(E)-3-Phenyl-1-(pyrrolidino)-2-propen-1-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    52438-21-8

    Molecular formula
    C13H15NO

    SMILES
    C1CCN(C1)C(=O)/C=C/C2=CC=CC=C2

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Spicy 47.6%
    Fruity 30.48%
    Herbal 29.85%
    Sweet 26.32%
    Nutty 25.61%
    Roasted 25.42%
    Balsamic 24.92%
    Burnt 23.74%
    Savory 23.51%
    Meaty 23.44%

     

    Flavor
    Bitter 43.39%
    Balsam 23.69%
    Animal 23.11%
    Nitrile 21.83%
    Odorless 20.95%
    Honey 20.59%
    Lovage 20.25%
    Valerian 20.07%
    Pepper 19.95%
    Basil 19.85%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    6.37 (neutral)

    Molecular weight
    201.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    380°C

    Flash point

    • 170.43 ˚C est.

  • Synonyms

    • 52438-21-8
    • DTXSID701260488
    • (E)-3-Phenyl-1-(pyrrolidino)-2-propen-1-one
    • RefChem:1050906
    • DTXCID001691191
    • 1-Cinnamoylpyrrolidine
    • 19202-21-2
    • 3-Phenyl-1-(pyrrolidin-1-yl)prop-2-en-1-one
    • (E)-3-phenyl-1-pyrrolidin-1-ylprop-2-en-1-one
    • (E)-3-PHENYL-1-(PYRROLIDIN-1-YL)PROP-2-EN-1-ONE
    • (2E)-3-phenyl-1-(pyrrolidin-1-yl)prop-2-en-1-one
    • 1-[(2E)-3-Phenyl-2-propenoyl]pyrrolidine
    • Pyrrolidine, 1-cinnamoyl-
    • CL-323509
    • 2-Propen-1-one,3-phenyl-1-(1-pyrrolidinyl)-
    • trans-N-cinnamoyl pyrrolidine
    • SCHEMBL692257
    • orb1684922
    • CHEMBL2229614
    • SCHEMBL18741507
    • JSIGICUAXLIURX-CMDGGOBGSA-
    • CHEBI:157709
    • JSIGICUAXLIURX-CMDGGOBGSA-N
    • HMS1578F22
    • HY-N1620
    • MFCD00588021
    • STK414369
    • AKOS000716448
    • EBC-616790
    • FS-8742
    • NCGC00343001-01
    • CS-0017281
    • ST50561131
    • (2E)-3-phenyl-1-pyrrolidinylprop-2-en-1-one
    • 1-[(2E)-3-Phenyl-2-propenoyl]pyrrolidine #
    • G82805
    • AB01334893-02
    • AK-968/09000040
    • (E)-3-phenyl-1-pyrrolidin-1-yl-prop-2-en-1-one
    • InChI=1/C13H15NO/c15-13(14-10-4-5-11-14)9-8-12-6-2-1-3-7-12/h1-3,6-9H,4-5,10-11H2/b9-8+
    • 52438-21-8

  • Applications

    The compound (E)-3-Phenyl-1-(pyrrolidino)-2-propen-1-one is primarily used as an organic synthesis intermediate. It serves as a building block for aryl-propenone derivatives and can be a precursor in the preparation of pharmaceutical and fine-chemical intermediates. In research and development settings, it is employed as a generic reagent in transformations to access diversified molecules, and it can also function as a starting material for the synthesis of specialty polymers or coatings based on aryl-propenone motifs. Usage is typically confined to laboratory and pilot-scale production and is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 145.54
    methanol 229.13
    isopropanol 63.17
    water 0.71
    ethyl acetate 199.9
    n-propanol 106.11
    acetone 258.62
    n-butanol 97.07
    acetonitrile 183.8
    DMF 574.92
    toluene 94.38
    isobutanol 74.02
    1,4-dioxane 249.3
    methyl acetate 179.55
    THF 263.73
    2-butanone 203.42
    n-pentanol 75.82
    sec-butanol 62.09
    n-hexane 6.02
    ethylene glycol 57.75
    NMP 335.84
    cyclohexane 8.78
    DMSO 340.38
    n-butyl acetate 129.73
    n-octanol 23.48
    chloroform 1095.79
    n-propyl acetate 127.54
    acetic acid 301.01
    dichloromethane 1002.23
    cyclohexanone 270.9
    propylene glycol 63.67
    isopropyl acetate 114.74
    DMAc 497.25
    2-ethoxyethanol 147.75
    isopentanol 102.55
    n-heptane 3.25
    ethyl formate 150.51
    1,2-dichloroethane 563.98
    n-hexanol 66.73
    2-methoxyethanol 242.19
    isobutyl acetate 91.2
    tetrachloromethane 48.93
    n-pentyl acetate 60.36
    transcutol 734.89
    n-heptanol 29.53
    ethylbenzene 52.97
    MIBK 109.97
    2-propoxyethanol 148.82
    tert-butanol 74.33
    MTBE 78.69
    2-butoxyethanol 86.27
    propionic acid 155.05
    o-xylene 56.1
    formic acid 142.13
    diethyl ether 122.94
    m-xylene 59.63
    p-xylene 65.39
    chlorobenzene 233.82
    dimethyl carbonate 107.55
    n-octane 1.68
    formamide 224.9
    cyclopentanone 313.76
    2-pentanone 159.26
    anisole 140.83
    cyclopentyl methyl ether 116.73
    gamma-butyrolactone 382.25
    1-methoxy-2-propanol 159.76
    pyridine 378.5
    3-pentanone 138.81
    furfural 389.42
    n-dodecane 2.04
    diethylene glycol 140.76
    diisopropyl ether 29.99
    tert-amyl alcohol 66.88
    acetylacetone 217.68
    n-hexadecane 2.39
    acetophenone 146.7
    methyl propionate 162.71
    isopentyl acetate 116.58
    trichloroethylene 1119.16
    n-nonanol 24.82
    cyclohexanol 75.13
    benzyl alcohol 119.37
    2-ethylhexanol 46.2
    isooctanol 28.5
    dipropyl ether 49.04
    1,2-dichlorobenzene 219.84
    ethyl lactate 73.79
    propylene carbonate 240.25
    n-methylformamide 217.3
    2-pentanol 53.81
    n-pentane 4.94
    1-propoxy-2-propanol 95.58
    1-methoxy-2-propyl acetate 132.06
    2-(2-methoxypropoxy) propanol 107.97
    mesitylene 35.17
    ε-caprolactone 221.87
    p-cymene 29.44
    epichlorohydrin 485.71
    1,1,1-trichloroethane 288.9
    2-aminoethanol 103.59
    morpholine-4-carbaldehyde 298.37
    sulfolane 341.55
    2,2,4-trimethylpentane 5.78
    2-methyltetrahydrofuran 164.89
    n-hexyl acetate 79.84
    isooctane 3.94
    2-(2-butoxyethoxy)ethanol 142.03
    sec-butyl acetate 89.3
    tert-butyl acetate 101.13
    decalin 9.66
    glycerin 107.41
    diglyme 285.44
    acrylic acid 189.24
    isopropyl myristate 32.53
    n-butyric acid 208.98
    acetyl acetate 145.32
    di(2-ethylhexyl) phthalate 46.9
    ethyl propionate 111.01
    nitromethane 461.38
    1,2-diethoxyethane 150.85
    benzonitrile 173.91
    trioctyl phosphate 26.39
    1-bromopropane 189.66
    gamma-valerolactone 363.28
    n-decanol 19.22
    triethyl phosphate 57.7
    4-methyl-2-pentanol 45.43
    propionitrile 149.8
    vinylene carbonate 254.15
    1,1,2-trichlorotrifluoroethane 333.98
    DMS 117.54
    cumene 36.72
    2-octanol 17.06
    2-hexanone 113.37
    octyl acetate 40.72
    limonene 37.27
    1,2-dimethoxyethane 228.97
    ethyl orthosilicate 52.65
    tributyl phosphate 38.82
    diacetone alcohol 111.14
    N,N-dimethylaniline 87.0
    acrylonitrile 243.12
    aniline 145.47
    1,3-propanediol 125.85
    bromobenzene 247.09
    dibromomethane 528.11
    1,1,2,2-tetrachloroethane 730.48
    2-methyl-cyclohexyl acetate 81.3
    tetrabutyl urea 49.63
    diisobutyl methanol 29.07
    2-phenylethanol 92.97
    styrene 84.22
    dioctyl adipate 58.6
    dimethyl sulfate 164.53
    ethyl butyrate 98.55
    methyl lactate 96.6
    butyl lactate 63.84
    diethyl carbonate 84.71
    propanediol butyl ether 78.97
    triethyl orthoformate 71.6
    p-tert-butyltoluene 26.0
    methyl 4-tert-butylbenzoate 90.12
    morpholine 258.11
    tert-butylamine 46.59
    n-dodecanol 15.43
    dimethoxymethane 214.52
    ethylene carbonate 196.96
    cyrene 112.15
    2-ethoxyethyl acetate 109.86
    2-ethylhexyl acetate 89.08
    1,2,4-trichlorobenzene 248.03
    4-methylpyridine 276.51
    dibutyl ether 42.62
    2,6-dimethyl-4-heptanol 29.07
    DEF 212.4
    dimethyl isosorbide 167.59
    tetrachloroethylene 430.88
    eugenol 101.16
    triacetin 110.41
    span 80 76.69
    1,4-butanediol 53.98
    1,1-dichloroethane 394.5
    2-methyl-1-pentanol 85.43
    methyl formate 173.56
    2-methyl-1-butanol 85.42
    n-decane 2.94
    butyronitrile 144.05
    3,7-dimethyl-1-octanol 35.08
    1-chlorooctane 19.55
    1-chlorotetradecane 9.5
    n-nonane 2.38
    undecane 2.39
    tert-butylcyclohexane 8.1
    cyclooctane 3.1
    cyclopentanol 76.7
    tetrahydropyran 181.87
    tert-amyl methyl ether 64.16
    2,5,8-trioxanonane 186.13
    1-hexene 37.67
    2-isopropoxyethanol 101.71
    2,2,2-trifluoroethanol 123.54
    methyl butyrate 155.14

    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