(2E,4E)-5-(4-hydroxy-3-methoxyphenyl)-1-(piperidin-1-yl)penta-2,4-dien-1-one

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  • Identifiers

    CAS number
    77795-15-4

    Molecular formula
    C17H21NO3

    SMILES
    COC1=C(C=CC(=C1)/C=C/C=C/C(=O)N2CCCCC2)O

    Safety labels

  • Odor profile

    Fragrance
    Spicy 56.5%
    Meaty 33.03%
    Savory 32.02%
    Roasted 30.45%
    Warm 25.73%
    Odorless 24.23%
    Herbal 22.58%
    Burnt 21.44%
    Cooked 20.84%
    Vanilla 20.02%

     

    Flavor
    Bitter 45.85%
    Odorless 23.03%
    Lovage 20.41%
    Nitrile 20.21%
    Basil 19.56%
    Ethyl benzoate 19.4%
    Leaves 19.31%
    Parsley 19.22%
    Orange flower 19.01%
    Oriental 18.98%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    8.88 (weak base)

    Molecular weight
    287.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    535°C

    Flash point

    • 206.67 ˚C est.

  • Synonyms

    • NSC244597
    • SCHEMBL4912827
    • CHEMBL4541178
    • DTXSID801140916
    • NSC-244597
    • (2E,4E)-5-(4-hydroxy-3-methoxyphenyl)-1-(piperidin-1-yl)penta-2,4-dien-1-one
    • 77795-15-4
    • 1-[(2E,4E)-5-(4-Hydroxy-3-methoxyphenyl)-1-oxo-2,4-pentadien-1-yl]piperidine
    • 77795-15-4

  • Applications

    (2E,4E)-5-(4-hydroxy-3-methoxyphenyl)-1-(piperidin-1-yl)penta-2,4-dien-1-one (CAS 77795-15-4) is typically used as a synthetic intermediate in pharmaceutical research and development, serving as a scaffold for chalcone-type compounds; it is also evaluated as an intermediate in the synthesis of agrochemicals. The enone-containing structure with a piperidine substituent provides a versatile building block for polymer and coating formulations, including adhesives and specialty plastics, where it can participate in crosslinking or be further functionalized. In addition, the compound is used in academic and industrial settings as a Michael-acceptor unit to explore reaction pathways and SAR in drug-like molecules.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 25.94
    methanol 32.28
    isopropanol 19.24
    water 0.05
    ethyl acetate 81.51
    n-propanol 26.43
    acetone 84.04
    n-butanol 25.52
    acetonitrile 54.88
    DMF 66.82
    toluene 53.92
    isobutanol 18.15
    1,4-dioxane 92.29
    methyl acetate 76.28
    THF 193.18
    2-butanone 90.31
    n-pentanol 23.88
    sec-butanol 28.93
    n-hexane 1.01
    ethylene glycol 7.87
    NMP 45.4
    cyclohexane 3.77
    DMSO 243.03
    n-butyl acetate 33.43
    n-octanol 7.35
    chloroform 319.75
    n-propyl acetate 42.11
    acetic acid 77.84
    dichloromethane 365.24
    cyclohexanone 108.86
    propylene glycol 16.99
    isopropyl acetate 37.87
    DMAc 138.32
    2-ethoxyethanol 70.8
    isopentanol 23.56
    n-heptane 1.04
    ethyl formate 44.56
    1,2-dichloroethane 229.06
    n-hexanol 18.48
    2-methoxyethanol 86.92
    isobutyl acetate 22.09
    tetrachloromethane 15.73
    n-pentyl acetate 20.28
    transcutol 212.57
    n-heptanol 10.95
    ethylbenzene 17.09
    MIBK 32.56
    2-propoxyethanol 51.67
    tert-butanol 31.72
    MTBE 25.86
    2-butoxyethanol 34.76
    propionic acid 42.72
    o-xylene 24.73
    formic acid 28.95
    diethyl ether 35.97
    m-xylene 21.67
    p-xylene 20.42
    chlorobenzene 59.9
    dimethyl carbonate 33.25
    n-octane 0.76
    formamide 69.41
    cyclopentanone 135.55
    2-pentanone 60.35
    anisole 37.48
    cyclopentyl methyl ether 46.84
    gamma-butyrolactone 135.05
    1-methoxy-2-propanol 59.47
    pyridine 125.32
    3-pentanone 54.64
    furfural 130.12
    n-dodecane 0.79
    diethylene glycol 50.12
    diisopropyl ether 7.94
    tert-amyl alcohol 31.58
    acetylacetone 78.64
    n-hexadecane 0.92
    acetophenone 47.51
    methyl propionate 60.14
    isopentyl acetate 30.4
    trichloroethylene 369.82
    n-nonanol 8.95
    cyclohexanol 34.39
    benzyl alcohol 43.38
    2-ethylhexanol 13.13
    isooctanol 10.82
    dipropyl ether 13.86
    1,2-dichlorobenzene 49.09
    ethyl lactate 29.07
    propylene carbonate 64.91
    n-methylformamide 42.73
    2-pentanol 18.93
    n-pentane 1.03
    1-propoxy-2-propanol 35.56
    1-methoxy-2-propyl acetate 45.94
    2-(2-methoxypropoxy) propanol 42.63
    mesitylene 10.91
    ε-caprolactone 80.7
    p-cymene 9.44
    epichlorohydrin 228.06
    1,1,1-trichloroethane 92.91
    2-aminoethanol 18.16
    morpholine-4-carbaldehyde 78.2
    sulfolane 155.39
    2,2,4-trimethylpentane 1.52
    2-methyltetrahydrofuran 77.04
    n-hexyl acetate 22.86
    isooctane 0.9
    2-(2-butoxyethoxy)ethanol 56.19
    sec-butyl acetate 27.65
    tert-butyl acetate 35.72
    decalin 2.32
    glycerin 29.61
    diglyme 110.75
    acrylic acid 43.21
    isopropyl myristate 11.38
    n-butyric acid 58.19
    acetyl acetate 48.74
    di(2-ethylhexyl) phthalate 16.85
    ethyl propionate 38.96
    nitromethane 147.13
    1,2-diethoxyethane 48.44
    benzonitrile 51.05
    trioctyl phosphate 10.45
    1-bromopropane 64.19
    gamma-valerolactone 138.04
    n-decanol 7.35
    triethyl phosphate 21.43
    4-methyl-2-pentanol 11.93
    propionitrile 47.61
    vinylene carbonate 65.14
    1,1,2-trichlorotrifluoroethane 124.99
    DMS 36.65
    cumene 10.48
    2-octanol 6.75
    2-hexanone 38.44
    octyl acetate 14.34
    limonene 11.99
    1,2-dimethoxyethane 95.12
    ethyl orthosilicate 19.16
    tributyl phosphate 14.27
    diacetone alcohol 46.79
    N,N-dimethylaniline 23.59
    acrylonitrile 65.81
    aniline 60.51
    1,3-propanediol 32.89
    bromobenzene 60.71
    dibromomethane 197.16
    1,1,2,2-tetrachloroethane 232.33
    2-methyl-cyclohexyl acetate 26.64
    tetrabutyl urea 19.01
    diisobutyl methanol 9.29
    2-phenylethanol 33.04
    styrene 22.69
    dioctyl adipate 22.98
    dimethyl sulfate 57.55
    ethyl butyrate 31.1
    methyl lactate 36.22
    butyl lactate 23.15
    diethyl carbonate 25.61
    propanediol butyl ether 27.0
    triethyl orthoformate 24.86
    p-tert-butyltoluene 8.39
    methyl 4-tert-butylbenzoate 34.73
    morpholine 105.19
    tert-butylamine 15.03
    n-dodecanol 6.01
    dimethoxymethane 75.89
    ethylene carbonate 53.27
    cyrene 46.57
    2-ethoxyethyl acetate 41.92
    2-ethylhexyl acetate 23.09
    1,2,4-trichlorobenzene 59.72
    4-methylpyridine 82.06
    dibutyl ether 12.62
    2,6-dimethyl-4-heptanol 9.29
    DEF 54.72
    dimethyl isosorbide 69.1
    tetrachloroethylene 129.21
    eugenol 37.41
    triacetin 39.47
    span 80 29.36
    1,4-butanediol 16.47
    1,1-dichloroethane 137.1
    2-methyl-1-pentanol 25.46
    methyl formate 41.45
    2-methyl-1-butanol 23.69
    n-decane 1.22
    butyronitrile 43.33
    3,7-dimethyl-1-octanol 10.58
    1-chlorooctane 5.96
    1-chlorotetradecane 3.08
    n-nonane 0.96
    undecane 0.96
    tert-butylcyclohexane 1.69
    cyclooctane 1.18
    cyclopentanol 28.38
    tetrahydropyran 87.45
    tert-amyl methyl ether 23.72
    2,5,8-trioxanonane 79.04
    1-hexene 6.63
    2-isopropoxyethanol 44.96
    2,2,2-trifluoroethanol 31.51
    methyl butyrate 49.15

    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