Benzoic acid, 2-((2-phenylethylidene)amino)-, methyl ester

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  • Identifiers

    CAS number
    67785-76-6

    Molecular formula
    C16H15NO2

    SMILES
    COC(=O)C1=CC=CC=C1N=CCC2=CC=CC=C2

  • Odor profile

    Fragrance
    Floral 79.1%
    Green 63.46%
    Sweet 61.08%
    Fresh 47.98%
    Hyacinth 39.49%
    Neroli 38.11%
    Honey 37.46%
    Lily 36.07%
    Cortex 34.98%
    Balsamic 33.09%

     

    Flavor
    Fruity 53.46%
    Floral 44.66%
    Sweet 42.87%
    Bitter 41.43%
    Balsam 35.71%
    Honey 35.3%
    Chocolate 31.14%
    Grape 29.43%
    Strawberry 27.22%
    Mild 25.32%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    5.75 (weak acid)

    Molecular weight
    253.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    392°C

    Flash point

    • 190.5 ˚C est.

  • Synonyms

    • Methyl 2-((2-phenylethylidene)amino)benzoate
    • 67785-76-6
    • methyl 2-[(2-phenylethylidene)amino]benzoate
    • Methyl N-(2-phenylethylidene) anthranilate
    • Benzoic acid, 2-[(2-phenylethylidene)amino]-, methyl ester
    • EINECS 267-070-4
    • DTXSID4070586
    • Phenyl acetaldehyde / methylanthranilate (Schiff Base)
    • Benzoic acid, 2-((2-phenylethylidene)amino)-, methyl ester
    • methyl 2-(2-phenylethylideneamino)benzoate
    • SCHEMBL3503864
    • DTXCID9045007
    • SCHEMBL18230849
    • UTUBQSIVMXUACR-UHFFFAOYSA-N
    • AS-81906
    • NS00055210
    • methyl (E)-2-((2-phenylethylidene)amino)benzoate
    • Benzoic acid, 2-(2-phenylethylidene)amino-, methyl ester
    • 267-070-4

  • Applications

    Benzoic acid, 2-((2-phenylethylidene)amino)-, methyl ester (CAS 67785-76-6) is primarily used as an organic synthesis intermediate in industrial manufacturing. It serves as a building block for dyes and pigment precursors used in coatings and inks, and it is explored as a pharmaceutical intermediate in routes to more complex active compounds. In perfumery and cosmetics, it can function as a fragrance intermediate or odorant precursor, while in polymer and coatings formulations it provides a functional ester building block for specialty polymers and coating systems. Overall, its applications are typically dependent on specific formulations and regulatory constraints, reflecting its role as an intermediate rather than a bulk commodity.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 67.74
    methanol 70.06
    isopropanol 34.4
    water 0.02
    ethyl acetate 242.84
    n-propanol 54.94
    acetone 316.45
    n-butanol 49.93
    acetonitrile 176.07
    DMF 505.73
    toluene 275.78
    isobutanol 38.48
    1,4-dioxane 375.16
    methyl acetate 229.31
    THF 663.3
    2-butanone 264.98
    n-pentanol 45.31
    sec-butanol 39.65
    n-hexane 3.69
    ethylene glycol 18.45
    NMP 274.67
    cyclohexane 12.15
    DMSO 539.29
    n-butyl acetate 89.5
    n-octanol 14.33
    chloroform 1166.97
    n-propyl acetate 105.32
    acetic acid 110.89
    dichloromethane 1476.1
    cyclohexanone 380.5
    propylene glycol 31.16
    isopropyl acetate 104.46
    DMAc 444.28
    2-ethoxyethanol 109.58
    isopentanol 47.04
    n-heptane 3.84
    ethyl formate 115.13
    1,2-dichloroethane 1044.46
    n-hexanol 40.17
    2-methoxyethanol 204.07
    isobutyl acetate 63.17
    tetrachloromethane 40.36
    n-pentyl acetate 42.97
    transcutol 436.11
    n-heptanol 20.85
    ethylbenzene 64.04
    MIBK 101.86
    2-propoxyethanol 101.16
    tert-butanol 56.66
    MTBE 68.97
    2-butoxyethanol 57.66
    propionic acid 79.75
    o-xylene 71.36
    formic acid 35.36
    diethyl ether 138.65
    m-xylene 85.73
    p-xylene 67.54
    chlorobenzene 292.87
    dimethyl carbonate 151.56
    n-octane 1.98
    formamide 110.65
    cyclopentanone 580.71
    2-pentanone 203.77
    anisole 150.62
    cyclopentyl methyl ether 199.55
    gamma-butyrolactone 525.13
    1-methoxy-2-propanol 133.39
    pyridine 552.03
    3-pentanone 175.08
    furfural 423.38
    n-dodecane 2.26
    diethylene glycol 92.1
    diisopropyl ether 24.42
    tert-amyl alcohol 46.05
    acetylacetone 278.02
    n-hexadecane 2.71
    acetophenone 141.36
    methyl propionate 219.08
    isopentyl acetate 77.33
    trichloroethylene 1629.89
    n-nonanol 16.18
    cyclohexanol 72.36
    benzyl alcohol 106.04
    2-ethylhexanol 29.26
    isooctanol 20.08
    dipropyl ether 47.71
    1,2-dichlorobenzene 210.87
    ethyl lactate 51.54
    propylene carbonate 210.54
    n-methylformamide 176.51
    2-pentanol 31.68
    n-pentane 2.74
    1-propoxy-2-propanol 64.9
    1-methoxy-2-propyl acetate 118.93
    2-(2-methoxypropoxy) propanol 72.14
    mesitylene 38.25
    ε-caprolactone 239.85
    p-cymene 26.08
    epichlorohydrin 1022.82
    1,1,1-trichloroethane 393.9
    2-aminoethanol 40.86
    morpholine-4-carbaldehyde 280.84
    sulfolane 530.0
    2,2,4-trimethylpentane 3.76
    2-methyltetrahydrofuran 276.05
    n-hexyl acetate 54.23
    isooctane 2.92
    2-(2-butoxyethoxy)ethanol 98.18
    sec-butyl acetate 68.19
    tert-butyl acetate 99.82
    decalin 8.73
    glycerin 54.3
    diglyme 244.98
    acrylic acid 89.42
    isopropyl myristate 27.17
    n-butyric acid 115.69
    acetyl acetate 145.0
    di(2-ethylhexyl) phthalate 33.04
    ethyl propionate 101.96
    nitromethane 392.72
    1,2-diethoxyethane 118.83
    benzonitrile 153.06
    trioctyl phosphate 19.2
    1-bromopropane 276.16
    gamma-valerolactone 481.35
    n-decanol 14.09
    triethyl phosphate 44.09
    4-methyl-2-pentanol 22.69
    propionitrile 139.54
    vinylene carbonate 202.46
    1,1,2-trichlorotrifluoroethane 346.36
    DMS 100.1
    cumene 32.91
    2-octanol 12.14
    2-hexanone 103.79
    octyl acetate 33.04
    limonene 34.97
    1,2-dimethoxyethane 239.01
    ethyl orthosilicate 39.22
    tributyl phosphate 26.42
    diacetone alcohol 112.05
    N,N-dimethylaniline 75.12
    acrylonitrile 227.64
    aniline 199.87
    1,3-propanediol 62.56
    bromobenzene 352.34
    dibromomethane 776.31
    1,1,2,2-tetrachloroethane 1057.19
    2-methyl-cyclohexyl acetate 60.55
    tetrabutyl urea 37.61
    diisobutyl methanol 21.09
    2-phenylethanol 81.72
    styrene 104.35
    dioctyl adipate 50.17
    dimethyl sulfate 218.2
    ethyl butyrate 76.27
    methyl lactate 87.92
    butyl lactate 39.65
    diethyl carbonate 60.1
    propanediol butyl ether 41.76
    triethyl orthoformate 54.95
    p-tert-butyltoluene 24.58
    methyl 4-tert-butylbenzoate 80.55
    morpholine 399.94
    tert-butylamine 29.47
    n-dodecanol 11.98
    dimethoxymethane 346.89
    ethylene carbonate 156.77
    cyrene 90.57
    2-ethoxyethyl acetate 86.0
    2-ethylhexyl acetate 60.04
    1,2,4-trichlorobenzene 258.43
    4-methylpyridine 386.33
    dibutyl ether 34.84
    2,6-dimethyl-4-heptanol 21.09
    DEF 210.9
    dimethyl isosorbide 149.24
    tetrachloroethylene 500.55
    eugenol 80.74
    triacetin 83.28
    span 80 49.95
    1,4-butanediol 24.38
    1,1-dichloroethane 580.82
    2-methyl-1-pentanol 47.25
    methyl formate 164.83
    2-methyl-1-butanol 43.05
    n-decane 3.06
    butyronitrile 112.86
    3,7-dimethyl-1-octanol 22.26
    1-chlorooctane 17.94
    1-chlorotetradecane 9.16
    n-nonane 2.6
    undecane 2.57
    tert-butylcyclohexane 6.91
    cyclooctane 3.72
    cyclopentanol 72.33
    tetrahydropyran 333.98
    tert-amyl methyl ether 56.07
    2,5,8-trioxanonane 157.8
    1-hexene 26.65
    2-isopropoxyethanol 74.04
    2,2,2-trifluoroethanol 44.57
    methyl butyrate 132.05

    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