Ethyl N-methylanthranilate

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  • Identifiers

    CAS number
    35472-56-1

    Molecular formula
    C10H13NO2

    SMILES
    CCOC(=O)C1=CC=CC=C1NC

  • Odor profile

    Fragrance
    Fruity 81.1%
    Grape 80.51%
    Floral 71.82%
    Sweet 63.53%
    Orange 46.45%
    Neroli 42.4%
    Citrus 40.71%
    Winey 36.15%
    Berry 35.32%
    Powdery 28.97%

     

    Flavor
    Fruity 84.95%
    Sweet 74.37%
    Floral 62.25%
    Grape 60.3%
    Powdery 44.72%
    Berry 40.23%
    Strawberry 36.77%
    Balsam 34.42%
    Wine 33.88%
    Wintergreen 33.68%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    6.05 (neutral)

    Molecular weight
    179.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 39 °C

    Boiling point

    • 278.00 °C. @ 760.00 mm Hg

    Flash point

    • 123.65 ˚C est.

    Solubility expt.

    • very slightly
    • Very slightly soluble in water
    • Soluble (in ethanol)

  • Synonyms

    • Ethyl 2-(methylamino)benzoate
    • 35472-56-1
    • ethyl N-methylanthranilate
    • Benzoic acid, 2-(methylamino)-, ethyl ester
    • Ethy N-Methylanthranilate
    • UNII-HQ8T25BTTC
    • HQ8T25BTTC
    • MFCD11174593
    • NSC-408328
    • AI3-05543
    • FEMA NO. 4116
    • DTXSID90188982
    • NSC 408328
    • ETHYL N-METHYLANTHRANILATE [FHFI]
    • ANTHRANILIC ACID, N-METHYL-, ETHYL ESTER
    • ethyl 2-methylaminobenzoate
    • Ethyl2-(methylamino)benzoate
    • n-methyl-2-carboethoxyaniline
    • SCHEMBL619175
    • N-Methylanthranilsaureathylester
    • DTXCID50111473
    • Ethyl 2-(methylamino)benzoate #
    • CHEBI:173501
    • NSC408328
    • AKOS008017784
    • GS-4131
    • SY107702
    • Benzoic acid,2-(methylamino)-,ethyl ester
    • DB-360357
    • CS-0019162
    • NS00022087
    • EN300-70665
    • Q27280049
    • Z53836968
    • 609-130-8

  • Applications

    Ethyl N-methylanthranilate (CAS 35472-56-1) is used primarily as a fragrance ingredient and odorant in perfumery and cosmetics, often serving as a scent component and, in some formulations, as a fixative to help prolong aroma; it is also employed in household products and cleaning formulations to impart fragrance and may be used as an intermediate in the synthesis of other anthranilate-related compounds; in addition, it is sometimes evaluated for flavor or fragrance applications in food or beverage formulations on an exploratory basis; its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 233.63
    methanol 371.41
    isopropanol 149.43
    water 1.1
    ethyl acetate 82.53
    n-propanol 180.92
    acetone 193.49
    n-butanol 160.02
    acetonitrile 115.63
    DMF 885.42
    toluene 59.89
    isobutanol 125.64
    1,4-dioxane 263.11
    methyl acetate 112.6
    THF 285.8
    2-butanone 124.6
    n-pentanol 126.51
    sec-butanol 115.94
    n-hexane 6.19
    ethylene glycol 144.24
    NMP 488.87
    cyclohexane 18.33
    DMSO 523.98
    n-butyl acetate 72.7
    n-octanol 61.04
    chloroform 641.68
    n-propyl acetate 63.28
    acetic acid 290.98
    dichloromethane 589.15
    cyclohexanone 268.04
    propylene glycol 120.55
    isopropyl acetate 50.2
    DMAc 449.12
    2-ethoxyethanol 172.48
    isopentanol 108.97
    n-heptane 5.28
    ethyl formate 130.35
    1,2-dichloroethane 339.36
    n-hexanol 101.8
    2-methoxyethanol 364.37
    isobutyl acetate 46.21
    tetrachloromethane 63.51
    n-pentyl acetate 54.59
    transcutol 198.41
    n-heptanol 57.42
    ethylbenzene 40.95
    MIBK 63.28
    2-propoxyethanol 166.91
    tert-butanol 145.88
    MTBE 72.78
    2-butoxyethanol 101.2
    propionic acid 176.02
    o-xylene 50.06
    formic acid 148.63
    diethyl ether 73.96
    m-xylene 45.28
    p-xylene 52.54
    chlorobenzene 152.13
    dimethyl carbonate 91.76
    n-octane 3.99
    formamide 203.44
    cyclopentanone 307.84
    2-pentanone 93.86
    anisole 89.72
    cyclopentyl methyl ether 104.77
    gamma-butyrolactone 356.41
    1-methoxy-2-propanol 203.1
    pyridine 258.74
    3-pentanone 77.9
    furfural 360.48
    n-dodecane 5.16
    diethylene glycol 199.82
    diisopropyl ether 19.73
    tert-amyl alcohol 110.8
    acetylacetone 125.5
    n-hexadecane 5.98
    acetophenone 102.73
    methyl propionate 105.08
    isopentyl acetate 69.12
    trichloroethylene 687.63
    n-nonanol 53.45
    cyclohexanol 144.58
    benzyl alcohol 118.05
    2-ethylhexanol 58.28
    isooctanol 46.88
    dipropyl ether 37.11
    1,2-dichlorobenzene 144.69
    ethyl lactate 71.1
    propylene carbonate 210.19
    n-methylformamide 313.99
    2-pentanol 71.84
    n-pentane 6.47
    1-propoxy-2-propanol 97.82
    1-methoxy-2-propyl acetate 81.64
    2-(2-methoxypropoxy) propanol 84.96
    mesitylene 32.01
    ε-caprolactone 187.95
    p-cymene 29.85
    epichlorohydrin 382.54
    1,1,1-trichloroethane 226.33
    2-aminoethanol 194.95
    morpholine-4-carbaldehyde 350.69
    sulfolane 485.29
    2,2,4-trimethylpentane 6.69
    2-methyltetrahydrofuran 148.96
    n-hexyl acetate 87.04
    isooctane 4.91
    2-(2-butoxyethoxy)ethanol 114.44
    sec-butyl acetate 41.89
    tert-butyl acetate 65.6
    decalin 11.93
    glycerin 192.65
    diglyme 207.89
    acrylic acid 204.83
    isopropyl myristate 37.06
    n-butyric acid 190.37
    acetyl acetate 75.88
    di(2-ethylhexyl) phthalate 52.32
    ethyl propionate 61.67
    nitromethane 331.1
    1,2-diethoxyethane 64.0
    benzonitrile 140.2
    trioctyl phosphate 40.83
    1-bromopropane 126.44
    gamma-valerolactone 343.58
    n-decanol 41.18
    triethyl phosphate 48.12
    4-methyl-2-pentanol 44.13
    propionitrile 117.85
    vinylene carbonate 224.46
    1,1,2-trichlorotrifluoroethane 366.65
    DMS 81.27
    cumene 32.51
    2-octanol 39.47
    2-hexanone 74.25
    octyl acetate 52.24
    limonene 43.25
    1,2-dimethoxyethane 236.73
    ethyl orthosilicate 44.09
    tributyl phosphate 43.06
    diacetone alcohol 108.04
    N,N-dimethylaniline 72.21
    acrylonitrile 193.29
    aniline 128.25
    1,3-propanediol 218.64
    bromobenzene 151.06
    dibromomethane 340.83
    1,1,2,2-tetrachloroethane 507.63
    2-methyl-cyclohexyl acetate 64.66
    tetrabutyl urea 63.18
    diisobutyl methanol 34.6
    2-phenylethanol 97.69
    styrene 59.35
    dioctyl adipate 57.34
    dimethyl sulfate 168.04
    ethyl butyrate 58.54
    methyl lactate 116.29
    butyl lactate 64.75
    diethyl carbonate 55.39
    propanediol butyl ether 100.61
    triethyl orthoformate 50.36
    p-tert-butyltoluene 28.59
    methyl 4-tert-butylbenzoate 89.87
    morpholine 282.76
    tert-butylamine 78.93
    n-dodecanol 32.15
    dimethoxymethane 241.17
    ethylene carbonate 165.19
    cyrene 121.92
    2-ethoxyethyl acetate 67.31
    2-ethylhexyl acetate 56.89
    1,2,4-trichlorobenzene 166.93
    4-methylpyridine 202.28
    dibutyl ether 41.35
    2,6-dimethyl-4-heptanol 34.6
    DEF 174.13
    dimethyl isosorbide 131.12
    tetrachloroethylene 324.71
    eugenol 107.86
    triacetin 76.9
    span 80 85.84
    1,4-butanediol 109.61
    1,1-dichloroethane 251.51
    2-methyl-1-pentanol 97.84
    methyl formate 238.72
    2-methyl-1-butanol 111.05
    n-decane 7.37
    butyronitrile 124.31
    3,7-dimethyl-1-octanol 48.79
    1-chlorooctane 37.59
    1-chlorotetradecane 17.26
    n-nonane 6.45
    undecane 6.04
    tert-butylcyclohexane 10.09
    cyclooctane 5.13
    cyclopentanol 152.55
    tetrahydropyran 187.0
    tert-amyl methyl ether 60.26
    2,5,8-trioxanonane 149.84
    1-hexene 31.98
    2-isopropoxyethanol 102.57
    2,2,2-trifluoroethanol 114.42
    methyl butyrate 96.39

    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