2-Phenylpropionaldehyde oxime

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  • Identifiers

    CAS number
    59647-78-8

    Molecular formula
    C9H11NO

    SMILES
    CC(/C=N/O)C1=CC=CC=C1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Green 83.3%
    Floral 44.93%
    Leafy 41.58%
    Vegetable 34.62%
    Fresh 33.6%
    Cortex 32.33%
    Herbal 28.92%
    Hyacinth 28.3%
    Spicy 28.18%
    Earthy 27.13%

     

    Flavor
    Green 67.39%
    Floral 37.84%
    Bitter 35.13%
    Fresh 29.88%
    Leaf 25.84%
    Sweet 25.66%
    Oily 25.2%
    Cocoa 25.11%
    Hyacinth 25.04%
    Tropical 22.52%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    7.88 (neutral)

    Molecular weight
    149.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    265°C

    Flash point

    • 125.15 ˚C est.

  • Synonyms

    • 2-Phenylpropionaldehyde oxime
    • 59647-78-8
    • EINECS 261-839-8
    • AI3-13013
    • NSC 67342
    • RefChem:265389
    • 261-839-8
    • (NE)-N-(2-phenylpropylidene)hydroxylamine
    • 2-Methyl-2-phenylacetaldehyde oxime
    • 2-Phenylpropionaldoxime
    • (e)-2-phenylpropionaldoxime
    • SCHEMBL2912522
    • 1-(hydroxyimino)-2-phenylpropane
    • NSC67342
    • NSC-67342
    • AKOS006243389
    • AKOS040749928
    • Benzeneacetaldehyde, alpha-methyl-, oxime
    • NS00056610
    • ST50549507
    • 59647-78-8

  • Applications

    2-Phenylpropionaldehyde oxime is primarily used as an intermediate in organic synthesis; it can serve as a protecting group for the corresponding aldehyde in multi-step routes to amines, amides, or other carbonyl-derived products, via oxime formation and subsequent transformations. It can undergo Beckmann rearrangement to afford 2-phenylpropionamide, a commonly used building block in pharmaceutical and agrochemical synthesis. It can be dehydrated to give nitrile derivatives, enabling access to nitrile-containing compounds and heterocycles. In fragrance chemistry, it may serve as a precursor to aroma compounds leveraging the phenylpropyl framework. It also functions as a versatile synthetic building block in research and development for the formation of various amide, nitrile, or related derivatives.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 879.02
    methanol 884.52
    isopropanol 522.18
    water 0.87
    ethyl acetate 1037.87
    n-propanol 725.27
    acetone 1945.94
    n-butanol 458.0
    acetonitrile 962.33
    DMF 2181.71
    toluene 262.73
    isobutanol 425.07
    1,4-dioxane 1132.9
    methyl acetate 947.28
    THF 1612.64
    2-butanone 1300.38
    n-pentanol 297.58
    sec-butanol 388.06
    n-hexane 21.66
    ethylene glycol 201.19
    NMP 1873.53
    cyclohexane 19.36
    DMSO 4624.16
    n-butyl acetate 462.16
    n-octanol 93.53
    chloroform 1189.73
    n-propyl acetate 427.51
    acetic acid 626.71
    dichloromethane 1694.67
    cyclohexanone 1311.37
    propylene glycol 228.73
    isopropyl acetate 387.02
    DMAc 889.99
    2-ethoxyethanol 531.06
    isopentanol 353.67
    n-heptane 13.12
    ethyl formate 522.87
    1,2-dichloroethane 1731.82
    n-hexanol 335.17
    2-methoxyethanol 1062.33
    isobutyl acetate 200.08
    tetrachloromethane 156.1
    n-pentyl acetate 172.53
    transcutol 2431.26
    n-heptanol 110.77
    ethylbenzene 124.78
    MIBK 369.57
    2-propoxyethanol 617.19
    tert-butanol 555.58
    MTBE 418.42
    2-butoxyethanol 258.94
    propionic acid 712.52
    o-xylene 153.15
    formic acid 269.46
    diethyl ether 518.64
    m-xylene 197.27
    p-xylene 134.36
    chlorobenzene 509.42
    dimethyl carbonate 324.83
    n-octane 4.85
    formamide 777.09
    cyclopentanone 2239.59
    2-pentanone 979.89
    anisole 368.38
    cyclopentyl methyl ether 799.36
    gamma-butyrolactone 2482.86
    1-methoxy-2-propanol 724.34
    pyridine 933.28
    3-pentanone 652.04
    furfural 1190.34
    n-dodecane 3.87
    diethylene glycol 437.51
    diisopropyl ether 103.86
    tert-amyl alcohol 369.51
    acetylacetone 854.58
    n-hexadecane 4.63
    acetophenone 319.97
    methyl propionate 982.36
    isopentyl acetate 346.44
    trichloroethylene 2844.23
    n-nonanol 79.22
    cyclohexanol 340.8
    benzyl alcohol 262.64
    2-ethylhexanol 152.2
    isooctanol 87.8
    dipropyl ether 214.87
    1,2-dichlorobenzene 421.15
    ethyl lactate 152.37
    propylene carbonate 786.62
    n-methylformamide 1584.54
    2-pentanol 270.2
    n-pentane 13.93
    1-propoxy-2-propanol 413.32
    1-methoxy-2-propyl acetate 428.51
    2-(2-methoxypropoxy) propanol 226.23
    mesitylene 101.12
    ε-caprolactone 955.06
    p-cymene 63.99
    epichlorohydrin 2750.0
    1,1,1-trichloroethane 956.01
    2-aminoethanol 415.0
    morpholine-4-carbaldehyde 1179.09
    sulfolane 2822.99
    2,2,4-trimethylpentane 11.49
    2-methyltetrahydrofuran 1387.31
    n-hexyl acetate 269.08
    isooctane 11.54
    2-(2-butoxyethoxy)ethanol 420.91
    sec-butyl acetate 220.72
    tert-butyl acetate 397.64
    decalin 19.08
    glycerin 286.99
    diglyme 810.09
    acrylic acid 568.43
    isopropyl myristate 75.03
    n-butyric acid 715.35
    acetyl acetate 316.93
    di(2-ethylhexyl) phthalate 78.12
    ethyl propionate 383.19
    nitromethane 2089.61
    1,2-diethoxyethane 490.65
    benzonitrile 397.62
    trioctyl phosphate 61.74
    1-bromopropane 539.23
    gamma-valerolactone 1969.59
    n-decanol 58.86
    triethyl phosphate 98.44
    4-methyl-2-pentanol 138.76
    propionitrile 659.97
    vinylene carbonate 576.9
    1,1,2-trichlorotrifluoroethane 983.35
    DMS 283.7
    cumene 76.56
    2-octanol 63.09
    2-hexanone 433.93
    octyl acetate 105.94
    limonene 98.26
    1,2-dimethoxyethane 738.04
    ethyl orthosilicate 92.45
    tributyl phosphate 85.2
    diacetone alcohol 521.25
    N,N-dimethylaniline 184.8
    acrylonitrile 912.84
    aniline 454.62
    1,3-propanediol 519.77
    bromobenzene 478.25
    dibromomethane 937.45
    1,1,2,2-tetrachloroethane 1799.15
    2-methyl-cyclohexyl acetate 175.93
    tetrabutyl urea 107.86
    diisobutyl methanol 80.45
    2-phenylethanol 241.47
    styrene 163.78
    dioctyl adipate 121.84
    dimethyl sulfate 625.93
    ethyl butyrate 273.72
    methyl lactate 305.18
    butyl lactate 159.43
    diethyl carbonate 154.96
    propanediol butyl ether 272.96
    triethyl orthoformate 144.18
    p-tert-butyltoluene 60.2
    methyl 4-tert-butylbenzoate 185.06
    morpholine 1541.13
    tert-butylamine 266.3
    n-dodecanol 42.34
    dimethoxymethane 996.16
    ethylene carbonate 477.69
    cyrene 245.96
    2-ethoxyethyl acetate 317.59
    2-ethylhexyl acetate 238.97
    1,2,4-trichlorobenzene 516.06
    4-methylpyridine 901.23
    dibutyl ether 135.4
    2,6-dimethyl-4-heptanol 80.45
    DEF 936.31
    dimethyl isosorbide 448.49
    tetrachloroethylene 1026.78
    eugenol 195.46
    triacetin 225.95
    span 80 190.23
    1,4-butanediol 185.27
    1,1-dichloroethane 1297.34
    2-methyl-1-pentanol 233.4
    methyl formate 988.38
    2-methyl-1-butanol 333.91
    n-decane 6.7
    butyronitrile 476.5
    3,7-dimethyl-1-octanol 104.96
    1-chlorooctane 62.54
    1-chlorotetradecane 19.29
    n-nonane 6.24
    undecane 5.07
    tert-butylcyclohexane 19.46
    cyclooctane 7.91
    cyclopentanol 552.39
    tetrahydropyran 1028.07
    tert-amyl methyl ether 276.09
    2,5,8-trioxanonane 420.68
    1-hexene 133.84
    2-isopropoxyethanol 344.0
    2,2,2-trifluoroethanol 256.56
    methyl butyrate 514.31

    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