Methyl 2-[cinnamylideneamino]benzoate

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  • Identifiers

    CAS number
    94386-48-8

    Molecular formula
    C17H15NO2

    SMILES
    COC(=O)C1=CC=CC=C1N=C/C=C/C2=CC=CC=C2

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 74.43%
    Spicy 65.7%
    Cinnamon 57.27%
    Floral 55.55%
    Balsamic 46.09%
    Fruity 36.95%
    Powdery 33.33%
    Warm 32.98%
    Honey 30.36%
    Green 29.61%

     

    Flavor
    Bitter 41.44%
    Balsam 31.44%
    Fruity 28.55%
    Honey 25.32%
    Sweet 23.84%
    Chocolate 23.29%
    Nitrile 22.26%
    Floral 22.22%
    Cinnamon 21.56%
    Orange flower 21.26%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    5.53 (weak acid)

    Molecular weight
    265.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    413°C

    Flash point

    • 204.08 ˚C est.

  • Synonyms

    • METHYL 2-[CINNAMYLIDENEAMINO]BENZOATE
    • 94386-48-8
    • Methyl 2-(cinnamylideneamino)benzoate
    • EINECS 305-271-1
    • methyl 2-[[(E)-3-phenylprop-2-enylidene]amino]benzoate
    • NIOSH/CB2730000
    • OOJFPYZBLJTFST-XKBVOMFJSA-N
    • CB27300000
    • Anthranilic acid, N-cinnamylidene-, methyl ester
    • Cinnamic aldehyde methylanthranilate, Schiff's base
    • 305-271-1

  • Applications

    Methyl 2-[cinnamylideneamino]benzoate (CAS 94386-48-8) is typically used as an organic synthesis intermediate, providing a functional imine/aryl benzoate ester scaffold for building more complex aromatic compounds; it may serve as a Schiff-base ligand in coordination chemistry and catalysis; it can act as a precursor for dyes and other functional aromatic compounds; it can function as a specialty monomer or functional additive in polymers and coatings; and it is studied in materials science for potential applications in optics and sensors. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 42.64
    methanol 40.13
    isopropanol 26.52
    water 0.01
    ethyl acetate 229.1
    n-propanol 40.42
    acetone 367.91
    n-butanol 37.8
    acetonitrile 171.64
    DMF 539.92
    toluene 346.08
    isobutanol 29.96
    1,4-dioxane 321.7
    methyl acetate 231.39
    THF 944.89
    2-butanone 312.4
    n-pentanol 38.34
    sec-butanol 35.44
    n-hexane 6.79
    ethylene glycol 11.07
    NMP 389.88
    cyclohexane 17.09
    DMSO 564.8
    n-butyl acetate 92.27
    n-octanol 15.35
    chloroform 1354.58
    n-propyl acetate 114.17
    acetic acid 85.78
    dichloromethane 1835.81
    cyclohexanone 467.13
    propylene glycol 21.45
    isopropyl acetate 103.42
    DMAc 478.31
    2-ethoxyethanol 87.57
    isopentanol 36.22
    n-heptane 6.2
    ethyl formate 119.66
    1,2-dichloroethane 1213.43
    n-hexanol 35.5
    2-methoxyethanol 141.79
    isobutyl acetate 64.8
    tetrachloromethane 50.32
    n-pentyl acetate 50.78
    transcutol 314.69
    n-heptanol 19.44
    ethylbenzene 77.19
    MIBK 106.08
    2-propoxyethanol 85.65
    tert-butanol 39.45
    MTBE 66.38
    2-butoxyethanol 52.14
    propionic acid 72.34
    o-xylene 83.61
    formic acid 23.33
    diethyl ether 128.19
    m-xylene 94.67
    p-xylene 81.7
    chlorobenzene 347.56
    dimethyl carbonate 153.24
    n-octane 2.88
    formamide 83.8
    cyclopentanone 792.41
    2-pentanone 235.98
    anisole 170.28
    cyclopentyl methyl ether 258.09
    gamma-butyrolactone 660.74
    1-methoxy-2-propanol 107.43
    pyridine 614.92
    3-pentanone 210.57
    furfural 476.93
    n-dodecane 2.78
    diethylene glycol 61.55
    diisopropyl ether 26.73
    tert-amyl alcohol 39.28
    acetylacetone 300.64
    n-hexadecane 3.39
    acetophenone 161.2
    methyl propionate 231.79
    isopentyl acetate 78.97
    trichloroethylene 1986.33
    n-nonanol 16.85
    cyclohexanol 69.26
    benzyl alcohol 107.82
    2-ethylhexanol 29.46
    isooctanol 19.15
    dipropyl ether 56.22
    1,2-dichlorobenzene 245.75
    ethyl lactate 50.88
    propylene carbonate 246.7
    n-methylformamide 177.79
    2-pentanol 28.25
    n-pentane 4.67
    1-propoxy-2-propanol 60.67
    1-methoxy-2-propyl acetate 112.83
    2-(2-methoxypropoxy) propanol 63.02
    mesitylene 41.17
    ε-caprolactone 280.81
    p-cymene 29.04
    epichlorohydrin 1165.17
    1,1,1-trichloroethane 462.42
    2-aminoethanol 24.45
    morpholine-4-carbaldehyde 299.01
    sulfolane 677.5
    2,2,4-trimethylpentane 4.86
    2-methyltetrahydrofuran 357.45
    n-hexyl acetate 62.67
    isooctane 3.35
    2-(2-butoxyethoxy)ethanol 81.54
    sec-butyl acetate 72.53
    tert-butyl acetate 96.11
    decalin 11.36
    glycerin 35.67
    diglyme 217.0
    acrylic acid 83.71
    isopropyl myristate 28.99
    n-butyric acid 100.94
    acetyl acetate 138.19
    di(2-ethylhexyl) phthalate 33.22
    ethyl propionate 112.13
    nitromethane 367.41
    1,2-diethoxyethane 102.93
    benzonitrile 174.02
    trioctyl phosphate 19.59
    1-bromopropane 343.88
    gamma-valerolactone 556.82
    n-decanol 14.28
    triethyl phosphate 45.64
    4-methyl-2-pentanol 20.11
    propionitrile 135.82
    vinylene carbonate 221.04
    1,1,2-trichlorotrifluoroethane 352.28
    DMS 106.84
    cumene 37.52
    2-octanol 12.47
    2-hexanone 120.77
    octyl acetate 35.85
    limonene 39.97
    1,2-dimethoxyethane 221.2
    ethyl orthosilicate 40.72
    tributyl phosphate 27.54
    diacetone alcohol 101.98
    N,N-dimethylaniline 82.5
    acrylonitrile 226.45
    aniline 212.49
    1,3-propanediol 38.56
    bromobenzene 431.22
    dibromomethane 972.96
    1,1,2,2-tetrachloroethane 1234.81
    2-methyl-cyclohexyl acetate 63.19
    tetrabutyl urea 39.69
    diisobutyl methanol 20.77
    2-phenylethanol 79.16
    styrene 123.86
    dioctyl adipate 52.76
    dimethyl sulfate 235.19
    ethyl butyrate 83.02
    methyl lactate 81.27
    butyl lactate 40.84
    diethyl carbonate 61.51
    propanediol butyl ether 37.31
    triethyl orthoformate 56.91
    p-tert-butyltoluene 26.43
    methyl 4-tert-butylbenzoate 82.34
    morpholine 360.2
    tert-butylamine 23.95
    n-dodecanol 12.33
    dimethoxymethane 319.92
    ethylene carbonate 168.24
    cyrene 91.65
    2-ethoxyethyl acetate 90.37
    2-ethylhexyl acetate 63.4
    1,2,4-trichlorobenzene 308.19
    4-methylpyridine 451.55
    dibutyl ether 40.4
    2,6-dimethyl-4-heptanol 20.77
    DEF 240.72
    dimethyl isosorbide 146.81
    tetrachloroethylene 568.28
    eugenol 77.27
    triacetin 86.38
    span 80 46.58
    1,4-butanediol 17.79
    1,1-dichloroethane 702.22
    2-methyl-1-pentanol 40.19
    methyl formate 168.39
    2-methyl-1-butanol 36.59
    n-decane 4.08
    butyronitrile 117.0
    3,7-dimethyl-1-octanol 21.52
    1-chlorooctane 23.17
    1-chlorotetradecane 10.47
    n-nonane 3.59
    undecane 3.3
    tert-butylcyclohexane 8.4
    cyclooctane 5.79
    cyclopentanol 83.65
    tetrahydropyran 345.29
    tert-amyl methyl ether 62.47
    2,5,8-trioxanonane 134.81
    1-hexene 37.49
    2-isopropoxyethanol 62.05
    2,2,2-trifluoroethanol 36.9
    methyl butyrate 147.27

    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