(E)-N-(2-(1,3-benzodioxol-5-yl)ethyl)-3-(3,4-dimethoxyphenyl)prop-2-enamide

Overview IFRA Request a quote

  • Identifiers

    CAS number
    125187-30-6

    Molecular formula
    C20H21NO5

    SMILES
    COC1=C(C=C(C=C1)/C=C/C(=O)NCCC2=CC3=C(C=C2)OCO3)OC

  • Odor profile

    Fragrance
    Savory 47.65%
    Meaty 46.39%
    Odorless 35.41%
    Roasted 32.23%
    Spicy 30.57%
    Cooked 27.4%
    Cooling 22.46%
    Burnt 21.56%
    Milky 20.83%
    Dairy 18.15%

     

    Flavor
    Bitter 67.07%
    Odorless 31.28%
    Bland 27.59%
    Parsley 20.09%
    Sweet-like 19.61%
    Lovage 19.46%
    Ethyl benzoate 19.19%
    Orange flower 18.72%
    Cedarleaf 18.69%
    Heather 18.68%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.6

    pKa est.
    7.06 (neutral)

    Molecular weight
    355.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    730°C

    Flash point

    • 194.58 ˚C est.

    Solubility expt.

    • Practically insoluble or insoluble
    • Soluble (in ethanol)

  • Synonyms

    • Rubescenamin
    • Rubescenamine
    • Fema No. 4773
    • NT6KZD17F5
    • UNII-NT6KZD17F5
    • (E)-N-(2-(1,3-Benzodioxol-5-yl)ethyl)-3-(3,4-dimethoxyphenyl)prop-2-enamide
    • 2-Propenamide, N-(2-(1,3-benzodioxol-5-yl)ethyl)-3-(3,4-dimethoxyphenyl)-, (E)-
    • 125187-30-6
    • (E)-N-[2-(1,3-benzodioxol-5-yl)ethyl]-3-(3,4-dimethoxyphenyl)prop-2-enamide
    • SCHEMBL14148886

  • Applications

    (E)-N-(2-(1,3-benzodioxol-5-yl)ethyl)-3-(3,4-dimethoxyphenyl)prop-2-enamide (CAS number: 125187-30-6) is primarily used as an organic synthesis intermediate in pharmaceutical research and chemical development, serving as a building block for the creation of diaryl enamide derivatives and other functionally rich scaffolds. It can provide a platform for subsequent functionalization or cross-coupling to generate new compounds with shown relevance in medicinal chemistry. Additionally, aided by the benzodioxole ring, the compound may be considered as a fragrance/odorant intermediate, contributing scent attributes when incorporated into fragrance formulations. In polymer and coatings contexts, the unsaturated amide moiety enables use as a functional monomer or crosslinking agent for specialty polymers and UV-curable systems. Beyond that, it is used in academic and industrial research as a versatile reagent to explore structure-activity relationships and to develop synthetic methodologies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 12.29
    methanol 11.95
    isopropanol 15.1
    water 0.13
    ethyl acetate 18.34
    n-propanol 15.35
    acetone 45.51
    n-butanol 13.38
    acetonitrile 25.09
    DMF 52.17
    toluene 5.5
    isobutanol 10.83
    1,4-dioxane 45.98
    methyl acetate 21.8
    THF 117.34
    2-butanone 33.28
    n-pentanol 13.83
    sec-butanol 14.27
    n-hexane 0.57
    ethylene glycol 9.8
    NMP 24.57
    cyclohexane 1.53
    DMSO 203.09
    n-butyl acetate 7.19
    n-octanol 7.65
    chloroform 58.45
    n-propyl acetate 11.6
    acetic acid 36.7
    dichloromethane 58.35
    cyclohexanone 44.65
    propylene glycol 10.81
    isopropyl acetate 10.84
    DMAc 88.2
    2-ethoxyethanol 44.95
    isopentanol 11.28
    n-heptane 0.91
    ethyl formate 14.01
    1,2-dichloroethane 34.12
    n-hexanol 8.65
    2-methoxyethanol 47.21
    isobutyl acetate 8.57
    tetrachloromethane 5.3
    n-pentyl acetate 9.3
    transcutol 51.66
    n-heptanol 7.38
    ethylbenzene 3.3
    MIBK 12.09
    2-propoxyethanol 31.44
    tert-butanol 16.14
    MTBE 7.8
    2-butoxyethanol 19.74
    propionic acid 18.54
    o-xylene 3.67
    formic acid 21.7
    diethyl ether 12.92
    m-xylene 2.76
    p-xylene 4.84
    chlorobenzene 8.64
    dimethyl carbonate 16.06
    n-octane 0.88
    formamide 37.99
    cyclopentanone 57.95
    2-pentanone 22.36
    anisole 9.46
    cyclopentyl methyl ether 15.67
    gamma-butyrolactone 49.07
    1-methoxy-2-propanol 35.59
    pyridine 31.18
    3-pentanone 19.21
    furfural 34.34
    n-dodecane 0.92
    diethylene glycol 31.85
    diisopropyl ether 3.1
    tert-amyl alcohol 13.48
    acetylacetone 28.58
    n-hexadecane 1.04
    acetophenone 13.76
    methyl propionate 18.94
    isopentyl acetate 8.74
    trichloroethylene 55.46
    n-nonanol 8.72
    cyclohexanol 15.75
    benzyl alcohol 14.07
    2-ethylhexanol 5.77
    isooctanol 6.69
    dipropyl ether 7.91
    1,2-dichlorobenzene 9.09
    ethyl lactate 11.25
    propylene carbonate 16.95
    n-methylformamide 23.46
    2-pentanol 9.43
    n-pentane 0.56
    1-propoxy-2-propanol 18.88
    1-methoxy-2-propyl acetate 14.34
    2-(2-methoxypropoxy) propanol 22.02
    mesitylene 1.82
    ε-caprolactone 27.08
    p-cymene 2.87
    epichlorohydrin 62.76
    1,1,1-trichloroethane 18.35
    2-aminoethanol 13.1
    morpholine-4-carbaldehyde 38.5
    sulfolane 62.98
    2,2,4-trimethylpentane 0.43
    2-methyltetrahydrofuran 29.11
    n-hexyl acetate 11.53
    isooctane 0.25
    2-(2-butoxyethoxy)ethanol 26.31
    sec-butyl acetate 7.67
    tert-butyl acetate 10.44
    decalin 0.74
    glycerin 23.75
    diglyme 47.86
    acrylic acid 19.17
    isopropyl myristate 6.67
    n-butyric acid 20.94
    acetyl acetate 13.66
    di(2-ethylhexyl) phthalate 8.27
    ethyl propionate 11.17
    nitromethane 70.14
    1,2-diethoxyethane 18.99
    benzonitrile 13.56
    trioctyl phosphate 5.97
    1-bromopropane 12.03
    gamma-valerolactone 59.49
    n-decanol 6.89
    triethyl phosphate 8.74
    4-methyl-2-pentanol 5.3
    propionitrile 22.02
    vinylene carbonate 17.32
    1,1,2-trichlorotrifluoroethane 46.76
    DMS 12.36
    cumene 2.55
    2-octanol 5.64
    2-hexanone 16.18
    octyl acetate 8.35
    limonene 3.8
    1,2-dimethoxyethane 48.22
    ethyl orthosilicate 8.33
    tributyl phosphate 7.18
    diacetone alcohol 18.81
    N,N-dimethylaniline 7.39
    acrylonitrile 26.71
    aniline 11.1
    1,3-propanediol 24.38
    bromobenzene 7.82
    dibromomethane 31.56
    1,1,2,2-tetrachloroethane 45.68
    2-methyl-cyclohexyl acetate 10.28
    tetrabutyl urea 11.93
    diisobutyl methanol 4.12
    2-phenylethanol 11.48
    styrene 3.76
    dioctyl adipate 11.33
    dimethyl sulfate 26.91
    ethyl butyrate 9.16
    methyl lactate 16.71
    butyl lactate 10.11
    diethyl carbonate 8.02
    propanediol butyl ether 14.15
    triethyl orthoformate 10.17
    p-tert-butyltoluene 2.43
    methyl 4-tert-butylbenzoate 14.7
    morpholine 49.22
    tert-butylamine 5.93
    n-dodecanol 5.45
    dimethoxymethane 45.75
    ethylene carbonate 15.88
    cyrene 24.77
    2-ethoxyethyl acetate 16.69
    2-ethylhexyl acetate 6.72
    1,2,4-trichlorobenzene 11.66
    4-methylpyridine 17.62
    dibutyl ether 9.51
    2,6-dimethyl-4-heptanol 4.12
    DEF 22.89
    dimethyl isosorbide 30.36
    tetrachloroethylene 26.94
    eugenol 17.44
    triacetin 18.07
    span 80 14.59
    1,4-butanediol 15.92
    1,1-dichloroethane 22.54
    2-methyl-1-pentanol 11.19
    methyl formate 20.74
    2-methyl-1-butanol 11.05
    n-decane 1.5
    butyronitrile 16.77
    3,7-dimethyl-1-octanol 6.69
    1-chlorooctane 4.97
    1-chlorotetradecane 2.55
    n-nonane 1.25
    undecane 1.13
    tert-butylcyclohexane 0.48
    cyclooctane 0.54
    cyclopentanol 21.41
    tetrahydropyran 34.59
    tert-amyl methyl ether 7.36
    2,5,8-trioxanonane 39.83
    1-hexene 2.74
    2-isopropoxyethanol 28.44
    2,2,2-trifluoroethanol 21.81
    methyl butyrate 13.77

    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