(E)-5-(4-hydroxy-3-methoxy-phenyl)-1-(1-piperidyl)pent-2-en-1-one

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  • Identifiers

    CAS number
    77795-17-6

    Molecular formula
    C17H23NO3

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

    Safety labels

  • Odor profile

    Fragrance
    Spicy 46.01%
    Savory 33.63%
    Meaty 32.97%
    Odorless 29.63%
    Roasted 29.3%
    Warm 23.5%
    Herbal 23.39%
    Cooling 20.53%
    Animal 20.28%
    Burnt 20.16%

     

    Flavor
    Bitter 37.41%
    Herbal 28.8%
    Spicy 23.74%
    Odorless 23.64%
    Lovage 20.92%
    Warm 20.48%
    Floral 20.21%
    Ethyl benzoate 20.11%
    Parsley 19.91%
    Valerian 19.85%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    8.9 (weak base)

    Molecular weight
    289.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    491°C

    Flash point

    • 191.9 ˚C est.

  • Synonyms

    • (E)-5-(4-hydroxy-3-methoxy-phenyl)-1-(1-piperidyl)pent-2-en-1-one
    • SCHEMBL4919721
    • CHEMBL2347637
    • DTXSID601163061
    • 77795-17-6
    • (2E)-5-(4-Hydroxy-3-methoxyphenyl)-1-(1-piperidinyl)-2-penten-1-one
    • (2E)-5-(4-Hydroxy-3-methoxyphenyl)-1-(piperidin-1-yl)pent-2-en-1-one
    • 77795-17-6

  • Applications

    This compound (E)-5-(4-hydroxy-3-methoxy-phenyl)-1-(1-piperidyl)pent-2-en-1-one (CAS 77795-17-6) is primarily encountered in synthetic organic chemistry as a versatile intermediate and building block. In pharmaceutical research, it is commonly evaluated as a scaffold for structure-activity relationship (SAR) studies and for the preparation of related piperidine-containing bioactive analogs. In agrochemical development, it may be used as a precursor to diverse enone-based building blocks for agrochemical analogues. In polymer and materials science, the enone functional group enables conjugate addition and crosslinking, allowing it to serve as a reactive monomer or intermediate in the synthesis of functional polymers and specialty coatings. In dye and pigment chemistry, the phenolic and enone moieties provide handles for derivatization to access chromophore-containing derivatives for coatings or inks. Finally, in general organic synthesis, it is used as a model substrate to develop and validate enone- and heterocycle-forming transformations in research settings.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 61.64
    methanol 82.84
    isopropanol 37.25
    water 0.08
    ethyl acetate 92.48
    n-propanol 54.46
    acetone 107.4
    n-butanol 50.17
    acetonitrile 63.29
    DMF 74.34
    toluene 57.89
    isobutanol 34.36
    1,4-dioxane 142.29
    methyl acetate 80.23
    THF 200.12
    2-butanone 104.92
    n-pentanol 41.25
    sec-butanol 45.6
    n-hexane 0.77
    ethylene glycol 12.68
    NMP 47.49
    cyclohexane 4.24
    DMSO 295.81
    n-butyl acetate 38.56
    n-octanol 13.0
    chloroform 353.24
    n-propyl acetate 51.25
    acetic acid 106.57
    dichloromethane 397.51
    cyclohexanone 136.02
    propylene glycol 23.98
    isopropyl acetate 40.94
    DMAc 128.07
    2-ethoxyethanol 106.92
    isopentanol 38.7
    n-heptane 0.95
    ethyl formate 68.28
    1,2-dichloroethane 231.71
    n-hexanol 27.79
    2-methoxyethanol 139.99
    isobutyl acetate 27.89
    tetrachloromethane 19.98
    n-pentyl acetate 27.85
    transcutol 243.97
    n-heptanol 17.78
    ethylbenzene 18.69
    MIBK 38.11
    2-propoxyethanol 69.45
    tert-butanol 47.33
    MTBE 27.72
    2-butoxyethanol 50.65
    propionic acid 56.3
    o-xylene 26.98
    formic acid 44.75
    diethyl ether 35.99
    m-xylene 25.13
    p-xylene 23.03
    chlorobenzene 69.66
    dimethyl carbonate 30.42
    n-octane 0.86
    formamide 87.22
    cyclopentanone 148.65
    2-pentanone 69.79
    anisole 40.76
    cyclopentyl methyl ether 46.43
    gamma-butyrolactone 146.05
    1-methoxy-2-propanol 82.66
    pyridine 155.15
    3-pentanone 53.19
    furfural 153.68
    n-dodecane 1.04
    diethylene glycol 73.57
    diisopropyl ether 7.81
    tert-amyl alcohol 41.56
    acetylacetone 87.04
    n-hexadecane 1.21
    acetophenone 53.78
    methyl propionate 59.7
    isopentyl acetate 35.01
    trichloroethylene 388.0
    n-nonanol 14.58
    cyclohexanol 50.55
    benzyl alcohol 56.53
    2-ethylhexanol 17.27
    isooctanol 16.55
    dipropyl ether 13.32
    1,2-dichlorobenzene 58.53
    ethyl lactate 34.28
    propylene carbonate 76.39
    n-methylformamide 59.04
    2-pentanol 26.8
    n-pentane 0.9
    1-propoxy-2-propanol 43.19
    1-methoxy-2-propyl acetate 48.18
    2-(2-methoxypropoxy) propanol 50.25
    mesitylene 12.66
    ε-caprolactone 99.01
    p-cymene 11.0
    epichlorohydrin 253.55
    1,1,1-trichloroethane 100.15
    2-aminoethanol 32.31
    morpholine-4-carbaldehyde 90.14
    sulfolane 159.0
    2,2,4-trimethylpentane 1.47
    2-methyltetrahydrofuran 82.05
    n-hexyl acetate 31.43
    isooctane 0.99
    2-(2-butoxyethoxy)ethanol 71.95
    sec-butyl acetate 30.67
    tert-butyl acetate 38.82
    decalin 2.43
    glycerin 41.43
    diglyme 135.29
    acrylic acid 53.29
    isopropyl myristate 14.47
    n-butyric acid 86.0
    acetyl acetate 53.57
    di(2-ethylhexyl) phthalate 22.24
    ethyl propionate 41.68
    nitromethane 175.92
    1,2-diethoxyethane 55.69
    benzonitrile 62.48
    trioctyl phosphate 14.25
    1-bromopropane 65.8
    gamma-valerolactone 166.16
    n-decanol 11.54
    triethyl phosphate 21.78
    4-methyl-2-pentanol 16.08
    propionitrile 57.92
    vinylene carbonate 80.79
    1,1,2-trichlorotrifluoroethane 141.32
    DMS 38.41
    cumene 11.93
    2-octanol 10.73
    2-hexanone 46.06
    octyl acetate 18.97
    limonene 13.52
    1,2-dimethoxyethane 119.96
    ethyl orthosilicate 20.07
    tributyl phosphate 17.45
    diacetone alcohol 55.24
    N,N-dimethylaniline 25.47
    acrylonitrile 78.28
    aniline 69.24
    1,3-propanediol 61.93
    bromobenzene 69.1
    dibromomethane 215.64
    1,1,2,2-tetrachloroethane 252.95
    2-methyl-cyclohexyl acetate 30.84
    tetrabutyl urea 23.65
    diisobutyl methanol 11.11
    2-phenylethanol 42.64
    styrene 24.82
    dioctyl adipate 27.85
    dimethyl sulfate 52.16
    ethyl butyrate 32.98
    methyl lactate 39.53
    butyl lactate 30.71
    diethyl carbonate 26.8
    propanediol butyl ether 40.57
    triethyl orthoformate 25.66
    p-tert-butyltoluene 9.83
    methyl 4-tert-butylbenzoate 40.77
    morpholine 150.05
    tert-butylamine 19.25
    n-dodecanol 9.07
    dimethoxymethane 88.15
    ethylene carbonate 68.4
    cyrene 56.71
    2-ethoxyethyl acetate 53.23
    2-ethylhexyl acetate 26.57
    1,2,4-trichlorobenzene 66.02
    4-methylpyridine 97.32
    dibutyl ether 15.32
    2,6-dimethyl-4-heptanol 11.11
    DEF 57.12
    dimethyl isosorbide 75.93
    tetrachloroethylene 143.18
    eugenol 47.04
    triacetin 44.71
    span 80 37.62
    1,4-butanediol 29.95
    1,1-dichloroethane 148.69
    2-methyl-1-pentanol 35.73
    methyl formate 56.3
    2-methyl-1-butanol 37.83
    n-decane 1.58
    butyronitrile 60.42
    3,7-dimethyl-1-octanol 15.22
    1-chlorooctane 8.43
    1-chlorotetradecane 4.05
    n-nonane 1.2
    undecane 1.26
    tert-butylcyclohexane 1.78
    cyclooctane 1.24
    cyclopentanol 41.0
    tetrahydropyran 113.48
    tert-amyl methyl ether 24.12
    2,5,8-trioxanonane 94.17
    1-hexene 5.88
    2-isopropoxyethanol 63.01
    2,2,2-trifluoroethanol 38.15
    methyl butyrate 58.24

    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