2-(2-Carboxyacetamido)benzoic acid

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  • Identifiers

    CAS number
    53947-84-5

    Molecular formula
    C10H9NO5

    SMILES
    C1=CC=C(C(=C1)C(=O)O)NC(=O)CC(=O)O

    Safety labels

    Flammable
    Flammable

  • Odor profile

    Fragrance
    Odorless 52.63%
    Fruity 33.67%
    Grape 30.09%
    Sour 27.93%
    Cooked 26.67%
    Savory 25.05%
    Winey 22.91%
    Meaty 22.78%
    Burnt 22.55%
    Bitter 22.0%

     

    Flavor
    Odorless 68.57%
    Mild 44.55%
    Sour 41.33%
    Nutty 37.83%
    Very mild 34.36%
    Faint 29.12%
    Musty 25.59%
    Yeast 24.9%
    Bland 23.02%
    Urine 22.36%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.6

    pKa est.
    6.39 (neutral)

    Molecular weight
    223.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    448°C

    Melting point expt.

    • 190 - 192 °C

    Flash point

    • 240.48 ˚C est.

  • Synonyms

    • 2-(2-carboxyacetamido)benzoic acid
    • 53947-84-5
    • 2-[(2-carboxyacetyl)amino]benzoic acid
    • 2-(carboxyacetamido)benzoic acid
    • 2-[(2-carboxyacetyl)amino]benzenecarboxylic acid
    • N-malonylanthranilic acid
    • 2-[(carboxyacetyl)amino]benzoic acid
    • MFCD00201912
    • 2-(Malonylamino)benzoic acid
    • MLS000594349
    • SMR000126529
    • Oprea1_526896
    • SCHEMBL138820
    • cid_439922
    • CHEMBL1342669
    • BDBM45463
    • CHEBI:52430
    • DTXSID30331455
    • 2-(2-carboxyacetamido)benzoicacid
    • HMS2340I13
    • CS-D0532
    • 2-[(carboxyacetyl)amino] benzoic acid
    • AKOS005081831
    • SB80119
    • DA-27039
    • SY244529
    • 2-[(Carboxyacetyl)amino]benzoic acid, 9CI
    • 2-[(2-carboxy-1-oxoethyl)amino]benzoic acid
    • 1E-002
    • C03147
    • F51880
    • Q27123431
    • 2-[(3-oxidanyl-3-oxidanylidene-propanoyl)amino]benzoic acid
    • 53947-84-5

  • Applications

    2-(2-Carboxyacetamido)benzoic acid (CAS 53947-84-5) is primarily used as an organic intermediate and building block in chemical synthesis. In pharmaceutical and medicinal chemistry, it is commonly evaluated as a starting material and coupling partner for the synthesis of benzoic-ring-based and related derivatives, and as a protected amino-acid-derived moiety for drug discovery. The molecule’s amide and carboxyl functionalities enable further functionalization, making it suitable as a functionalized aromatic scaffold in polymer or hydrogel materials. Additionally, it can serve as a precursor in fine chemicals, including specialized dye or fragrance intermediates, depending on regulatory and formulation constraints. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.06
    methanol 28.46
    isopropanol 6.97
    water 3.69
    ethyl acetate 4.54
    n-propanol 9.38
    acetone 13.05
    n-butanol 6.66
    acetonitrile 5.48
    DMF 276.44
    toluene 0.26
    isobutanol 4.95
    1,4-dioxane 6.56
    methyl acetate 7.31
    THF 56.88
    2-butanone 8.85
    n-pentanol 6.17
    sec-butanol 4.91
    n-hexane 0.05
    ethylene glycol 38.66
    NMP 210.81
    cyclohexane 0.01
    DMSO 301.47
    n-butyl acetate 5.68
    n-octanol 2.35
    chloroform 0.08
    n-propyl acetate 8.03
    acetic acid 15.21
    dichloromethane 0.13
    cyclohexanone 8.45
    propylene glycol 55.46
    isopropyl acetate 4.29
    DMAc 222.22
    2-ethoxyethanol 75.89
    isopentanol 6.52
    n-heptane 0.06
    ethyl formate 9.02
    1,2-dichloroethane 0.31
    n-hexanol 2.72
    2-methoxyethanol 155.59
    isobutyl acetate 3.64
    tetrachloromethane 0.03
    n-pentyl acetate 3.47
    transcutol 95.63
    n-heptanol 2.53
    ethylbenzene 0.34
    MIBK 7.78
    2-propoxyethanol 61.98
    tert-butanol 10.05
    MTBE 1.7
    2-butoxyethanol 25.8
    propionic acid 14.58
    o-xylene 0.41
    formic acid 47.51
    diethyl ether 1.31
    m-xylene 0.46
    p-xylene 0.46
    chlorobenzene 0.17
    dimethyl carbonate 15.15
    n-octane 0.03
    formamide 77.51
    cyclopentanone 34.7
    2-pentanone 8.71
    anisole 3.62
    cyclopentyl methyl ether 5.47
    gamma-butyrolactone 68.77
    1-methoxy-2-propanol 116.95
    pyridine 2.77
    3-pentanone 3.76
    furfural 41.35
    n-dodecane 0.05
    diethylene glycol 92.83
    diisopropyl ether 0.52
    tert-amyl alcohol 6.91
    acetylacetone 16.09
    n-hexadecane 0.06
    acetophenone 7.17
    methyl propionate 11.4
    isopentyl acetate 5.29
    trichloroethylene 0.52
    n-nonanol 2.53
    cyclohexanol 2.18
    benzyl alcohol 5.98
    2-ethylhexanol 1.73
    isooctanol 2.28
    dipropyl ether 3.23
    1,2-dichlorobenzene 0.3
    ethyl lactate 26.11
    propylene carbonate 22.83
    n-methylformamide 98.15
    2-pentanol 3.26
    n-pentane 0.03
    1-propoxy-2-propanol 40.11
    1-methoxy-2-propyl acetate 19.47
    2-(2-methoxypropoxy) propanol 37.83
    mesitylene 0.38
    ε-caprolactone 16.09
    p-cymene 0.55
    epichlorohydrin 22.15
    1,1,1-trichloroethane 0.17
    2-aminoethanol 57.05
    morpholine-4-carbaldehyde 121.21
    sulfolane 126.01
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 8.59
    n-hexyl acetate 4.32
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 47.67
    sec-butyl acetate 4.1
    tert-butyl acetate 6.82
    decalin 0.04
    glycerin 137.38
    diglyme 60.94
    acrylic acid 19.33
    isopropyl myristate 2.25
    n-butyric acid 13.12
    acetyl acetate 2.77
    di(2-ethylhexyl) phthalate 5.06
    ethyl propionate 8.79
    nitromethane 50.25
    1,2-diethoxyethane 7.63
    benzonitrile 2.74
    trioctyl phosphate 3.59
    1-bromopropane 0.18
    gamma-valerolactone 85.25
    n-decanol 2.01
    triethyl phosphate 5.57
    4-methyl-2-pentanol 2.99
    propionitrile 5.0
    vinylene carbonate 14.82
    1,1,2-trichlorotrifluoroethane 27.63
    DMS 7.08
    cumene 0.45
    2-octanol 1.48
    2-hexanone 7.68
    octyl acetate 3.27
    limonene 0.58
    1,2-dimethoxyethane 63.35
    ethyl orthosilicate 4.28
    tributyl phosphate 4.5
    diacetone alcohol 33.13
    N,N-dimethylaniline 4.45
    acrylonitrile 10.36
    aniline 1.41
    1,3-propanediol 48.46
    bromobenzene 0.1
    dibromomethane 0.08
    1,1,2,2-tetrachloroethane 0.6
    2-methyl-cyclohexyl acetate 5.77
    tetrabutyl urea 9.98
    diisobutyl methanol 1.83
    2-phenylethanol 4.45
    styrene 0.3
    dioctyl adipate 5.79
    dimethyl sulfate 44.65
    ethyl butyrate 7.05
    methyl lactate 51.33
    butyl lactate 13.92
    diethyl carbonate 5.2
    propanediol butyl ether 32.56
    triethyl orthoformate 6.29
    p-tert-butyltoluene 0.55
    methyl 4-tert-butylbenzoate 14.32
    morpholine 17.35
    tert-butylamine 2.03
    n-dodecanol 1.46
    dimethoxymethane 64.07
    ethylene carbonate 10.61
    cyrene 62.26
    2-ethoxyethyl acetate 7.61
    2-ethylhexyl acetate 3.26
    1,2,4-trichlorobenzene 0.5
    4-methylpyridine 3.69
    dibutyl ether 2.02
    2,6-dimethyl-4-heptanol 1.83
    DEF 21.58
    dimethyl isosorbide 65.63
    tetrachloroethylene 0.28
    eugenol 20.18
    triacetin 11.77
    span 80 20.64
    1,4-butanediol 23.15
    1,1-dichloroethane 0.16
    2-methyl-1-pentanol 5.04
    methyl formate 52.73
    2-methyl-1-butanol 5.66
    n-decane 0.07
    butyronitrile 4.11
    3,7-dimethyl-1-octanol 2.22
    1-chlorooctane 0.32
    1-chlorotetradecane 0.2
    n-nonane 0.05
    undecane 0.06
    tert-butylcyclohexane 0.06
    cyclooctane 0.01
    cyclopentanol 6.41
    tetrahydropyran 1.74
    tert-amyl methyl ether 2.62
    2,5,8-trioxanonane 54.94
    1-hexene 0.27
    2-isopropoxyethanol 32.11
    2,2,2-trifluoroethanol 11.57
    methyl butyrate 13.78

    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