N-butan-2-ylidenehydroxylamine

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  • Identifiers

    CAS number
    96-29-7

    Molecular formula
    C4H9NO

    SMILES
    CCC(=NO)C

  • Odor profile

    Fragrance
    Green 53.87%
    Ethereal 48.79%
    Pungent 41.73%
    Fermented 40.16%
    Alcoholic 35.86%
    Fruity 33.96%
    Vegetable 32.25%
    Nutty 30.4%
    Cocoa 30.34%
    Fresh 29.82%

     

    Flavor
    Green 39.52%
    Pungent 34.72%
    Fruity 33.86%
    Ethereal 32.12%
    Vegetable 31.68%
    Nutty 30.41%
    Fishy 27.99%
    Earthy 27.25%
    Potato 26.77%
    Oily 25.9%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    8.49 (weak base)

    Molecular weight
    87.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    149°C

    Flash point

    • 55.04 ˚C est.

  • Synonyms

    • 2-BUTANONE OXIME
    • Methyl ethyl ketoxime
    • 96-29-7
    • 2-Butanone, oxime
    • Butanone oxime
    • Ethyl methyl ketoxime
    • Methylethylketoxime
    • 2-Butanoneoxime
    • methylethyl ketoxime
    • Pentan-2-one,oxime
    • Butan-2-one, oxime
    • Skino No. 2
    • N-butan-2-ylidenehydroxylamine
    • SKINO 2
    • DTXSID1021821
    • ethylmethyl-ketoxime
    • methylethylketone oxime
    • CHEMBL3181847
    • N-(butan-2-ylidene)hydroxylamine
    • AKOS017263158
    • DB-302901
    • B0688
    • NS00077176

  • Applications

    N-butan-2-ylidenehydroxylamine (CAS 96-29-7) is primarily used as an organic synthesis intermediate. It serves as a precursor for the preparation of N-alkylidene oximes and related imine derivatives, enabling further transformations such as cycloadditions and rearrangements in small-molecule synthesis. It is sometimes employed as a reactive building block in polymer and coatings chemistry to introduce N-alkylidene functionality into macromolecular systems. In pharmaceutical and agrochemical R&D, it can function as a versatile starting material for library generation and target-oriented synthesis, where its N-alkylidene-hydroxylamine moiety participates in subsequent functionalizations. In laboratory contexts, it is used as a reagent to probe reaction mechanisms and as a selective intermediate for the preparation of protected-hydroxylamine derivatives, under appropriate safety and handling conditions, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 146.71
    methanol 245.08
    isopropanol 81.42
    water 14.04
    ethyl acetate 29.66
    n-propanol 94.86
    acetone 50.84
    n-butanol 88.96
    acetonitrile 67.58
    DMF 77.61
    toluene 11.56
    isobutanol 76.94
    1,4-dioxane 77.02
    methyl acetate 40.67
    THF 114.61
    2-butanone 50.83
    n-pentanol 78.0
    sec-butanol 76.68
    n-hexane 8.48
    ethylene glycol 44.12
    NMP 131.7
    cyclohexane 5.12
    DMSO 124.44
    n-butyl acetate 51.22
    n-octanol 40.32
    chloroform 159.57
    n-propyl acetate 30.85
    acetic acid 198.54
    dichloromethane 130.28
    cyclohexanone 91.74
    propylene glycol 44.97
    isopropyl acetate 22.17
    DMAc 78.52
    2-ethoxyethanol 83.73
    isopentanol 82.15
    n-heptane 5.27
    ethyl formate 42.52
    1,2-dichloroethane 65.85
    n-hexanol 69.01
    2-methoxyethanol 117.33
    isobutyl acetate 23.43
    tetrachloromethane 41.73
    n-pentyl acetate 47.31
    transcutol 333.77
    n-heptanol 44.11
    ethylbenzene 12.84
    MIBK 31.12
    2-propoxyethanol 88.61
    tert-butanol 93.31
    MTBE 43.3
    2-butoxyethanol 77.67
    propionic acid 94.37
    o-xylene 17.59
    formic acid 143.88
    diethyl ether 29.26
    m-xylene 13.14
    p-xylene 24.23
    chlorobenzene 37.44
    dimethyl carbonate 8.97
    n-octane 3.24
    formamide 132.26
    cyclopentanone 112.74
    2-pentanone 36.57
    anisole 31.81
    cyclopentyl methyl ether 41.5
    gamma-butyrolactone 133.96
    1-methoxy-2-propanol 66.85
    pyridine 67.95
    3-pentanone 25.59
    furfural 147.58
    n-dodecane 2.7
    diethylene glycol 77.31
    diisopropyl ether 11.49
    tert-amyl alcohol 91.18
    acetylacetone 38.42
    n-hexadecane 2.91
    acetophenone 41.02
    methyl propionate 24.02
    isopentyl acetate 52.29
    trichloroethylene 150.34
    n-nonanol 35.64
    cyclohexanol 56.13
    benzyl alcohol 44.31
    2-ethylhexanol 46.48
    isooctanol 38.28
    dipropyl ether 20.96
    1,2-dichlorobenzene 45.22
    ethyl lactate 21.88
    propylene carbonate 65.41
    n-methylformamide 75.01
    2-pentanol 49.18
    n-pentane 6.28
    1-propoxy-2-propanol 67.38
    1-methoxy-2-propyl acetate 39.93
    2-(2-methoxypropoxy) propanol 78.55
    mesitylene 11.17
    ε-caprolactone 90.39
    p-cymene 16.6
    epichlorohydrin 107.43
    1,1,1-trichloroethane 68.68
    2-aminoethanol 86.41
    morpholine-4-carbaldehyde 117.53
    sulfolane 169.42
    2,2,4-trimethylpentane 6.7
    2-methyltetrahydrofuran 93.43
    n-hexyl acetate 62.9
    isooctane 4.22
    2-(2-butoxyethoxy)ethanol 109.75
    sec-butyl acetate 21.47
    tert-butyl acetate 31.22
    decalin 6.0
    glycerin 68.05
    diglyme 148.81
    acrylic acid 91.29
    isopropyl myristate 22.84
    n-butyric acid 103.42
    acetyl acetate 25.48
    di(2-ethylhexyl) phthalate 33.66
    ethyl propionate 21.29
    nitromethane 148.01
    1,2-diethoxyethane 66.48
    benzonitrile 63.13
    trioctyl phosphate 23.78
    1-bromopropane 39.24
    gamma-valerolactone 145.22
    n-decanol 25.29
    triethyl phosphate 23.31
    4-methyl-2-pentanol 34.94
    propionitrile 46.91
    vinylene carbonate 62.41
    1,1,2-trichlorotrifluoroethane 115.9
    DMS 36.26
    cumene 15.79
    2-octanol 31.04
    2-hexanone 42.66
    octyl acetate 30.63
    limonene 22.82
    1,2-dimethoxyethane 86.8
    ethyl orthosilicate 23.83
    tributyl phosphate 32.47
    diacetone alcohol 55.7
    N,N-dimethylaniline 29.19
    acrylonitrile 64.61
    aniline 37.83
    1,3-propanediol 100.67
    bromobenzene 28.03
    dibromomethane 86.75
    1,1,2,2-tetrachloroethane 120.19
    2-methyl-cyclohexyl acetate 42.18
    tetrabutyl urea 35.38
    diisobutyl methanol 24.0
    2-phenylethanol 50.35
    styrene 14.57
    dioctyl adipate 38.2
    dimethyl sulfate 23.01
    ethyl butyrate 31.7
    methyl lactate 23.07
    butyl lactate 48.54
    diethyl carbonate 22.09
    propanediol butyl ether 81.25
    triethyl orthoformate 28.11
    p-tert-butyltoluene 14.69
    methyl 4-tert-butylbenzoate 51.19
    morpholine 91.95
    tert-butylamine 60.48
    n-dodecanol 18.42
    dimethoxymethane 30.57
    ethylene carbonate 43.8
    cyrene 64.48
    2-ethoxyethyl acetate 58.8
    2-ethylhexyl acetate 40.75
    1,2,4-trichlorobenzene 57.88
    4-methylpyridine 64.99
    dibutyl ether 35.21
    2,6-dimethyl-4-heptanol 24.0
    DEF 45.9
    dimethyl isosorbide 110.02
    tetrachloroethylene 102.01
    eugenol 60.59
    triacetin 56.56
    span 80 78.48
    1,4-butanediol 52.59
    1,1-dichloroethane 63.13
    2-methyl-1-pentanol 80.62
    methyl formate 44.24
    2-methyl-1-butanol 82.38
    n-decane 4.43
    butyronitrile 55.42
    3,7-dimethyl-1-octanol 42.43
    1-chlorooctane 19.9
    1-chlorotetradecane 7.8
    n-nonane 4.13
    undecane 3.34
    tert-butylcyclohexane 7.28
    cyclooctane 2.26
    cyclopentanol 72.32
    tetrahydropyran 59.16
    tert-amyl methyl ether 36.98
    2,5,8-trioxanonane 111.66
    1-hexene 26.01
    2-isopropoxyethanol 57.65
    2,2,2-trifluoroethanol 74.65
    methyl butyrate 36.57

    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