Ethyl 3-aminocrotonate

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  • Identifiers

    CAS number
    626-34-6

    Molecular formula
    C6H11NO2

    SMILES
    CCOC(=O)/C=C(\C)/N

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 75.87%
    Sweet 47.13%
    Grape 41.1%
    Green 39.98%
    Tropical 35.37%
    Caramellic 33.9%
    Herbal 32.6%
    Floral 30.1%
    Fresh 29.06%
    Meaty 28.31%

     

    Flavor
    Fruity 62.21%
    Tropical 28.06%
    Sweet 25.75%
    Berry 25.5%
    Green 22.17%
    Caramel 21.9%
    Roquefort cheese 20.58%
    Stinky 20.19%
    Spicy 20.18%
    Toffee 20.05%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    7.62 (neutral)

    Molecular weight
    129.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    255°C

    Flash point

    • 81.07 ˚C est.

  • Synonyms

    • Ethyl 3-aminocrotonate
    • EINECS 230-782-0
    • AI3-07619
    • NSC 1086
    • RefChem:594866
    • 230-782-0
    • 677-350-1
    • 626-34-6
    • ethyl (E)-3-aminobut-2-enoate
    • 41867-20-3
    • 7318-00-5
    • ethyl (2E)-3-aminobut-2-enoate
    • Ethyl 3-amino-2-butenoate
    • ethyl 3-aminobut-2-enoate
    • Crotonic acid, 3-amino-, ethyl ester
    • Ethyl (2E)-3-amino-2-butenoate
    • 3-Amino-2-butenoic Acid Ethyl Ester
    • ETHYL3-AMINOCROTONATE
    • 2-Butenoic acid, 3-amino-, ethyl ester, (2E)-
    • MFCD00008073
    • .beta.-Aminocrotonic acid ethyl ester
    • Ethyl .beta.-aminocrotonate
    • ethyl b-aminocrotonate
    • Felodipine Impurity 3
    • Nifedipine Impurity 26
    • 2EUW3K928C
    • ethyl(E)-3-aminobut-2-enoate
    • SCHEMBL2076981
    • SCHEMBL10635877
    • 3-Aminocrotonic acid ethyl ester
    • (E)-Ethyl 3-aminobut-2-enoate
    • DTXSID201305312
    • Ethyl 3-aminobut-2-enoate, (E)-
    • AKOS000119585
    • AS-62085
    • BS-44873
    • trans-3-amino-but-2-enoic acid ethyl ester
    • ST50662904
    • F0749-0017
    • 626-34-6

  • Applications

    Ethyl 3-aminocrotonate is primarily used as a versatile organic synthesis intermediate. It serves as a building block for the preparation of beta-amino esters and nitrogen-containing heterocycles, enabling routes to compounds of pharmaceutical and agrochemical interest. It is commonly employed in research and development to access diverse scaffolds for drug and agrochemical programs. Additionally, it can function as a precursor or reactive building unit for derivative synthesis in polymer and materials science contexts, including potential use in coatings, inks, and dye/colorant precursors. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 116.18
    methanol 266.73
    isopropanol 77.66
    water 37.6
    ethyl acetate 26.41
    n-propanol 75.43
    acetone 72.47
    n-butanol 55.76
    acetonitrile 55.09
    DMF 279.72
    toluene 5.59
    isobutanol 51.14
    1,4-dioxane 70.73
    methyl acetate 35.62
    THF 120.45
    2-butanone 31.69
    n-pentanol 38.33
    sec-butanol 50.76
    n-hexane 2.67
    ethylene glycol 128.24
    NMP 226.33
    cyclohexane 3.39
    DMSO 202.1
    n-butyl acetate 15.96
    n-octanol 28.95
    chloroform 50.99
    n-propyl acetate 16.83
    acetic acid 255.35
    dichloromethane 44.91
    cyclohexanone 60.47
    propylene glycol 154.95
    isopropyl acetate 16.22
    DMAc 203.84
    2-ethoxyethanol 63.06
    isopentanol 37.02
    n-heptane 2.42
    ethyl formate 41.7
    1,2-dichloroethane 20.81
    n-hexanol 41.15
    2-methoxyethanol 171.65
    isobutyl acetate 12.26
    tetrachloromethane 6.78
    n-pentyl acetate 13.81
    transcutol 113.59
    n-heptanol 19.88
    ethylbenzene 5.67
    MIBK 19.03
    2-propoxyethanol 87.18
    tert-butanol 84.2
    MTBE 20.8
    2-butoxyethanol 38.51
    propionic acid 105.83
    o-xylene 8.59
    formic acid 153.77
    diethyl ether 15.29
    m-xylene 7.74
    p-xylene 8.51
    chlorobenzene 14.79
    dimethyl carbonate 28.92
    n-octane 1.17
    formamide 96.03
    cyclopentanone 88.29
    2-pentanone 26.72
    anisole 21.67
    cyclopentyl methyl ether 32.46
    gamma-butyrolactone 118.79
    1-methoxy-2-propanol 116.95
    pyridine 36.17
    3-pentanone 19.13
    furfural 124.9
    n-dodecane 1.69
    diethylene glycol 119.89
    diisopropyl ether 4.82
    tert-amyl alcohol 53.87
    acetylacetone 40.61
    n-hexadecane 1.82
    acetophenone 28.12
    methyl propionate 36.12
    isopentyl acetate 16.17
    trichloroethylene 49.03
    n-nonanol 24.09
    cyclohexanol 46.89
    benzyl alcohol 33.81
    2-ethylhexanol 18.58
    isooctanol 15.46
    dipropyl ether 12.51
    1,2-dichlorobenzene 18.87
    ethyl lactate 39.59
    propylene carbonate 69.59
    n-methylformamide 117.2
    2-pentanol 29.52
    n-pentane 2.65
    1-propoxy-2-propanol 53.27
    1-methoxy-2-propyl acetate 31.44
    2-(2-methoxypropoxy) propanol 60.13
    mesitylene 6.58
    ε-caprolactone 58.78
    p-cymene 7.99
    epichlorohydrin 71.96
    1,1,1-trichloroethane 19.72
    2-aminoethanol 141.14
    morpholine-4-carbaldehyde 155.02
    sulfolane 178.89
    2,2,4-trimethylpentane 2.33
    2-methyltetrahydrofuran 47.58
    n-hexyl acetate 28.76
    isooctane 1.63
    2-(2-butoxyethoxy)ethanol 69.2
    sec-butyl acetate 10.91
    tert-butyl acetate 20.1
    decalin 2.76
    glycerin 213.25
    diglyme 83.7
    acrylic acid 122.93
    isopropyl myristate 13.14
    n-butyric acid 87.46
    acetyl acetate 26.98
    di(2-ethylhexyl) phthalate 28.19
    ethyl propionate 19.9
    nitromethane 187.21
    1,2-diethoxyethane 17.74
    benzonitrile 32.63
    trioctyl phosphate 19.05
    1-bromopropane 10.02
    gamma-valerolactone 125.47
    n-decanol 19.25
    triethyl phosphate 16.85
    4-methyl-2-pentanol 18.08
    propionitrile 33.7
    vinylene carbonate 70.85
    1,1,2-trichlorotrifluoroethane 118.84
    DMS 30.22
    cumene 6.74
    2-octanol 14.98
    2-hexanone 19.25
    octyl acetate 20.08
    limonene 11.43
    1,2-dimethoxyethane 78.69
    ethyl orthosilicate 14.56
    tributyl phosphate 19.98
    diacetone alcohol 50.68
    N,N-dimethylaniline 21.7
    acrylonitrile 55.7
    aniline 24.11
    1,3-propanediol 115.38
    bromobenzene 10.16
    dibromomethane 23.0
    1,1,2,2-tetrachloroethane 43.94
    2-methyl-cyclohexyl acetate 22.13
    tetrabutyl urea 29.73
    diisobutyl methanol 11.96
    2-phenylethanol 30.3
    styrene 6.59
    dioctyl adipate 26.66
    dimethyl sulfate 62.57
    ethyl butyrate 17.26
    methyl lactate 77.34
    butyl lactate 30.84
    diethyl carbonate 16.67
    propanediol butyl ether 70.18
    triethyl orthoformate 16.09
    p-tert-butyltoluene 8.34
    methyl 4-tert-butylbenzoate 41.55
    morpholine 85.16
    tert-butylamine 37.55
    n-dodecanol 15.51
    dimethoxymethane 81.58
    ethylene carbonate 47.58
    cyrene 77.26
    2-ethoxyethyl acetate 21.2
    2-ethylhexyl acetate 12.33
    1,2,4-trichlorobenzene 25.95
    4-methylpyridine 33.65
    dibutyl ether 11.75
    2,6-dimethyl-4-heptanol 11.96
    DEF 52.15
    dimethyl isosorbide 85.81
    tetrachloroethylene 26.53
    eugenol 50.69
    triacetin 43.98
    span 80 66.77
    1,4-butanediol 57.43
    1,1-dichloroethane 19.92
    2-methyl-1-pentanol 29.62
    methyl formate 91.64
    2-methyl-1-butanol 36.82
    n-decane 2.31
    butyronitrile 34.44
    3,7-dimethyl-1-octanol 22.65
    1-chlorooctane 8.86
    1-chlorotetradecane 4.83
    n-nonane 2.08
    undecane 1.91
    tert-butylcyclohexane 2.86
    cyclooctane 1.28
    cyclopentanol 70.21
    tetrahydropyran 40.33
    tert-amyl methyl ether 19.17
    2,5,8-trioxanonane 85.64
    1-hexene 7.86
    2-isopropoxyethanol 38.82
    2,2,2-trifluoroethanol 78.85
    methyl butyrate 28.31

    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