Benzoic acid, 2-(((4-methoxyphenyl)methylene)amino)-, methyl ester

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  • Identifiers

    CAS number
    14735-72-9

    Molecular formula
    C16H15NO3

    SMILES
    COC1=CC=C(C=C1)C=NC2=CC=CC=C2C(=O)OC

  • Odor profile

    Fragrance
    Floral 83.69%
    Sweet 82.99%
    Powdery 48.72%
    Fruity 48.6%
    Cherry 45.96%
    Anisic 43.39%
    Neroli 41.87%
    Spicy 40.87%
    Hawthorn 40.4%
    Grape 36.35%

     

    Flavor
    Bitter 53.48%
    Fruity 46.2%
    Balsam 32.42%
    Grape 31.48%
    Sweet 30.0%
    Floral 29.6%
    Wintergreen 29.46%
    Strawberry 27.71%
    Powdery 26.8%
    Herbal 25.08%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    5.73 (weak acid)

    Molecular weight
    269.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    407°C

    Flash point

    • 192.36 ˚C est.

  • Synonyms

    • 14735-72-9
    • METHYL 2-[[(4-METHOXYPHENYL)METHYLENE]AMINO]BENZOATE
    • 93983-63-2
    • Methyl 2-(((4-methoxyphenyl)methylene)amino)benzoate
    • EINECS 301-318-5
    • Methyl N-(p-methoxybenzylidene)anthranilate
    • EINECS 238-796-9
    • Anisic aldehyde/methyl anthranilate (Schiff base)
    • methyl 2-[(4-methoxyphenyl)methylideneamino]benzoate
    • DTXSID4065812
    • Benzoic acid, 2-[[(4-methoxyphenyl)methylene]amino]-, methyl ester
    • N-((4-Methoxyphenyl)methylene)-2-carbomethoxybenzenamine
    • Anisic aldehyde/methyl anthranilate (Schiff base) (natural)
    • Benzoic acid, 2-(((4-methoxyphenyl)methylene)amino)-, methyl ester
    • SCHEMBL3506330
    • DTXCID8034790
    • SCHEMBL18230843
    • VYSXJKIBCGUXTM-UHFFFAOYSA-N
    • Benzoic acid 2-[[(4-methoxyphenyl)methylene]ami-no]-,methyl ester/1,2,3-propanetriol triacetate
    • NS00024827
    • methyl (E)-2-((4-methoxybenzylidene)amino)benzoate
    • Benzoic acid, 2-(4-methoxyphenyl)methyleneamino-, methyl ester
    • 238-796-9
    • 301-318-5

  • Applications

    Benzoic acid, 2-(((4-methoxyphenyl)methylene)amino)-, methyl ester (CAS 14735-72-9) is viewed as an organic-synthesis intermediate and building block for subsequent functionalization; in pharmaceutical contexts it serves as a precursor to amine- and imine-containing compounds and Schiff-base derivatives; in materials technology it functions as a colorant dye/pigment precursor and as a functionalized benzoate scaffold for polymers and coatings; it may also be used as a starting material in research and development to explore new organic compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 19.65
    methanol 16.64
    isopropanol 14.26
    water 0.01
    ethyl acetate 160.28
    n-propanol 20.46
    acetone 76.99
    n-butanol 18.37
    acetonitrile 93.03
    DMF 68.03
    toluene 167.02
    isobutanol 13.02
    1,4-dioxane 216.87
    methyl acetate 129.98
    THF 367.92
    2-butanone 125.69
    n-pentanol 22.25
    sec-butanol 23.06
    n-hexane 2.34
    ethylene glycol 6.83
    NMP 56.49
    cyclohexane 7.37
    DMSO 208.57
    n-butyl acetate 44.18
    n-octanol 5.53
    chloroform 763.17
    n-propyl acetate 57.63
    acetic acid 60.02
    dichloromethane 869.63
    cyclohexanone 127.11
    propylene glycol 15.45
    isopropyl acetate 58.78
    DMAc 155.41
    2-ethoxyethanol 79.8
    isopentanol 17.79
    n-heptane 2.15
    ethyl formate 51.82
    1,2-dichloroethane 512.27
    n-hexanol 16.95
    2-methoxyethanol 105.41
    isobutyl acetate 30.67
    tetrachloromethane 25.41
    n-pentyl acetate 19.61
    transcutol 271.49
    n-heptanol 8.36
    ethylbenzene 42.54
    MIBK 42.87
    2-propoxyethanol 58.86
    tert-butanol 28.82
    MTBE 44.18
    2-butoxyethanol 30.94
    propionic acid 40.22
    o-xylene 50.33
    formic acid 20.25
    diethyl ether 82.58
    m-xylene 46.19
    p-xylene 43.06
    chlorobenzene 138.2
    dimethyl carbonate 66.94
    n-octane 0.93
    formamide 63.01
    cyclopentanone 172.41
    2-pentanone 78.92
    anisole 100.0
    cyclopentyl methyl ether 101.0
    gamma-butyrolactone 201.83
    1-methoxy-2-propanol 70.23
    pyridine 310.38
    3-pentanone 88.18
    furfural 210.76
    n-dodecane 0.9
    diethylene glycol 49.54
    diisopropyl ether 14.39
    tert-amyl alcohol 30.95
    acetylacetone 125.75
    n-hexadecane 1.1
    acetophenone 84.71
    methyl propionate 112.12
    isopentyl acetate 41.55
    trichloroethylene 954.84
    n-nonanol 6.8
    cyclohexanol 33.03
    benzyl alcohol 70.08
    2-ethylhexanol 14.73
    isooctanol 8.4
    dipropyl ether 28.72
    1,2-dichlorobenzene 102.29
    ethyl lactate 29.55
    propylene carbonate 80.69
    n-methylformamide 47.22
    2-pentanol 15.16
    n-pentane 1.6
    1-propoxy-2-propanol 38.34
    1-methoxy-2-propyl acetate 69.88
    2-(2-methoxypropoxy) propanol 48.79
    mesitylene 18.98
    ε-caprolactone 108.32
    p-cymene 14.84
    epichlorohydrin 503.57
    1,1,1-trichloroethane 217.17
    2-aminoethanol 15.98
    morpholine-4-carbaldehyde 121.68
    sulfolane 191.22
    2,2,4-trimethylpentane 2.02
    2-methyltetrahydrofuran 157.21
    n-hexyl acetate 23.15
    isooctane 1.18
    2-(2-butoxyethoxy)ethanol 58.57
    sec-butyl acetate 41.45
    tert-butyl acetate 55.63
    decalin 4.72
    glycerin 30.78
    diglyme 159.87
    acrylic acid 46.88
    isopropyl myristate 13.49
    n-butyric acid 48.43
    acetyl acetate 90.3
    di(2-ethylhexyl) phthalate 16.98
    ethyl propionate 65.53
    nitromethane 199.13
    1,2-diethoxyethane 79.11
    benzonitrile 79.4
    trioctyl phosphate 9.19
    1-bromopropane 142.14
    gamma-valerolactone 195.16
    n-decanol 5.7
    triethyl phosphate 29.42
    4-methyl-2-pentanol 9.84
    propionitrile 67.12
    vinylene carbonate 84.91
    1,1,2-trichlorotrifluoroethane 195.64
    DMS 53.01
    cumene 19.34
    2-octanol 5.12
    2-hexanone 52.57
    octyl acetate 15.77
    limonene 19.07
    1,2-dimethoxyethane 147.69
    ethyl orthosilicate 26.6
    tributyl phosphate 14.37
    diacetone alcohol 58.91
    N,N-dimethylaniline 47.41
    acrylonitrile 103.03
    aniline 128.59
    1,3-propanediol 28.68
    bromobenzene 168.12
    dibromomethane 469.66
    1,1,2,2-tetrachloroethane 573.61
    2-methyl-cyclohexyl acetate 37.91
    tetrabutyl urea 19.66
    diisobutyl methanol 10.67
    2-phenylethanol 47.08
    styrene 66.13
    dioctyl adipate 28.21
    dimethyl sulfate 93.82
    ethyl butyrate 47.22
    methyl lactate 44.78
    butyl lactate 19.36
    diethyl carbonate 39.95
    propanediol butyl ether 20.37
    triethyl orthoformate 37.34
    p-tert-butyltoluene 13.99
    methyl 4-tert-butylbenzoate 43.09
    morpholine 226.13
    tert-butylamine 14.54
    n-dodecanol 5.06
    dimethoxymethane 126.82
    ethylene carbonate 63.93
    cyrene 54.96
    2-ethoxyethyl acetate 51.58
    2-ethylhexyl acetate 32.64
    1,2,4-trichlorobenzene 131.23
    4-methylpyridine 193.73
    dibutyl ether 17.57
    2,6-dimethyl-4-heptanol 10.67
    DEF 77.68
    dimethyl isosorbide 94.51
    tetrachloroethylene 273.12
    eugenol 45.57
    triacetin 47.53
    span 80 28.31
    1,4-butanediol 12.79
    1,1-dichloroethane 283.99
    2-methyl-1-pentanol 24.47
    methyl formate 47.76
    2-methyl-1-butanol 18.33
    n-decane 1.32
    butyronitrile 49.34
    3,7-dimethyl-1-octanol 9.45
    1-chlorooctane 7.44
    1-chlorotetradecane 3.94
    n-nonane 1.1
    undecane 1.06
    tert-butylcyclohexane 3.41
    cyclooctane 2.43
    cyclopentanol 31.09
    tetrahydropyran 185.14
    tert-amyl methyl ether 38.25
    2,5,8-trioxanonane 106.55
    1-hexene 14.4
    2-isopropoxyethanol 50.17
    2,2,2-trifluoroethanol 26.42
    methyl butyrate 67.2

    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