoxybutanone
    • 1,1Dimethoxy3butanone
    • 2Butanone, 4,4dimethoxy
    • 3Oxobutanal dimethyl acetal
    • 4,4-Dimethxoy-2-butanone
    • 4,4,-dimethoxy-2-butanone
    • SCHEMBL122205
    • 1-acetyl-2,2-dimethoxyethane
    • 3Ketobutyraldehyde dimethylacetal
    • acetylacetoaldehyde-dimethylacetal
    • DTXCID3030767
    • 3Oxobutyraldehyde dimethyl acetal
    • acetyl acetaldehyde dimethylacetal
    • FEMA 3381
    • 3Ketobutyraldehyde dimethyl acetal
    • CHEBI:173539
    • 4,4-Dimethoxy-2-butanone, 9CI
    • betaOxobutyraldehyde dimethyl acetal
    • acetyl acetoaldehyde dimethyl acetal
    • HY-Y0035
    • NSC21538
    • NSC59721
    • Acetoacetaldehyde 1(dimethyl acetal)
    • BBL011444
    • STL146555
    • beta -oxobutyraldehyde dimethyl acetal
    • AKOS000119879
    • AC-5732
    • FS-4100
    • PD158439
    • DB-028636
    • CS-0008327
    • D1157
    • NS00020662
    • EN300-19628
    • D72464
    • 4,4-Dimethoxy-2-butanone, technical grade, >=90%
    • Q27236836
    • F0001-1430

  • Applications

    4,4-Dimethoxy-2-butanone (CAS 5436-21-5) is mainly used as a reactive intermediate in organic synthesis, functioning as a building block for the preparation of more complex carbonyl-containing compounds. It also serves as a ketal protecting group for carbonyls in multi-step pharmaceutical and fine-chemical syntheses, enabling selective transformations under acidic conditions. Additionally, it can act as a precursor to other acetals and related derivatives, broadening routes for masked carbonyl chemistry. In research and development settings, it is often encountered as a model substrate for acetals chemistry and for evaluating methods involving dimethoxy ketals.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 858.8
    methanol 1468.66
    isopropanol 844.51
    water 142.2
    ethyl acetate 418.75
    n-propanol 587.62
    acetone 713.7
    n-butanol 432.39
    acetonitrile 711.27
    DMF 1390.69
    toluene 126.74
    isobutanol 440.2
    1,4-dioxane 700.73
    methyl acetate 595.15
    THF 635.63
    2-butanone 463.01
    n-pentanol 214.25
    sec-butanol 589.89
    n-hexane 44.52
    ethylene glycol 604.55
    NMP 881.17
    cyclohexane 65.6
    DMSO 862.19
    n-butyl acetate 93.03
    n-octanol 114.58
    chloroform 1292.74
    n-propyl acetate 132.57
    acetic acid 1062.72
    dichloromethane 1022.28
    cyclohexanone 433.0
    propylene glycol 648.94
    isopropyl acetate 188.4
    DMAc 1293.66
    2-ethoxyethanol 471.83
    isopentanol 274.65
    n-heptane 26.29
    ethyl formate 341.06
    1,2-dichloroethane 468.33
    n-hexanol 182.61
    2-methoxyethanol 1217.16
    isobutyl acetate 82.76
    tetrachloromethane 270.98
    n-pentyl acetate 86.43
    transcutol 436.12
    n-heptanol 85.12
    ethylbenzene 66.18
    MIBK 151.72
    2-propoxyethanol 346.6
    tert-butanol 784.77
    MTBE 363.47
    2-butoxyethanol 157.63
    propionic acid 668.47
    o-xylene 122.3
    formic acid 682.65
    diethyl ether 345.22
    m-xylene 98.48
    p-xylene 97.41
    chlorobenzene 180.87
    dimethyl carbonate 175.31
    n-octane 12.43
    formamide 538.45
    cyclopentanone 524.36
    2-pentanone 310.56
    anisole 171.51
    cyclopentyl methyl ether 303.45
    gamma-butyrolactone 625.08
    1-methoxy-2-propanol 757.82
    pyridine 372.22
    3-pentanone 266.46
    furfural 598.05
    n-dodecane 12.75
    diethylene glycol 432.65
    diisopropyl ether 77.99
    tert-amyl alcohol 547.13
    acetylacetone 342.79
    n-hexadecane 13.97
    acetophenone 168.89
    methyl propionate 399.96
    isopentyl acetate 87.42
    trichloroethylene 920.29
    n-nonanol 95.15
    cyclohexanol 407.9
    benzyl alcohol 183.02
    2-ethylhexanol 91.53
    isooctanol 68.79
    dipropyl ether 95.44
    1,2-dichlorobenzene 191.09
    ethyl lactate 152.64
    propylene carbonate 330.57
    n-methylformamide 747.06
    2-pentanol 291.32
    n-pentane 54.0
    1-propoxy-2-propanol 211.3
    1-methoxy-2-propyl acetate 152.64
    2-(2-methoxypropoxy) propanol 171.49
    mesitylene 64.03
    ε-caprolactone 369.3
    p-cymene 50.84
    epichlorohydrin 593.78
    1,1,1-trichloroethane 615.91
    2-aminoethanol 697.14
    morpholine-4-carbaldehyde 789.78
    sulfolane 658.93
    2,2,4-trimethylpentane 33.1
    2-methyltetrahydrofuran 476.73
    n-hexyl acetate 156.21
    isooctane 17.62
    2-(2-butoxyethoxy)ethanol 183.88
    sec-butyl acetate 96.41
    tert-butyl acetate 172.51
    decalin 30.97
    glycerin 803.6
    diglyme 371.03
    acrylic acid 630.82
    isopropyl myristate 60.55
    n-butyric acid 503.87
    acetyl acetate 269.87
    di(2-ethylhexyl) phthalate 72.34
    ethyl propionate 162.4
    nitromethane 1248.47
    1,2-diethoxyethane 120.42
    benzonitrile 208.91
    trioctyl phosphate 51.5
    1-bromopropane 276.71
    gamma-valerolactone 659.81
    n-decanol 68.8
    triethyl phosphate 78.45
    4-methyl-2-pentanol 122.73
    propionitrile 399.99
    vinylene carbonate 326.27
    1,1,2-trichlorotrifluoroethane 776.24
    DMS 149.17
    cumene 56.24
    2-octanol 70.73
    2-hexanone 134.64
    octyl acetate 82.95
    limonene 78.3
    1,2-dimethoxyethane 574.77
    ethyl orthosilicate 73.13
    tributyl phosphate 61.04
    diacetone alcohol 293.0
    N,N-dimethylaniline 148.01
    acrylonitrile 522.17
    aniline 251.13
    1,3-propanediol 688.38
    bromobenzene 168.84
    dibromomethane 632.84
    1,1,2,2-tetrachloroethane 845.49
    2-methyl-cyclohexyl acetate 91.05
    tetrabutyl urea 85.27
    diisobutyl methanol 61.02
    2-phenylethanol 127.12
    styrene 81.27
    dioctyl adipate 95.13
    dimethyl sulfate 336.82
    ethyl butyrate 95.19
    methyl lactate 345.32
    butyl lactate 95.15
    diethyl carbonate 78.55
    propanediol butyl ether 182.27
    triethyl orthoformate 81.36
    p-tert-butyltoluene 54.44
    methyl 4-tert-butylbenzoate 159.41
    morpholine 788.59
    tert-butylamine 406.07
    n-dodecanol 54.7
    dimethoxymethane 541.39
    ethylene carbonate 255.91
    cyrene 209.35
    2-ethoxyethyl acetate 121.32
    2-ethylhexyl acetate 69.38
    1,2,4-trichlorobenzene 247.27
    4-methylpyridine 372.61
    dibutyl ether 80.66
    2,6-dimethyl-4-heptanol 61.02
    DEF 504.68
    dimethyl isosorbide 228.01
    tetrachloroethylene 553.73
    eugenol 152.28
    triacetin 183.27
    span 80 151.95
    1,4-butanediol 257.64
    1,1-dichloroethane 656.2
    2-methyl-1-pentanol 153.53
    methyl formate 554.58
    2-methyl-1-butanol 315.44
    n-decane 20.83
    butyronitrile 328.24
    3,7-dimethyl-1-octanol 102.33
    1-chlorooctane 69.35
    1-chlorotetradecane 30.89
    n-nonane 21.1
    undecane 15.45
    tert-butylcyclohexane 32.92
    cyclooctane 22.2
    cyclopentanol 496.24
    tetrahydropyran 429.58
    tert-amyl methyl ether 274.59
    2,5,8-trioxanonane 256.14
    1-hexene 104.75
    2-isopropoxyethanol 269.84
    2,2,2-trifluoroethanol 507.28
    methyl butyrate 215.85

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
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Rinse-off products applied to the hair with some hand contact
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Category 2
Products applied to the axillae
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Leave-on products applied to the hair with some hand contact
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Category 3
Products applied to the face/body using fingertips
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Products with significant anogenital exposure
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Category 4
Products related to fine fragrance
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Products with body and hand exposure, primarily rinse off
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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
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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
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