2-(((E)-3-(4-hydroxyphenyl)prop-2-enoyl)amino)benzoic acid

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  • Identifiers

    CAS number
    115610-36-1

    Molecular formula
    C16H13NO4

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

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Fruity 58.04%
    Odorless 37.5%
    Grape 35.6%
    Cooked 28.51%
    Savory 28.4%
    Bitter 27.42%
    Meaty 27.12%
    Balsamic 26.16%
    Burnt 25.36%
    Spicy 20.97%

     

    Flavor
    Bitter 50.71%
    Odorless 49.64%
    Mild 35.76%
    Very mild 24.68%
    Faint 24.52%
    Nutty 22.35%
    Nitrile 22.34%
    Urine 21.91%
    Orange flower 21.54%
    Yeast 21.4%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.6

    pKa est.
    8.14 (weak base)

    Molecular weight
    283.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    532°C

    Flash point

    • 252.19 ˚C est.

  • Synonyms

    • 2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]benzoic Acid
    • 2-(((E)-3-(4-hydroxyphenyl)prop-2-enoyl)amino)benzoic acid
    • RefChem:446966
    • 920-437-9
    • Avenanthramide D
    • Avenanthramide 1p
    • 115610-36-1
    • Dianthramide P
    • N-p-Coumarylanthranilic acid
    • 24HT67X53Y
    • N-(E)-p-Coumaroylanthranilic acid
    • Benzoic acid, 2-((3-(4-hydroxyphenyl)-1-oxo-2-propenyl)amino)-, (E)-
    • UNII-24HT67X53Y
    • CHEMBL4516367
    • 2-(((2E)-3-(4-Hydroxyphenyl)-1-oxo-2-propen-1-yl)amino)benzoic acid
    • Benzoic acid, 2-(((2E)-3-(4-hydroxyphenyl)-1-oxo-2-propenyl)amino)-
    • 53901-55-6
    • MFCD13554294
    • p-coumaroylanthranilic acid
    • orb1698266
    • SCHEMBL2778920
    • SCHEMBL29401064
    • 2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]benzoic acid
    • CHEBI:174705
    • DTXSID401316674
    • Benzoic acid, 2-((3-(4-hydroxyphenyl)-1-oxo-2-propenyl)amino)-
    • BDBM50512063
    • AKOS009370769
    • N-[4-Hydroxy-(E)-cinnamoyl]-anthranilic acid
    • 2-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]amino}benzoic acid
    • 115610-36-1

  • Applications

    2-(((E)-3-(4-hydroxyphenyl)prop-2-enoyl)amino)benzoic acid (CAS 115610-36-1) is primarily used as an organic synthesis intermediate for pharmaceutical research and material development. Its cinnamoyl framework and phenolic group enable it to serve as a building block for colorant and light-absorbing compounds used in coatings, plastics, and related substrates. It may also be evaluated as an intermediate for dye/colorant synthesis and related derivatives. Additionally, with UV-absorbing potential and the amide/benzoic acid moiety, it could be explored as a UV-stabilizer component in polymers, coatings, or inks. Practical use depends on local regulations and formulation constraints, and it is typically considered within research and development pipelines for new products.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 20.14
    methanol 35.14
    isopropanol 14.48
    water 0.04
    ethyl acetate 5.9
    n-propanol 19.51
    acetone 40.41
    n-butanol 12.83
    acetonitrile 5.33
    DMF 118.69
    toluene 0.35
    isobutanol 7.49
    1,4-dioxane 23.21
    methyl acetate 11.85
    THF 175.48
    2-butanone 32.73
    n-pentanol 10.2
    sec-butanol 13.41
    n-hexane 0.03
    ethylene glycol 13.23
    NMP 34.69
    cyclohexane 0.01
    DMSO 269.55
    n-butyl acetate 4.73
    n-octanol 2.88
    chloroform 0.16
    n-propyl acetate 5.22
    acetic acid 15.05
    dichloromethane 0.14
    cyclohexanone 15.51
    propylene glycol 45.89
    isopropyl acetate 5.24
    DMAc 189.89
    2-ethoxyethanol 63.75
    isopentanol 9.71
    n-heptane 0.05
    ethyl formate 5.65
    1,2-dichloroethane 0.44
    n-hexanol 4.67
    2-methoxyethanol 149.75
    isobutyl acetate 2.67
    tetrachloromethane 0.05
    n-pentyl acetate 3.12
    transcutol 102.37
    n-heptanol 3.8
    ethylbenzene 0.44
    MIBK 9.0
    2-propoxyethanol 54.46
    tert-butanol 16.31
    MTBE 4.96
    2-butoxyethanol 21.62
    propionic acid 10.97
    o-xylene 0.46
    formic acid 15.76
    diethyl ether 2.8
    m-xylene 0.44
    p-xylene 0.58
    chlorobenzene 0.32
    dimethyl carbonate 9.19
    n-octane 0.03
    formamide 46.11
    cyclopentanone 43.82
    2-pentanone 14.86
    anisole 5.51
    cyclopentyl methyl ether 6.23
    gamma-butyrolactone 35.76
    1-methoxy-2-propanol 102.62
    pyridine 7.36
    3-pentanone 6.59
    furfural 19.83
    n-dodecane 0.07
    diethylene glycol 52.96
    diisopropyl ether 0.69
    tert-amyl alcohol 13.02
    acetylacetone 22.08
    n-hexadecane 0.08
    acetophenone 6.49
    methyl propionate 10.67
    isopentyl acetate 5.51
    trichloroethylene 1.12
    n-nonanol 3.34
    cyclohexanol 3.43
    benzyl alcohol 7.31
    2-ethylhexanol 2.54
    isooctanol 3.3
    dipropyl ether 3.7
    1,2-dichlorobenzene 0.5
    ethyl lactate 11.57
    propylene carbonate 9.32
    n-methylformamide 40.52
    2-pentanol 5.82
    n-pentane 0.02
    1-propoxy-2-propanol 31.22
    1-methoxy-2-propyl acetate 16.28
    2-(2-methoxypropoxy) propanol 26.19
    mesitylene 0.35
    ε-caprolactone 13.56
    p-cymene 0.67
    epichlorohydrin 35.26
    1,1,1-trichloroethane 0.29
    2-aminoethanol 38.54
    morpholine-4-carbaldehyde 46.17
    sulfolane 63.13
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 16.91
    n-hexyl acetate 4.77
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 38.27
    sec-butyl acetate 3.74
    tert-butyl acetate 8.2
    decalin 0.04
    glycerin 67.52
    diglyme 59.03
    acrylic acid 10.28
    isopropyl myristate 2.92
    n-butyric acid 11.1
    acetyl acetate 3.38
    di(2-ethylhexyl) phthalate 4.37
    ethyl propionate 6.05
    nitromethane 41.74
    1,2-diethoxyethane 15.62
    benzonitrile 2.75
    trioctyl phosphate 3.03
    1-bromopropane 0.22
    gamma-valerolactone 59.77
    n-decanol 2.72
    triethyl phosphate 4.41
    4-methyl-2-pentanol 3.54
    propionitrile 5.6
    vinylene carbonate 6.19
    1,1,2-trichlorotrifluoroethane 27.43
    DMS 6.17
    cumene 0.45
    2-octanol 1.94
    2-hexanone 10.28
    octyl acetate 3.77
    limonene 0.78
    1,2-dimethoxyethane 68.4
    ethyl orthosilicate 4.08
    tributyl phosphate 3.52
    diacetone alcohol 29.2
    N,N-dimethylaniline 4.25
    acrylonitrile 8.77
    aniline 2.43
    1,3-propanediol 45.47
    bromobenzene 0.19
    dibromomethane 0.08
    1,1,2,2-tetrachloroethane 1.72
    2-methyl-cyclohexyl acetate 5.8
    tetrabutyl urea 7.36
    diisobutyl methanol 2.27
    2-phenylethanol 6.59
    styrene 0.48
    dioctyl adipate 6.3
    dimethyl sulfate 18.89
    ethyl butyrate 5.4
    methyl lactate 25.47
    butyl lactate 8.22
    diethyl carbonate 4.07
    propanediol butyl ether 19.58
    triethyl orthoformate 6.1
    p-tert-butyltoluene 0.68
    methyl 4-tert-butylbenzoate 11.86
    morpholine 45.01
    tert-butylamine 2.97
    n-dodecanol 2.01
    dimethoxymethane 69.52
    ethylene carbonate 4.79
    cyrene 26.43
    2-ethoxyethyl acetate 8.5
    2-ethylhexyl acetate 3.36
    1,2,4-trichlorobenzene 0.96
    4-methylpyridine 4.35
    dibutyl ether 3.08
    2,6-dimethyl-4-heptanol 2.27
    DEF 17.96
    dimethyl isosorbide 40.35
    tetrachloroethylene 0.78
    eugenol 14.44
    triacetin 9.81
    span 80 15.46
    1,4-butanediol 14.95
    1,1-dichloroethane 0.22
    2-methyl-1-pentanol 7.91
    methyl formate 20.12
    2-methyl-1-butanol 9.12
    n-decane 0.09
    butyronitrile 4.94
    3,7-dimethyl-1-octanol 3.22
    1-chlorooctane 0.51
    1-chlorotetradecane 0.34
    n-nonane 0.06
    undecane 0.08
    tert-butylcyclohexane 0.05
    cyclooctane 0.01
    cyclopentanol 7.96
    tetrahydropyran 6.56
    tert-amyl methyl ether 4.82
    2,5,8-trioxanonane 48.22
    1-hexene 0.23
    2-isopropoxyethanol 30.37
    2,2,2-trifluoroethanol 4.4
    methyl butyrate 8.19

    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