N-[(2S)-4-Amino-2-hydroxybutyl]-3-(4-hydroxyphenyl)prop-2-enamide

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  • Identifiers

    CAS number
    24177-22-8

    Molecular formula
    C13H18N2O3

    SMILES
    C1=CC(=CC=C1C=CC(=O)NC[C@H](CCN)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 49.42%
    Savory 47.64%
    Meaty 45.53%
    Cooked 26.06%
    Fishy 25.74%
    Cooling 23.7%
    Roasted 23.21%
    Spicy 21.63%
    Burnt 20.6%
    Sweet 19.32%

     

    Flavor
    Bitter 56.84%
    Odorless 51.36%
    Mild 33.49%
    Bland 25.15%
    Sweet-like 22.04%
    Nitrile 21.21%
    Orange flower 19.85%
    Yeast 19.45%
    Cedarleaf 19.09%
    Orange blossom 19.02%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.1

    pKa est.
    9.08 (weak base)

    Molecular weight
    250.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    660°C

    Flash point

    • 239.99 ˚C est.

  • Synonyms

    • DTXSID401159531
    • 2-Propenamide, N-(4-amino-2-hydroxybutyl)-3-(4-hydroxyphenyl)-, (S)-
    • N-[(2S)-4-Amino-2-hydroxybutyl]-3-(4-hydroxyphenyl)prop-2-enamide
    • 24177-22-8
    • 24177-22-8

  • Applications

    N-[(2S)-4-Amino-2-hydroxybutyl]-3-(4-hydroxyphenyl)prop-2-enamide is primarily regarded as a synthetic intermediate and a chiral building block for amide derivatives bearing a phenolic ring with potential biological activity. In the pharmaceutical and medicinal chemistry research space, it is used as a foundational scaffold for the synthesis of amide compounds to explore structure–activity relationships and optimize physicochemical properties. In asymmetric synthesis, it has potential as a ligand or auxiliary to support enantioselective catalytic processes. In the field of materials and polymers, it can be used as a precursor for functional monomers or as a component of specialized amide- and phenol-containing materials for targeted applications. Any use would be subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.58
    methanol 88.54
    isopropanol 6.45
    water 23.13
    ethyl acetate 10.03
    n-propanol 8.73
    acetone 12.46
    n-butanol 6.63
    acetonitrile 6.51
    DMF 165.08
    toluene 1.21
    isobutanol 4.14
    1,4-dioxane 16.12
    methyl acetate 6.53
    THF 48.41
    2-butanone 7.48
    n-pentanol 6.01
    sec-butanol 4.93
    n-hexane 0.16
    ethylene glycol 70.4
    NMP 46.95
    cyclohexane 0.26
    DMSO 309.34
    n-butyl acetate 2.06
    n-octanol 1.14
    chloroform 1.31
    n-propyl acetate 3.36
    acetic acid 130.8
    dichloromethane 0.96
    cyclohexanone 14.91
    propylene glycol 76.39
    isopropyl acetate 4.62
    DMAc 226.08
    2-ethoxyethanol 82.67
    isopentanol 5.17
    n-heptane 0.25
    ethyl formate 14.51
    1,2-dichloroethane 1.35
    n-hexanol 3.84
    2-methoxyethanol 182.68
    isobutyl acetate 2.01
    tetrachloromethane 0.55
    n-pentyl acetate 1.35
    transcutol 61.15
    n-heptanol 2.34
    ethylbenzene 0.72
    MIBK 3.94
    2-propoxyethanol 30.99
    tert-butanol 10.4
    MTBE 2.09
    2-butoxyethanol 14.81
    propionic acid 25.07
    o-xylene 1.35
    formic acid 309.39
    diethyl ether 1.91
    m-xylene 1.09
    p-xylene 1.01
    chlorobenzene 0.89
    dimethyl carbonate 11.29
    n-octane 0.14
    formamide 280.29
    cyclopentanone 24.07
    2-pentanone 6.48
    anisole 3.37
    cyclopentyl methyl ether 6.37
    gamma-butyrolactone 35.75
    1-methoxy-2-propanol 76.27
    pyridine 9.53
    3-pentanone 4.62
    furfural 45.42
    n-dodecane 0.09
    diethylene glycol 76.26
    diisopropyl ether 0.7
    tert-amyl alcohol 6.13
    acetylacetone 18.64
    n-hexadecane 0.1
    acetophenone 6.23
    methyl propionate 10.85
    isopentyl acetate 2.62
    trichloroethylene 3.09
    n-nonanol 1.42
    cyclohexanol 6.33
    benzyl alcohol 8.82
    2-ethylhexanol 1.74
    isooctanol 1.85
    dipropyl ether 2.24
    1,2-dichlorobenzene 1.08
    ethyl lactate 11.44
    propylene carbonate 15.36
    n-methylformamide 90.59
    2-pentanol 3.07
    n-pentane 0.12
    1-propoxy-2-propanol 14.49
    1-methoxy-2-propyl acetate 9.2
    2-(2-methoxypropoxy) propanol 17.25
    mesitylene 0.73
    ε-caprolactone 13.94
    p-cymene 0.75
    epichlorohydrin 17.94
    1,1,1-trichloroethane 1.02
    2-aminoethanol 86.46
    morpholine-4-carbaldehyde 76.22
    sulfolane 56.47
    2,2,4-trimethylpentane 0.11
    2-methyltetrahydrofuran 8.58
    n-hexyl acetate 1.74
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 23.87
    sec-butyl acetate 2.19
    tert-butyl acetate 4.65
    decalin 0.16
    glycerin 186.57
    diglyme 41.47
    acrylic acid 36.46
    isopropyl myristate 1.09
    n-butyric acid 29.67
    acetyl acetate 8.24
    di(2-ethylhexyl) phthalate 2.95
    ethyl propionate 4.02
    nitromethane 135.37
    1,2-diethoxyethane 5.04
    benzonitrile 3.83
    trioctyl phosphate 1.9
    1-bromopropane 0.63
    gamma-valerolactone 59.39
    n-decanol 1.2
    triethyl phosphate 3.56
    4-methyl-2-pentanol 2.08
    propionitrile 4.13
    vinylene carbonate 12.98
    1,1,2-trichlorotrifluoroethane 59.39
    DMS 4.05
    cumene 0.63
    2-octanol 0.92
    2-hexanone 3.49
    octyl acetate 1.57
    limonene 0.91
    1,2-dimethoxyethane 55.26
    ethyl orthosilicate 3.34
    tributyl phosphate 2.28
    diacetone alcohol 18.15
    N,N-dimethylaniline 3.73
    acrylonitrile 8.7
    aniline 5.96
    1,3-propanediol 88.01
    bromobenzene 0.56
    dibromomethane 0.59
    1,1,2,2-tetrachloroethane 3.62
    2-methyl-cyclohexyl acetate 3.55
    tetrabutyl urea 4.22
    diisobutyl methanol 1.37
    2-phenylethanol 5.21
    styrene 0.8
    dioctyl adipate 3.03
    dimethyl sulfate 24.77
    ethyl butyrate 3.31
    methyl lactate 35.87
    butyl lactate 5.05
    diethyl carbonate 3.0
    propanediol butyl ether 16.53
    triethyl orthoformate 4.07
    p-tert-butyltoluene 0.72
    methyl 4-tert-butylbenzoate 7.77
    morpholine 34.27
    tert-butylamine 2.24
    n-dodecanol 0.99
    dimethoxymethane 44.3
    ethylene carbonate 10.7
    cyrene 26.16
    2-ethoxyethyl acetate 3.76
    2-ethylhexyl acetate 1.62
    1,2,4-trichlorobenzene 1.69
    4-methylpyridine 6.67
    dibutyl ether 1.04
    2,6-dimethyl-4-heptanol 1.37
    DEF 21.56
    dimethyl isosorbide 23.57
    tetrachloroethylene 3.25
    eugenol 11.38
    triacetin 6.5
    span 80 11.58
    1,4-butanediol 36.74
    1,1-dichloroethane 0.73
    2-methyl-1-pentanol 4.71
    methyl formate 55.59
    2-methyl-1-butanol 4.62
    n-decane 0.14
    butyronitrile 4.74
    3,7-dimethyl-1-octanol 1.39
    1-chlorooctane 0.33
    1-chlorotetradecane 0.22
    n-nonane 0.13
    undecane 0.11
    tert-butylcyclohexane 0.12
    cyclooctane 0.15
    cyclopentanol 10.58
    tetrahydropyran 6.1
    tert-amyl methyl ether 2.21
    2,5,8-trioxanonane 35.15
    1-hexene 0.58
    2-isopropoxyethanol 25.36
    2,2,2-trifluoroethanol 48.43
    methyl butyrate 6.4

    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