Ethyl 3-aminobenzoate

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  • Identifiers

    CAS number
    582-33-2

    Molecular formula
    C9H11NO2

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 77.15%
    Fruity 73.47%
    Grape 67.09%
    Sweet 58.2%
    Neroli 41.93%
    Orange 40.26%
    Powdery 35.73%
    Berry 35.36%
    Cherry 32.96%
    Honey 29.89%

     

    Flavor
    Sweet 72.8%
    Floral 64.82%
    Fruity 63.53%
    Balsam 50.77%
    Grape 46.12%
    Powdery 45.2%
    Bitter 43.2%
    Wintergreen 42.17%
    Strawberry 37.48%
    Cherry 35.74%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    4.9 (weak acid)

    Molecular weight
    165.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    297°C

    Flash point

    • 138.88 ˚C est.

  • Synonyms

    • Ethyl 3-aminobenzoate
    • 582-33-2
    • 3-Aminobenzoic acid ethyl ester
    • 3-(Ethoxycarbonyl)aniline
    • m-Ethoxycarbonylaniline
    • Benzoic acid, 3-amino-, ethyl ester
    • ETHYL M-AMINOBENZOATE
    • m-Aminobenzoic acid, ethyl ester
    • AI3-02743
    • NSC-39593
    • 02591PHL19
    • DTXSID1044011
    • CHEBI:81494
    • NSC39593
    • 3-Aminobenzoic acid, ethyl ester, methanesulfonate
    • Tricaine methane sulfonate
    • RefChem:56159
    • DTXCID9024011
    • 209-482-9
    • Tricaine
    • MFCD00007794
    • m-Aminobenzoate
    • 3-Carbethoxyaniline
    • m-aminobenzoic acid ethyl ester
    • 3-Amino-benzoic acid ethyl ester
    • Benzoic acid, m-amino-, ethyl ester
    • 3-Ethoxycarbonylbenzeneamine
    • Metacaine
    • ethyl3-aminobenzoate
    • Benzocaine EP Impurity C
    • NCGC00166020-01
    • UNII-02591PHL19
    • EINECS 209-482-9
    • m-carbethoxy aniline
    • NSC 39593
    • ethyl-3-aminobenzoate
    • 3-ethoxycarbonylaniline
    • ethyl 3-amino-benzoate
    • ethyl-3-amino-benzoate
    • TRICAINE FREE BASE
    • 3-aminobenzoic ethyl ester
    • TRICAINE [WHO-DD]
    • MLS004754472
    • Ethyl 3-aminobenzoate, 97%
    • SCHEMBL133366
    • SCHEMBL5623087
    • SCHEMBL6847160
    • SCHEMBL7109467
    • CHEMBL1702228
    • SCHEMBL29465556
    • (3-(Ethoxycarbonyl)phenyl)amine
    • m-amino benzoic acid ethyl ester
    • 3-amino benzoic acid ethyl ester
    • 3-aminobenzoic acid, ethyl ester
    • CS-B1378
    • SBB064162
    • STK344228
    • AKOS000108601
    • DB11552
    • EBC-152315
    • FE34053
    • AS-15538
    • META-AMINOBENZOIC ACID ETHYL ESTER
    • SMR002529953
    • SY006048
    • DB-022256
    • A1460
    • NS00033889
    • ST45027633
    • EN300-57148
    • C18090
    • AN-584/40247085
    • F236969
    • Ethyl 3-Aminobenzoate(Discontinued,See C4X-25792)
    • Q27155419
    • F0001-1520
    • InChI=1/C9H11NO2/c1-2-12-9(11)7-4-3-5-8(10)6-7/h3-6H,2,10H2,1H
    • FG7
    • 582-33-2

  • Applications

    Ethyl 3-aminobenzoate, CAS 582-33-2, is used as an odorant in fragrance applications and may serve as a fragrance note in certain formulations; it may also be used as a scent ingredient in cosmetics and personal care products and in cleaning products to impart aroma. In industrial manufacturing, it functions as an organic synthesis building block and is used as an intermediate in the preparation of dyes and pigments, pharmaceutical intermediates, and specialty polymers. In coatings and inks, it can be incorporated as a fragrance additive or as a chemical precursor to other functional materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 162.22
    methanol 254.27
    isopropanol 103.34
    water 1.27
    ethyl acetate 67.12
    n-propanol 108.99
    acetone 150.97
    n-butanol 97.31
    acetonitrile 107.44
    DMF 537.33
    toluene 39.59
    isobutanol 70.98
    1,4-dioxane 175.97
    methyl acetate 87.48
    THF 184.96
    2-butanone 100.4
    n-pentanol 81.02
    sec-butanol 81.55
    n-hexane 1.28
    ethylene glycol 72.18
    NMP 225.68
    cyclohexane 2.26
    DMSO 459.31
    n-butyl acetate 67.82
    n-octanol 39.91
    chloroform 233.63
    n-propyl acetate 56.19
    acetic acid 203.48
    dichloromethane 229.27
    cyclohexanone 121.58
    propylene glycol 65.42
    isopropyl acetate 37.57
    DMAc 359.4
    2-ethoxyethanol 137.93
    isopentanol 76.45
    n-heptane 1.23
    ethyl formate 94.53
    1,2-dichloroethane 144.2
    n-hexanol 67.26
    2-methoxyethanol 220.43
    isobutyl acetate 35.11
    tetrachloromethane 15.81
    n-pentyl acetate 36.55
    transcutol 241.2
    n-heptanol 36.94
    ethylbenzene 28.79
    MIBK 45.18
    2-propoxyethanol 113.98
    tert-butanol 132.28
    MTBE 59.78
    2-butoxyethanol 72.96
    propionic acid 91.31
    o-xylene 33.22
    formic acid 121.1
    diethyl ether 45.68
    m-xylene 29.36
    p-xylene 34.98
    chlorobenzene 75.13
    dimethyl carbonate 56.36
    n-octane 1.16
    formamide 181.02
    cyclopentanone 155.61
    2-pentanone 70.21
    anisole 78.73
    cyclopentyl methyl ether 54.26
    gamma-butyrolactone 187.94
    1-methoxy-2-propanol 129.99
    pyridine 144.58
    3-pentanone 50.04
    furfural 231.98
    n-dodecane 1.99
    diethylene glycol 133.52
    diisopropyl ether 9.95
    tert-amyl alcohol 91.76
    acetylacetone 88.98
    n-hexadecane 2.23
    acetophenone 79.66
    methyl propionate 66.17
    isopentyl acetate 58.12
    trichloroethylene 281.27
    n-nonanol 33.84
    cyclohexanol 58.4
    benzyl alcohol 82.92
    2-ethylhexanol 37.57
    isooctanol 29.86
    dipropyl ether 22.09
    1,2-dichlorobenzene 69.71
    ethyl lactate 46.88
    propylene carbonate 117.46
    n-methylformamide 190.81
    2-pentanol 46.94
    n-pentane 1.17
    1-propoxy-2-propanol 68.72
    1-methoxy-2-propyl acetate 63.9
    2-(2-methoxypropoxy) propanol 68.04
    mesitylene 17.02
    ε-caprolactone 100.3
    p-cymene 17.88
    epichlorohydrin 210.55
    1,1,1-trichloroethane 77.8
    2-aminoethanol 104.6
    morpholine-4-carbaldehyde 201.86
    sulfolane 244.71
    2,2,4-trimethylpentane 2.32
    2-methyltetrahydrofuran 94.13
    n-hexyl acetate 57.22
    isooctane 1.59
    2-(2-butoxyethoxy)ethanol 94.49
    sec-butyl acetate 33.7
    tert-butyl acetate 46.76
    decalin 3.7
    glycerin 113.03
    diglyme 165.45
    acrylic acid 106.03
    isopropyl myristate 21.98
    n-butyric acid 109.53
    acetyl acetate 56.95
    di(2-ethylhexyl) phthalate 32.33
    ethyl propionate 45.52
    nitromethane 289.04
    1,2-diethoxyethane 65.14
    benzonitrile 93.06
    trioctyl phosphate 23.77
    1-bromopropane 53.19
    gamma-valerolactone 196.33
    n-decanol 25.91
    triethyl phosphate 32.5
    4-methyl-2-pentanol 30.92
    propionitrile 85.31
    vinylene carbonate 127.66
    1,1,2-trichlorotrifluoroethane 182.07
    DMS 51.79
    cumene 21.18
    2-octanol 24.93
    2-hexanone 58.5
    octyl acetate 31.58
    limonene 23.7
    1,2-dimethoxyethane 208.13
    ethyl orthosilicate 30.02
    tributyl phosphate 26.34
    diacetone alcohol 83.56
    N,N-dimethylaniline 55.37
    acrylonitrile 126.71
    aniline 78.83
    1,3-propanediol 130.1
    bromobenzene 68.41
    dibromomethane 128.43
    1,1,2,2-tetrachloroethane 220.9
    2-methyl-cyclohexyl acetate 43.09
    tetrabutyl urea 38.29
    diisobutyl methanol 20.75
    2-phenylethanol 67.67
    styrene 39.01
    dioctyl adipate 37.31
    dimethyl sulfate 102.91
    ethyl butyrate 44.77
    methyl lactate 63.84
    butyl lactate 42.7
    diethyl carbonate 39.54
    propanediol butyl ether 76.01
    triethyl orthoformate 35.7
    p-tert-butyltoluene 17.27
    methyl 4-tert-butylbenzoate 58.5
    morpholine 179.97
    tert-butylamine 57.28
    n-dodecanol 19.82
    dimethoxymethane 145.07
    ethylene carbonate 94.04
    cyrene 81.54
    2-ethoxyethyl acetate 54.08
    2-ethylhexyl acetate 42.42
    1,2,4-trichlorobenzene 84.46
    4-methylpyridine 139.33
    dibutyl ether 27.32
    2,6-dimethyl-4-heptanol 20.75
    DEF 106.49
    dimethyl isosorbide 98.64
    tetrachloroethylene 129.74
    eugenol 70.89
    triacetin 55.41
    span 80 56.26
    1,4-butanediol 64.3
    1,1-dichloroethane 104.76
    2-methyl-1-pentanol 66.95
    methyl formate 155.05
    2-methyl-1-butanol 72.14
    n-decane 2.67
    butyronitrile 91.79
    3,7-dimethyl-1-octanol 32.1
    1-chlorooctane 18.23
    1-chlorotetradecane 7.82
    n-nonane 2.09
    undecane 2.27
    tert-butylcyclohexane 3.74
    cyclooctane 0.91
    cyclopentanol 62.15
    tetrahydropyran 94.34
    tert-amyl methyl ether 45.88
    2,5,8-trioxanonane 120.94
    1-hexene 11.72
    2-isopropoxyethanol 84.47
    2,2,2-trifluoroethanol 74.44
    methyl butyrate 72.02

    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