Anthranilic acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    118-92-3

    Molecular formula
    C7H7NO2

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

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Grape 58.75%
    Floral 54.71%
    Fruity 40.87%
    Sweet 39.55%
    Neroli 39.12%
    Honey 34.69%
    Odorless 34.6%
    Orange 33.57%
    Animal 30.81%
    Phenolic 30.77%

     

    Flavor
    Mild 48.65%
    Odorless 46.97%
    Phenolic 46.74%
    Nutty 38.95%
    Sour 36.45%
    Faint 34.14%
    Honey 29.26%
    Balsam 25.96%
    Urine 25.82%
    Musty 24.19%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    6.07 (neutral)

    Molecular weight
    137.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 291 to 295 °F (NTP, 1992)
    • 144-146 °C
    • 146.5 °C
    • 146-148 °C

    Boiling point

    • Sublimes (NTP, 1992)
    • Sublimes

    Flash point

    • 158.37 ˚C est.
    • 340 °F (NTP, 1992)
    • 150 °C
    • 150 °C /from table/

    Solubility expt.

    • less than 0.1 mg/mL at 68 °F (NTP, 1992)
    • Freely soluble in alcohol, ether
    • Soluble in ethanol, ethyl ether, slightly soluble in trifluoroacetic acid, benzene, very soluble in chloroform, pyridine
    • In water, 3.5X10+3 mg/L at 25 °C
    • 3.5 mg/mL
    • Solubility in water, g/100ml at 20 °C: 0.35 (poor)

  • Synonyms

    • anthranilic acid
    • 2-aminobenzoic acid
    • 118-92-3
    • o-aminobenzoic acid
    • o-Carboxyaniline
    • 2-Carboxyaniline
    • vitamin L1
    • o-Anthranilic acid
    • Benzoic acid, 2-amino-
    • anthranilate
    • 1-Amino-2-carboxybenzene
    • ortho-Aminobenzoic acid
    • Benzoic acid, o-amino-
    • Carboxyaniline
    • Kyselina anthranilova
    • NCI-C01730
    • Benzoic acid, amino-
    • Vitamin L
    • Caswell No. 033G
    • Kyselina o-aminobenzoova
    • 2-azaniumylbenzoate
    • 2-amino-Benzoic acid
    • NSC 144
    • CCRIS 49
    • Kyselina anthranilova [Czech]
    • Antranilic Acid
    • BRN 0471803
    • HSDB 1321
    • Kyselina o-aminobenzoova [Czech]
    • AI3-02408
    • EINECS 204-287-5
    • o-Aminobenzoesaeure
    • UNII-0YS975XI6W
    • 2-Aminobenzoesaeure
    • 0YS975XI6W
    • DTXSID8020094
    • CHEBI:30754
    • alpha-Aminobenzoic acid
    • Ortho-amidobenzoic acid
    • NSC-144
    • Anthranilic Acid-13C6
    • Cupric anthranilate
    • MFCD00007712
    • NSC-40929
    • DTXCID7094
    • Bis(anthranilato)copper
    • NSC 3937
    • Bis(o-aminobenzoato)copper
    • EC 204-287-5
    • Copper, bis(anthranilato)-
    • Anthranic acid
    • Copper, bis(2-aminobenzoato)-
    • NCGC00091175-01
    • Copper, bis(2-aminobenzoato-N,O)-
    • 1321-11-5
    • BE2
    • ANTHRANILIC ACID (IARC)
    • ANTHRANILIC ACID [IARC]
    • 2-amino benzoic acid
    • NSC3937
    • CAS-118-92-3
    • 15442-49-6
    • Anthranate
    • anthanilic acid
    • o-Anthranilate
    • o-amino-Benzoate
    • 4owv
    • 2-amino-Benzoate
    • Ortho-amidobenzoate
    • Ortho-aminobenzoate
    • 2-aminobezoic acid
    • anthranilic acid gr
    • 2-Aminophenylacetate
    • 2-Carboxyphenylamine
    • o-amino-Benzoic acid
    • 2-anilinecarboxylic acid
    • Anthranilic acid, 98%
    • H-2-Abz-OH
    • SCHEMBL675
    • bmse000067
    • bmse000917
    • H-(2)Abz-OH
    • NCIOpen2_001191
    • Oprea1_390012
    • 80206-34-4
    • 98072-80-1
    • CHEMBL14173
    • NSC144
    • ANTHRANILIC ACID [HSDB]
    • 1-aminobenzene-2-carboxylic acid
    • O-AMINOBENZOIC ACID [MI]
    • ANTHRANILIC ACID [WHO-DD]
    • NSC40929
    • Tox21_111095
    • Tox21_200703
    • BBL025605
    • BDBM50376751
    • STK298716
    • AKOS002667021
    • Tox21_111095_1
    • DB04166
    • FA01369
    • NCGC00091175-02
    • NCGC00091175-03
    • NCGC00258257-01
    • 50816-84-7
    • AC-11503
    • Anthranilic acid, reagent grade, >=98%
    • BP-30147
    • DB-292931
    • DS-009700
    • A0497
    • NS00009891
    • A-7990
    • C00108
    • BENZOIC ACID,2-AMINO ANTHRANILIC ACID
    • Benzoic acid,2-amino-,labeled with tritium(9ci)
    • Anthranilic acid, puriss. p.a., >=99.5% (T)
    • Q385140
    • 3B851741-2A4D-440D-BB22-1A455121BA21
    • 2-Aminobenzoic acid; o-Aminobenzoic acid; 1-Amino-2-carboxybenzene; o-Carboxyaniline
    • InChI=1/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10
    • 204-287-5
    • Benzoic acid,2-amino-,diazotized,coupled with 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid,diazotized 3,3'-dimethyl[1,1'-biphenyl]-4,4'-diamine and 5,5'-[oxybis[(5-hydroxy-3,1-phenylene)oxy]]b

  • Applications

    Anthranilic acid (CAS 118-92-3; 2-aminobenzoic acid) is a versatile building block widely used as an intermediate in chemical synthesis. In industry, it is commonly employed as a precursor for dyes and pigments, notably azo dyes. It also serves as a pharmaceutical intermediate for various active ingredients and as a precursor in the manufacture of agrochemicals. Additionally, it provides a starting point for polymer and material synthesis through functionalization, and is used as a reagent in organic synthesis and formulation development. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 159.7
    methanol 240.64
    isopropanol 87.31
    water 6.29
    ethyl acetate 136.61
    n-propanol 102.1
    acetone 341.75
    n-butanol 73.26
    acetonitrile 78.62
    DMF 466.4
    toluene 8.94
    isobutanol 55.02
    1,4-dioxane 418.77
    methyl acetate 152.45
    THF 1260.44
    2-butanone 200.54
    n-pentanol 63.51
    sec-butanol 60.09
    n-hexane 1.61
    ethylene glycol 79.89
    NMP 343.41
    cyclohexane 0.28
    DMSO 1047.93
    n-butyl acetate 38.62
    n-octanol 31.94
    chloroform 11.57
    n-propyl acetate 50.53
    acetic acid 112.77
    dichloromethane 10.76
    cyclohexanone 133.69
    propylene glycol 56.18
    isopropyl acetate 58.49
    DMAc 178.21
    2-ethoxyethanol 156.26
    isopentanol 52.03
    n-heptane 2.06
    ethyl formate 74.72
    1,2-dichloroethane 21.37
    n-hexanol 69.48
    2-methoxyethanol 285.42
    isobutyl acetate 21.3
    tetrachloromethane 5.15
    n-pentyl acetate 29.86
    transcutol 112.27
    n-heptanol 44.15
    ethylbenzene 4.64
    MIBK 74.52
    2-propoxyethanol 171.44
    tert-butanol 99.3
    MTBE 45.89
    2-butoxyethanol 84.28
    propionic acid 104.28
    o-xylene 6.88
    formic acid 141.09
    diethyl ether 58.18
    m-xylene 11.43
    p-xylene 5.86
    chlorobenzene 10.18
    dimethyl carbonate 70.29
    n-octane 1.04
    formamide 213.22
    cyclopentanone 425.9
    2-pentanone 156.96
    anisole 29.44
    cyclopentyl methyl ether 156.67
    gamma-butyrolactone 497.31
    1-methoxy-2-propanol 197.76
    pyridine 59.15
    3-pentanone 72.76
    furfural 171.09
    n-dodecane 1.04
    diethylene glycol 160.04
    diisopropyl ether 14.52
    tert-amyl alcohol 59.22
    acetylacetone 159.03
    n-hexadecane 1.15
    acetophenone 30.6
    methyl propionate 130.9
    isopentyl acetate 28.3
    trichloroethylene 34.99
    n-nonanol 26.97
    cyclohexanol 35.69
    benzyl alcohol 32.82
    2-ethylhexanol 26.71
    isooctanol 31.27
    dipropyl ether 27.03
    1,2-dichlorobenzene 8.99
    ethyl lactate 40.59
    propylene carbonate 110.01
    n-methylformamide 278.53
    2-pentanol 49.45
    n-pentane 1.03
    1-propoxy-2-propanol 87.61
    1-methoxy-2-propyl acetate 66.12
    2-(2-methoxypropoxy) propanol 49.61
    mesitylene 7.41
    ε-caprolactone 102.63
    p-cymene 6.35
    epichlorohydrin 358.15
    1,1,1-trichloroethane 17.47
    2-aminoethanol 112.27
    morpholine-4-carbaldehyde 227.5
    sulfolane 507.3
    2,2,4-trimethylpentane 1.23
    2-methyltetrahydrofuran 317.97
    n-hexyl acetate 37.46
    isooctane 1.72
    2-(2-butoxyethoxy)ethanol 79.34
    sec-butyl acetate 25.65
    tert-butyl acetate 59.51
    decalin 0.96
    glycerin 115.51
    diglyme 121.67
    acrylic acid 88.22
    isopropyl myristate 15.18
    n-butyric acid 96.36
    acetyl acetate 41.06
    di(2-ethylhexyl) phthalate 16.66
    ethyl propionate 50.66
    nitromethane 344.08
    1,2-diethoxyethane 34.92
    benzonitrile 22.31
    trioctyl phosphate 17.85
    1-bromopropane 10.35
    gamma-valerolactone 338.33
    n-decanol 19.74
    triethyl phosphate 15.74
    4-methyl-2-pentanol 32.4
    propionitrile 52.1
    vinylene carbonate 68.1
    1,1,2-trichlorotrifluoroethane 117.1
    DMS 30.2
    cumene 4.87
    2-octanol 25.47
    2-hexanone 73.14
    octyl acetate 23.08
    limonene 9.15
    1,2-dimethoxyethane 206.67
    ethyl orthosilicate 14.04
    tributyl phosphate 16.08
    diacetone alcohol 116.29
    N,N-dimethylaniline 19.6
    acrylonitrile 73.44
    aniline 26.74
    1,3-propanediol 126.29
    bromobenzene 5.95
    dibromomethane 7.31
    1,1,2,2-tetrachloroethane 31.59
    2-methyl-cyclohexyl acetate 21.57
    tetrabutyl urea 24.6
    diisobutyl methanol 17.06
    2-phenylethanol 40.91
    styrene 4.5
    dioctyl adipate 20.45
    dimethyl sulfate 132.03
    ethyl butyrate 30.24
    methyl lactate 86.32
    butyl lactate 30.36
    diethyl carbonate 16.68
    propanediol butyl ether 54.49
    triethyl orthoformate 19.12
    p-tert-butyltoluene 7.12
    methyl 4-tert-butylbenzoate 42.73
    morpholine 388.34
    tert-butylamine 31.5
    n-dodecanol 14.01
    dimethoxymethane 321.91
    ethylene carbonate 59.32
    cyrene 67.82
    2-ethoxyethyl acetate 42.23
    2-ethylhexyl acetate 18.83
    1,2,4-trichlorobenzene 12.89
    4-methylpyridine 53.31
    dibutyl ether 14.81
    2,6-dimethyl-4-heptanol 17.06
    DEF 104.19
    dimethyl isosorbide 85.7
    tetrachloroethylene 20.59
    eugenol 47.26
    triacetin 30.83
    span 80 42.84
    1,4-butanediol 60.49
    1,1-dichloroethane 19.01
    2-methyl-1-pentanol 40.53
    methyl formate 225.78
    2-methyl-1-butanol 45.26
    n-decane 1.61
    butyronitrile 50.79
    3,7-dimethyl-1-octanol 21.27
    1-chlorooctane 9.87
    1-chlorotetradecane 3.57
    n-nonane 1.4
    undecane 1.27
    tert-butylcyclohexane 1.54
    cyclooctane 0.3
    cyclopentanol 110.19
    tetrahydropyran 132.06
    tert-amyl methyl ether 34.27
    2,5,8-trioxanonane 89.21
    1-hexene 8.01
    2-isopropoxyethanol 87.01
    2,2,2-trifluoroethanol 66.05
    methyl butyrate 64.92

    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