Benzoic acid, 3-amino-, methyl ester

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  • Identifiers

    CAS number
    4518-10-9

    Molecular formula
    C8H9NO2

    SMILES
    COC(=O)C1=CC(=CC=C1)N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 66.92%
    Floral 65.02%
    Grape 61.45%
    Sweet 54.69%
    Neroli 38.25%
    Orange 37.52%
    Powdery 34.03%
    Cherry 33.29%
    Phenolic 31.83%
    Animal 28.74%

     

    Flavor
    Sweet 62.37%
    Fruity 59.46%
    Floral 48.39%
    Grape 42.0%
    Powdery 41.36%
    Balsam 41.02%
    Wintergreen 38.39%
    Bitter 36.4%
    Strawberry 34.63%
    Cherry 33.62%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    3.99 (weak acid)

    Molecular weight
    151.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    294°C

    Flash point

    • 131.31 ˚C est.

  • Synonyms

    • Methyl 3-aminobenzoate
    • 4518-10-9
    • 3-Aminobenzoic Acid Methyl Ester
    • Benzoic acid, 3-amino-, methyl ester
    • Methyl m-aminobenzoate
    • Methyl-3-aminobenzoate
    • 3-Amino-benzoic acid methyl ester
    • MFCD00017102
    • 3-(Methoxycarbonyl)aniline
    • Methyl-m-aminobenzoate
    • m-Aminobenzoic acid, methyl ester
    • DTXSID7063506
    • m-aminobenzoic acid methyl ester
    • (3-(Methoxycarbonyl)phenyl)amine
    • EINECS 224-842-5
    • AI3-03339
    • aniline, 3-methoxycarbonyl-
    • methyl3-aminobenzoate
    • methyl 3-amino benzoate
    • 3-Carbomethoxyaniline
    • methyl 3-amino-benzoate
    • Methyl(3-amino)benzoate
    • NCIOpen2_007393
    • 3-amino-benzoicacimethylester
    • SCHEMBL134170
    • Methyl 3-aminophenylcarboxylate
    • T278MY2TG5
    • DTXCID0040389
    • m-amino benzoic acid methyl ester
    • 3-amino benzoic acid methyl ester
    • CHEBI:194931
    • m-Aminobenzoic acid, mrthyl ester
    • ALBB-037309
    • STK219791
    • AKOS000108600
    • CS-W018124
    • SB76065
    • SDCCGMLS-0066265.P001
    • AC-25094
    • AS-18367
    • FM137639
    • SY031535
    • Methyl 3-aminobenzoate, >=97.0% (GC)
    • DB-012711
    • A1499
    • NS00015527
    • EN300-17769
    • AE-562/40241907
    • Z57032594
    • F9995-1223
    • 224-842-5

  • Applications

    Benzoic acid, 3-amino-, methyl ester (CAS 4518-10-9) is commonly used as an intermediate in organic synthesis across multiple industries. In pharmaceutical development, it serves as a building block for medicinal chemistry and for the synthesis of related amine-substituted benzoate compounds. In agrochemical manufacturing, it can be a synthetic precursor for herbicide and pesticide scaffolds. In the dye and pigment sector, it enables routes to aromatic amine derivatives used in coloring agents. In fragrance and flavor applications, it may act as a precursor to fragrance ingredients or aroma chemicals. In coatings and inks, it provides functionalized benzoate groups for further derivatization. In polymer and plastics processing, it may be used as a functionalized intermediate in the synthesis of polyamides or polyimides. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 69.03
    methanol 82.94
    isopropanol 45.15
    water 3.29
    ethyl acetate 32.15
    n-propanol 49.41
    acetone 67.72
    n-butanol 36.53
    acetonitrile 68.48
    DMF 168.52
    toluene 27.38
    isobutanol 30.8
    1,4-dioxane 112.91
    methyl acetate 52.46
    THF 104.63
    2-butanone 54.08
    n-pentanol 33.3
    sec-butanol 35.47
    n-hexane 0.6
    ethylene glycol 47.59
    NMP 96.64
    cyclohexane 1.71
    DMSO 192.92
    n-butyl acetate 19.11
    n-octanol 24.75
    chloroform 82.65
    n-propyl acetate 21.7
    acetic acid 79.55
    dichloromethane 111.92
    cyclohexanone 54.87
    propylene glycol 29.91
    isopropyl acetate 15.34
    DMAc 147.08
    2-ethoxyethanol 85.76
    isopentanol 30.13
    n-heptane 1.84
    ethyl formate 51.28
    1,2-dichloroethane 57.05
    n-hexanol 31.43
    2-methoxyethanol 126.25
    isobutyl acetate 13.43
    tetrachloromethane 9.05
    n-pentyl acetate 17.23
    transcutol 95.52
    n-heptanol 24.61
    ethylbenzene 16.94
    MIBK 21.71
    2-propoxyethanol 61.11
    tert-butanol 64.38
    MTBE 26.41
    2-butoxyethanol 46.67
    propionic acid 39.63
    o-xylene 22.96
    formic acid 77.76
    diethyl ether 21.38
    m-xylene 20.47
    p-xylene 20.3
    chlorobenzene 30.43
    dimethyl carbonate 27.08
    n-octane 1.33
    formamide 126.9
    cyclopentanone 72.5
    2-pentanone 31.81
    anisole 45.72
    cyclopentyl methyl ether 27.46
    gamma-butyrolactone 82.86
    1-methoxy-2-propanol 67.55
    pyridine 82.18
    3-pentanone 25.47
    furfural 108.95
    n-dodecane 1.67
    diethylene glycol 76.64
    diisopropyl ether 5.53
    tert-amyl alcohol 42.33
    acetylacetone 40.45
    n-hexadecane 1.86
    acetophenone 43.35
    methyl propionate 33.81
    isopentyl acetate 19.07
    trichloroethylene 105.96
    n-nonanol 22.65
    cyclohexanol 26.49
    benzyl alcohol 45.73
    2-ethylhexanol 19.57
    isooctanol 19.4
    dipropyl ether 14.92
    1,2-dichlorobenzene 32.4
    ethyl lactate 23.14
    propylene carbonate 49.26
    n-methylformamide 91.6
    2-pentanol 19.65
    n-pentane 0.82
    1-propoxy-2-propanol 34.23
    1-methoxy-2-propyl acetate 27.07
    2-(2-methoxypropoxy) propanol 41.71
    mesitylene 11.14
    ε-caprolactone 45.09
    p-cymene 12.07
    epichlorohydrin 105.06
    1,1,1-trichloroethane 32.16
    2-aminoethanol 58.35
    morpholine-4-carbaldehyde 113.77
    sulfolane 98.86
    2,2,4-trimethylpentane 1.24
    2-methyltetrahydrofuran 52.66
    n-hexyl acetate 25.66
    isooctane 0.97
    2-(2-butoxyethoxy)ethanol 54.2
    sec-butyl acetate 13.46
    tert-butyl acetate 20.44
    decalin 2.04
    glycerin 55.6
    diglyme 100.42
    acrylic acid 44.69
    isopropyl myristate 12.21
    n-butyric acid 41.12
    acetyl acetate 24.11
    di(2-ethylhexyl) phthalate 18.17
    ethyl propionate 19.78
    nitromethane 127.79
    1,2-diethoxyethane 32.01
    benzonitrile 44.76
    trioctyl phosphate 13.42
    1-bromopropane 22.06
    gamma-valerolactone 90.8
    n-decanol 17.52
    triethyl phosphate 16.84
    4-methyl-2-pentanol 13.74
    propionitrile 46.99
    vinylene carbonate 58.33
    1,1,2-trichlorotrifluoroethane 86.38
    DMS 20.42
    cumene 12.42
    2-octanol 14.99
    2-hexanone 26.4
    octyl acetate 17.93
    limonene 14.4
    1,2-dimethoxyethane 112.12
    ethyl orthosilicate 15.81
    tributyl phosphate 12.85
    diacetone alcohol 42.07
    N,N-dimethylaniline 34.98
    acrylonitrile 72.21
    aniline 42.47
    1,3-propanediol 68.04
    bromobenzene 27.28
    dibromomethane 54.85
    1,1,2,2-tetrachloroethane 73.7
    2-methyl-cyclohexyl acetate 22.98
    tetrabutyl urea 21.57
    diisobutyl methanol 12.21
    2-phenylethanol 39.86
    styrene 19.76
    dioctyl adipate 20.82
    dimethyl sulfate 43.83
    ethyl butyrate 20.9
    methyl lactate 30.44
    butyl lactate 19.12
    diethyl carbonate 18.79
    propanediol butyl ether 37.18
    triethyl orthoformate 17.75
    p-tert-butyltoluene 11.27
    methyl 4-tert-butylbenzoate 38.87
    morpholine 104.4
    tert-butylamine 30.76
    n-dodecanol 13.57
    dimethoxymethane 86.17
    ethylene carbonate 41.09
    cyrene 55.58
    2-ethoxyethyl acetate 27.09
    2-ethylhexyl acetate 13.95
    1,2,4-trichlorobenzene 37.14
    4-methylpyridine 65.13
    dibutyl ether 14.45
    2,6-dimethyl-4-heptanol 12.21
    DEF 48.08
    dimethyl isosorbide 63.28
    tetrachloroethylene 46.6
    eugenol 44.92
    triacetin 29.15
    span 80 33.72
    1,4-butanediol 34.5
    1,1-dichloroethane 42.23
    2-methyl-1-pentanol 28.85
    methyl formate 82.89
    2-methyl-1-butanol 28.4
    n-decane 2.32
    butyronitrile 41.4
    3,7-dimethyl-1-octanol 18.93
    1-chlorooctane 11.03
    1-chlorotetradecane 5.08
    n-nonane 1.92
    undecane 1.94
    tert-butylcyclohexane 1.94
    cyclooctane 0.9
    cyclopentanol 33.75
    tetrahydropyran 47.03
    tert-amyl methyl ether 20.92
    2,5,8-trioxanonane 81.46
    1-hexene 4.38
    2-isopropoxyethanol 51.76
    2,2,2-trifluoroethanol 41.86
    methyl butyrate 30.67

    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