Ethyl N-ethylanthranilate

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  • Identifiers

    CAS number
    38446-21-8

    Molecular formula
    C11H15NO2

    SMILES
    CCNC1=CC=CC=C1C(=O)OCC

  • Odor profile

    Fragrance
    Grape 77.72%
    Fruity 68.96%
    Floral 61.34%
    Citrus 47.53%
    Sweet 40.1%
    Orange 37.8%
    Neroli 34.72%
    Grapefruit 34.13%
    Winey 29.51%
    Berry 26.66%

     

    Flavor
    Fruity 79.18%
    Sweet 62.74%
    Floral 57.87%
    Grape 52.71%
    Berry 36.38%
    Powdery 36.0%
    Wine 32.17%
    Bitter 30.7%
    Strawberry 29.04%
    Mild 29.03%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.7

    pKa est.
    5.9 (weak acid)

    Molecular weight
    193.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    301°C

    Flash point

    • 128.35 ˚C est.

    Solubility expt.

    • Very Slightly soluble in water
    • Soluble (in ethanol)

  • Synonyms

    • Ethyl 2-(ethylamino)benzoate
    • 38446-21-8
    • Ethyl N-ethylanthranilate
    • Diethyl anthranilate
    • Ethyl O-(ethylamino)benzoate
    • Benzoic acid, 2-(ethylamino)-, ethyl ester
    • Ethyl (2-ethylaminophenyl)methanoate
    • DY1X596TSE
    • Benzoic acid,2-(ethylamino)-, ethyl ester
    • EINECS 253-935-3
    • FEMA NO. 4115
    • DTXSID60865915
    • ETHYL N-ETHYLANTHRANILATE [FHFI]
    • ethyl ethyl anthranilate
    • UNII-DY1X596TSE
    • Ethyl2-(ethylamino)benzoate
    • Ethyl-N-ethylanthranilic acid
    • SCHEMBL1460556
    • DTXCID40814269
    • CHEBI:165192
    • NBA44621
    • AKOS008065295
    • Benzoic acid, 2-ethylamino-, ethyl ester
    • NS00057186
    • EN300-79137
    • G44847
    • Q27276661
    • Z381346678
    • 253-935-3

  • Applications

    Ethyl N-ethylanthranilate (CAS 38446-21-8) is used as an aroma ingredient in perfumery and cosmetics, delivering a fruity, grape-like note. It may be employed as a flavoring agent to impart grape-like nuances in foods and beverages. In household products and cleaning formulations, it serves as a fragrance component to enhance scent profiles. In industrial manufacturing, it can act as an intermediate for the synthesis of related aroma compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 400.41
    methanol 598.22
    isopropanol 249.08
    water 0.69
    ethyl acetate 204.89
    n-propanol 296.6
    acetone 522.32
    n-butanol 274.31
    acetonitrile 210.81
    DMF 1668.09
    toluene 107.84
    isobutanol 213.77
    1,4-dioxane 383.17
    methyl acetate 218.09
    THF 620.28
    2-butanone 276.05
    n-pentanol 185.74
    sec-butanol 189.55
    n-hexane 10.85
    ethylene glycol 191.76
    NMP 1174.94
    cyclohexane 32.54
    DMSO 1160.22
    n-butyl acetate 154.23
    n-octanol 92.13
    chloroform 1034.45
    n-propyl acetate 121.57
    acetic acid 545.78
    dichloromethane 1060.99
    cyclohexanone 593.98
    propylene glycol 208.84
    isopropyl acetate 127.04
    DMAc 845.4
    2-ethoxyethanol 217.83
    isopentanol 184.26
    n-heptane 8.13
    ethyl formate 224.58
    1,2-dichloroethane 683.51
    n-hexanol 160.8
    2-methoxyethanol 512.93
    isobutyl acetate 86.32
    tetrachloromethane 88.74
    n-pentyl acetate 103.53
    transcutol 362.56
    n-heptanol 79.63
    ethylbenzene 61.04
    MIBK 138.76
    2-propoxyethanol 264.12
    tert-butanol 244.2
    MTBE 143.64
    2-butoxyethanol 137.82
    propionic acid 313.59
    o-xylene 77.81
    formic acid 199.98
    diethyl ether 139.82
    m-xylene 78.17
    p-xylene 80.03
    chlorobenzene 297.4
    dimethyl carbonate 186.48
    n-octane 5.7
    formamide 277.8
    cyclopentanone 733.23
    2-pentanone 231.0
    anisole 145.73
    cyclopentyl methyl ether 233.74
    gamma-butyrolactone 816.56
    1-methoxy-2-propanol 354.66
    pyridine 466.61
    3-pentanone 184.52
    furfural 667.11
    n-dodecane 7.5
    diethylene glycol 267.08
    diisopropyl ether 40.52
    tert-amyl alcohol 177.21
    acetylacetone 316.36
    n-hexadecane 8.72
    acetophenone 171.89
    methyl propionate 239.82
    isopentyl acetate 143.04
    trichloroethylene 1299.7
    n-nonanol 80.13
    cyclohexanol 254.41
    benzyl alcohol 168.56
    2-ethylhexanol 90.63
    isooctanol 65.28
    dipropyl ether 68.18
    1,2-dichlorobenzene 266.48
    ethyl lactate 109.88
    propylene carbonate 455.82
    n-methylformamide 498.0
    2-pentanol 133.67
    n-pentane 10.99
    1-propoxy-2-propanol 163.55
    1-methoxy-2-propyl acetate 169.97
    2-(2-methoxypropoxy) propanol 132.21
    mesitylene 51.68
    ε-caprolactone 405.19
    p-cymene 46.18
    epichlorohydrin 778.68
    1,1,1-trichloroethane 423.22
    2-aminoethanol 266.25
    morpholine-4-carbaldehyde 625.36
    sulfolane 1103.36
    2,2,4-trimethylpentane 11.47
    2-methyltetrahydrofuran 333.0
    n-hexyl acetate 162.61
    isooctane 8.46
    2-(2-butoxyethoxy)ethanol 178.91
    sec-butyl acetate 80.25
    tert-butyl acetate 148.13
    decalin 19.25
    glycerin 275.24
    diglyme 331.44
    acrylic acid 354.18
    isopropyl myristate 63.69
    n-butyric acid 376.74
    acetyl acetate 181.12
    di(2-ethylhexyl) phthalate 83.15
    ethyl propionate 115.67
    nitromethane 653.82
    1,2-diethoxyethane 120.01
    benzonitrile 224.34
    trioctyl phosphate 66.1
    1-bromopropane 232.08
    gamma-valerolactone 736.49
    n-decanol 60.35
    triethyl phosphate 76.77
    4-methyl-2-pentanol 74.35
    propionitrile 204.05
    vinylene carbonate 437.44
    1,1,2-trichlorotrifluoroethane 611.41
    DMS 160.42
    cumene 46.82
    2-octanol 58.97
    2-hexanone 137.81
    octyl acetate 92.8
    limonene 74.15
    1,2-dimethoxyethane 331.32
    ethyl orthosilicate 69.64
    tributyl phosphate 74.17
    diacetone alcohol 195.84
    N,N-dimethylaniline 109.86
    acrylonitrile 310.37
    aniline 212.73
    1,3-propanediol 314.94
    bromobenzene 295.98
    dibromomethane 600.53
    1,1,2,2-tetrachloroethane 963.27
    2-methyl-cyclohexyl acetate 113.73
    tetrabutyl urea 107.02
    diisobutyl methanol 53.82
    2-phenylethanol 150.33
    styrene 91.15
    dioctyl adipate 99.7
    dimethyl sulfate 349.67
    ethyl butyrate 111.16
    methyl lactate 204.08
    butyl lactate 108.79
    diethyl carbonate 96.73
    propanediol butyl ether 156.98
    triethyl orthoformate 85.3
    p-tert-butyltoluene 43.88
    methyl 4-tert-butylbenzoate 147.21
    morpholine 469.74
    tert-butylamine 127.06
    n-dodecanol 46.72
    dimethoxymethane 442.26
    ethylene carbonate 330.89
    cyrene 191.59
    2-ethoxyethyl acetate 129.93
    2-ethylhexyl acetate 107.78
    1,2,4-trichlorobenzene 306.62
    4-methylpyridine 401.92
    dibutyl ether 74.76
    2,6-dimethyl-4-heptanol 53.82
    DEF 394.02
    dimethyl isosorbide 230.25
    tetrachloroethylene 562.78
    eugenol 161.47
    triacetin 140.77
    span 80 138.94
    1,4-butanediol 139.1
    1,1-dichloroethane 498.6
    2-methyl-1-pentanol 144.49
    methyl formate 376.96
    2-methyl-1-butanol 190.06
    n-decane 10.76
    butyronitrile 222.4
    3,7-dimethyl-1-octanol 76.25
    1-chlorooctane 60.64
    1-chlorotetradecane 26.92
    n-nonane 9.53
    undecane 8.78
    tert-butylcyclohexane 16.19
    cyclooctane 8.36
    cyclopentanol 302.75
    tetrahydropyran 345.97
    tert-amyl methyl ether 109.02
    2,5,8-trioxanonane 231.84
    1-hexene 54.04
    2-isopropoxyethanol 141.63
    2,2,2-trifluoroethanol 182.38
    methyl butyrate 178.1

    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