Methyl 4-aminobenzoate

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  • Identifiers

    CAS number
    619-45-4

    Molecular formula
    C8H9NO2

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 74.33%
    Grape 67.42%
    Fruity 63.08%
    Sweet 59.16%
    Neroli 45.85%
    Orange 42.46%
    Powdery 37.44%
    Cherry 34.95%
    Phenolic 33.79%
    Hawthorn 32.27%

     

    Flavor
    Sweet 71.42%
    Fruity 65.39%
    Floral 54.26%
    Grape 48.44%
    Powdery 45.26%
    Balsam 41.75%
    Bitter 41.04%
    Wintergreen 40.45%
    Strawberry 39.37%
    Cherry 38.16%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    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.
    304°C

    Flash point

    • 136.94 ˚C est.

  • Synonyms

    • Methyl 4-aminobenzoate
    • 619-45-4
    • METHYL P-AMINOBENZOATE
    • Benzoic acid, 4-amino-, methyl ester
    • 4-(Methoxycarbonyl)aniline
    • 4-Carbomethoxyaniline
    • p-Aminobenzoic acid methyl ester
    • 4-(Carbomethoxyl)aniline
    • Benzoic acid, p-amino-, methyl ester
    • AI3-02437
    • NSC-3783
    • GC4GA4E73E
    • DTXSID7060704
    • RefChem:816182
    • DTXCID1043176
    • 210-598-7
    • 4-Aminobenzoic acid methyl ester
    • MFCD00007891
    • Methyl aniline-4-carboxylate
    • p-(Methoxycarbonyl)aniline
    • 4-(Carbomethoxy)aniline
    • NSC 3783
    • METHYL-4-AMINOBENZOATE
    • 4-amino-benzoic acid methyl ester
    • Methyl4-aminobenzoate
    • aniline, 4-methoxycarbonyl-
    • 4-amino methyl benzoate
    • Benzocaine EP Impurity H
    • EINECS 210-598-7
    • BRN 0775913
    • methyl 4aminobenzoate
    • methyl-p-aminobenzoate
    • 4-carbomethoxy aniline
    • 4-methoxycarbonylaniline
    • methyl-4-amino-benzoate
    • Methyl 4-amino-benzoate
    • 4-aminobenzoic methyl ester
    • ghl.PD_Mitscher_leg0.22
    • SCHEMBL42732
    • 4-14-00-01128 (Beilstein Handbook Reference)
    • SCHEMBL514455
    • Methyl 4-aminobenzoate, 98%
    • methyl 4-aminobenzenecarboxylate
    • SCHEMBL4398793
    • SCHEMBL7287970
    • SCHEMBL9096225
    • CHEMBL1927048
    • SCHEMBL28166435
    • 4-amino-benzoic acid methylester
    • NSC3783
    • 4-amino benzoic acid methyl ester
    • p-Aminobenzoic acid, methyl ester
    • HMS1732M08
    • Methyl ester of p-Aminobenzoic acid
    • Methyl ester of 4-aminobenzoic acid
    • SBB004063
    • STK397390
    • AKOS000119024
    • CS-W009283
    • EBC-151048
    • FM71606
    • MSK189656-1000A
    • SY017810
    • TS-01993
    • DB-013432
    • A0510
    • NS00003048
    • ST45050661
    • EN300-16169
    • 10.14272/LZXXNPOYQCLXRS-UHFFFAOYSA-N.1
    • AE-848/32195053
    • F035825
    • doi:10.14272/LZXXNPOYQCLXRS-UHFFFAOYSA-N.1
    • Methyl 4-Aminobenzoate(Discontinued,See C4X-25795)
    • Q63409584
    • Z54178705
    • F3377-0763
    • Methyl 4-aminobenzoate Solution in Acetonitrile, 1000ug/mL
    • InChI=1/C8H9NO2/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5H,9H2,1H
    • 619-45-4

  • Applications

    Methyl 4-aminobenzoate (CAS 619-45-4) is primarily used as an intermediate in pharmaceutical synthesis, serving as a building block for p-aminobenzoate derivatives in drug discovery and development. In the dye and pigment industry, it is used as a precursor for diazo dyes and related colorants through diazotization and coupling reactions. In fragrance and cosmetics, it may serve as a building block for fragrance materials or aroma compound synthesis. In coatings and inks, it can function as a colorant intermediate for colorant systems used in paints and printed media.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 114.93
    methanol 158.5
    isopropanol 85.46
    water 4.14
    ethyl acetate 65.83
    n-propanol 79.95
    acetone 208.16
    n-butanol 56.77
    acetonitrile 80.8
    DMF 498.92
    toluene 9.59
    isobutanol 44.58
    1,4-dioxane 135.89
    methyl acetate 91.22
    THF 266.79
    2-butanone 120.65
    n-pentanol 38.73
    sec-butanol 54.46
    n-hexane 0.52
    ethylene glycol 48.64
    NMP 389.12
    cyclohexane 0.58
    DMSO 617.0
    n-butyl acetate 34.36
    n-octanol 11.92
    chloroform 47.62
    n-propyl acetate 42.0
    acetic acid 234.82
    dichloromethane 66.02
    cyclohexanone 124.2
    propylene glycol 51.13
    isopropyl acetate 34.57
    DMAc 304.38
    2-ethoxyethanol 133.35
    isopentanol 47.58
    n-heptane 0.62
    ethyl formate 71.44
    1,2-dichloroethane 56.35
    n-hexanol 28.86
    2-methoxyethanol 217.82
    isobutyl acetate 21.03
    tetrachloromethane 7.63
    n-pentyl acetate 21.86
    transcutol 310.37
    n-heptanol 16.95
    ethylbenzene 6.39
    MIBK 45.19
    2-propoxyethanol 80.05
    tert-butanol 107.46
    MTBE 50.36
    2-butoxyethanol 49.44
    propionic acid 106.11
    o-xylene 11.43
    formic acid 236.85
    diethyl ether 39.56
    m-xylene 10.44
    p-xylene 9.22
    chlorobenzene 24.53
    dimethyl carbonate 62.85
    n-octane 0.28
    formamide 468.57
    cyclopentanone 258.96
    2-pentanone 78.64
    anisole 45.48
    cyclopentyl methyl ether 62.48
    gamma-butyrolactone 316.17
    1-methoxy-2-propanol 132.02
    pyridine 86.9
    3-pentanone 49.74
    furfural 242.15
    n-dodecane 0.29
    diethylene glycol 95.03
    diisopropyl ether 8.52
    tert-amyl alcohol 76.52
    acetylacetone 102.89
    n-hexadecane 0.34
    acetophenone 54.86
    methyl propionate 77.93
    isopentyl acetate 32.26
    trichloroethylene 129.8
    n-nonanol 11.36
    cyclohexanol 32.45
    benzyl alcohol 48.22
    2-ethylhexanol 14.87
    isooctanol 13.8
    dipropyl ether 13.27
    1,2-dichlorobenzene 27.99
    ethyl lactate 36.76
    propylene carbonate 109.5
    n-methylformamide 276.17
    2-pentanol 31.85
    n-pentane 0.6
    1-propoxy-2-propanol 48.4
    1-methoxy-2-propyl acetate 55.19
    2-(2-methoxypropoxy) propanol 55.01
    mesitylene 6.93
    ε-caprolactone 103.74
    p-cymene 6.44
    epichlorohydrin 246.01
    1,1,1-trichloroethane 31.76
    2-aminoethanol 82.38
    morpholine-4-carbaldehyde 250.38
    sulfolane 372.03
    2,2,4-trimethylpentane 1.03
    2-methyltetrahydrofuran 126.31
    n-hexyl acetate 31.16
    isooctane 0.74
    2-(2-butoxyethoxy)ethanol 73.39
    sec-butyl acetate 23.76
    tert-butyl acetate 48.7
    decalin 0.9
    glycerin 107.3
    diglyme 151.63
    acrylic acid 131.52
    isopropyl myristate 10.12
    n-butyric acid 86.18
    acetyl acetate 46.58
    di(2-ethylhexyl) phthalate 17.34
    ethyl propionate 34.63
    nitromethane 485.28
    1,2-diethoxyethane 44.95
    benzonitrile 43.87
    trioctyl phosphate 12.05
    1-bromopropane 13.48
    gamma-valerolactone 276.0
    n-decanol 7.89
    triethyl phosphate 20.99
    4-methyl-2-pentanol 18.6
    propionitrile 50.22
    vinylene carbonate 98.57
    1,1,2-trichlorotrifluoroethane 177.15
    DMS 40.81
    cumene 6.0
    2-octanol 9.13
    2-hexanone 47.02
    octyl acetate 15.03
    limonene 9.27
    1,2-dimethoxyethane 142.4
    ethyl orthosilicate 18.11
    tributyl phosphate 14.24
    diacetone alcohol 87.88
    N,N-dimethylaniline 30.73
    acrylonitrile 89.95
    aniline 44.35
    1,3-propanediol 101.95
    bromobenzene 15.59
    dibromomethane 27.21
    1,1,2,2-tetrachloroethane 86.53
    2-methyl-cyclohexyl acetate 28.57
    tetrabutyl urea 20.09
    diisobutyl methanol 9.01
    2-phenylethanol 36.86
    styrene 8.61
    dioctyl adipate 20.94
    dimethyl sulfate 128.82
    ethyl butyrate 26.93
    methyl lactate 67.48
    butyl lactate 27.46
    diethyl carbonate 22.64
    propanediol butyl ether 55.11
    triethyl orthoformate 22.66
    p-tert-butyltoluene 6.5
    methyl 4-tert-butylbenzoate 43.08
    morpholine 184.6
    tert-butylamine 35.17
    n-dodecanol 5.4
    dimethoxymethane 164.51
    ethylene carbonate 71.83
    cyrene 79.27
    2-ethoxyethyl acetate 47.0
    2-ethylhexyl acetate 22.26
    1,2,4-trichlorobenzene 42.09
    4-methylpyridine 78.92
    dibutyl ether 9.72
    2,6-dimethyl-4-heptanol 9.01
    DEF 103.61
    dimethyl isosorbide 87.14
    tetrachloroethylene 55.97
    eugenol 46.61
    triacetin 49.29
    span 80 39.24
    1,4-butanediol 41.59
    1,1-dichloroethane 34.43
    2-methyl-1-pentanol 34.81
    methyl formate 191.55
    2-methyl-1-butanol 41.77
    n-decane 0.48
    butyronitrile 42.48
    3,7-dimethyl-1-octanol 12.58
    1-chlorooctane 3.92
    1-chlorotetradecane 1.4
    n-nonane 0.4
    undecane 0.37
    tert-butylcyclohexane 1.06
    cyclooctane 0.3
    cyclopentanol 62.94
    tetrahydropyran 66.67
    tert-amyl methyl ether 35.63
    2,5,8-trioxanonane 91.81
    1-hexene 3.52
    2-isopropoxyethanol 71.21
    2,2,2-trifluoroethanol 111.9
    methyl butyrate 51.16

    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