Methyl N,N-dimethylanthranilate

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  • Identifiers

    CAS number
    10072-05-6

    Molecular formula
    C10H13NO2

    SMILES
    CN(C)C1=CC=CC=C1C(=O)OC

  • Odor profile

    Fruity 82.1%
    Grape 64.23%
    Sweet 47.61%
    Floral 46.02%
    Orange 34.38%
    Citrus 32.7%
    Berry 32.58%
    Neroli 29.98%
    Herbal 25.32%
    Musty 24.7%

    Scent© AI

  • Properties

    XLogP3-AA
    1.9

    Molecular weight
    179.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    263°C

    Flash point est.
    119.99 ˚C

    Solubility expt.

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

  • Synonyms

    • Methyl 2-(dimethylamino)benzoate
    • 10072-05-6
    • Methyl N,N-dimethylanthranilate
    • N,N-Dimethylanthranilic acid methyl ester
    • Benzoic acid, 2-(dimethylamino)-, methyl ester
    • METHYL 2-DIMETHYLAMINOBENZOATE
    • UNII-77LQP0681T
    • 77LQP0681T
    • EINECS 233-202-4
    • NSC-97545
    • AI3-05573
    • FEMA NO. 4169
    • Anthranilic acid, N,N-dimethyl-, methyl ester
    • DTXSID10143477
    • NSC 97545
    • METHYL O-(DIMETHYLAMINO)BENZOATE
    • METHYL N,N-DIMETHYLANTHRANILATE [FHFI]
    • methyl dimethyl anthranilate
    • MFCD00025858
    • 2-(Dimethylamino)benzoic acid methyl ester
    • SCHEMBL43644
    • methyl 2-dimethylamino-benzoate
    • DTXCID7065968
    • methyl N,N-dimethyl anthranilate
    • Methyl N,N-dimethylanthranilic acid
    • NSC97545
    • AKOS005207048
    • aniline, 2-methoxycarbonyl-N,N-dimethyl-
    • AS-66959
    • Anthranilic acid,N-dimethyl-, methyl ester
    • CS-0313334
    • D0675
    • NS00021434
    • D89698
    • Q27266593

  • Applications

    Methyl N,N-dimethylanthranilate (CAS 10072-05-6) is a sweet grape-scented ester used widely to confer grape, citrus and strawberry flavours in confectionery, beverages and chewing gum; to serve as a fragrance modifier, fixative and natural UVA filter in perfumes, sunscreens and personal-care products; to mask off-odours in e-cigarette liquids; to act as an eco-friendly bird and insect repellent due to its low toxicity; and as an intermediate for synthesising coumarins, fluorescent dyes and pharmaceutical building blocks.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 161.77
    methanol 219.56
    isopropanol 104.16
    water 2.02
    ethyl acetate 60.07
    n-propanol 134.17
    acetone 96.56
    n-butanol 102.54
    acetonitrile 94.71
    DMF 422.39
    toluene 64.1
    isobutanol 87.24
    1,4-dioxane 226.03
    methyl acetate 99.85
    THF 187.63
    2-butanone 92.32
    n-pentanol 77.86
    sec-butanol 81.45
    n-hexane 2.67
    ethylene glycol 135.48
    NMP 232.62
    cyclohexane 10.28
    DMSO 219.59
    n-butyl acetate 40.39
    n-octanol 36.29
    chloroform 526.58
    n-propyl acetate 39.63
    acetic acid 141.0
    dichloromethane 488.41
    cyclohexanone 148.02
    propylene glycol 89.87
    isopropyl acetate 29.85
    DMAc 208.17
    2-ethoxyethanol 137.46
    isopentanol 66.87
    n-heptane 4.19
    ethyl formate 125.97
    1,2-dichloroethane 217.45
    n-hexanol 80.69
    2-methoxyethanol 279.58
    isobutyl acetate 28.66
    tetrachloromethane 70.4
    n-pentyl acetate 32.05
    transcutol 87.29
    n-heptanol 44.43
    ethylbenzene 36.62
    MIBK 34.48
    2-propoxyethanol 133.56
    tert-butanol 94.47
    MTBE 42.09
    2-butoxyethanol 73.59
    propionic acid 106.86
    o-xylene 49.07
    formic acid 118.81
    diethyl ether 44.86
    m-xylene 42.72
    p-xylene 47.86
    chlorobenzene 108.83
    dimethyl carbonate 54.46
    n-octane 2.65
    formamide 152.86
    cyclopentanone 178.6
    2-pentanone 56.78
    anisole 74.27
    cyclopentyl methyl ether 65.53
    gamma-butyrolactone 219.38
    1-methoxy-2-propanol 142.46
    pyridine 208.32
    3-pentanone 49.29
    furfural 259.45
    n-dodecane 2.92
    diethylene glycol 150.59
    diisopropyl ether 9.93
    tert-amyl alcohol 75.96
    acetylacetone 63.78
    n-hexadecane 3.44
    acetophenone 77.54
    methyl propionate 75.35
    isopentyl acetate 38.99
    trichloroethylene 443.76
    n-nonanol 32.27
    cyclohexanol 89.26
    benzyl alcohol 107.21
    2-ethylhexanol 42.97
    isooctanol 34.01
    dipropyl ether 25.59
    1,2-dichlorobenzene 105.11
    ethyl lactate 50.35
    propylene carbonate 135.38
    n-methylformamide 245.74
    2-pentanol 45.49
    n-pentane 3.57
    1-propoxy-2-propanol 67.19
    1-methoxy-2-propyl acetate 49.32
    2-(2-methoxypropoxy) propanol 53.73
    mesitylene 24.03
    ε-caprolactone 122.29
    p-cymene 26.58
    epichlorohydrin 264.13
    1,1,1-trichloroethane 157.88
    2-aminoethanol 155.71
    morpholine-4-carbaldehyde 221.8
    sulfolane 245.12
    2,2,4-trimethylpentane 3.66
    2-methyltetrahydrofuran 112.86
    n-hexyl acetate 43.99
    isooctane 2.39
    2-(2-butoxyethoxy)ethanol 69.42
    sec-butyl acetate 24.77
    tert-butyl acetate 31.91
    decalin 6.72
    glycerin 143.9
    diglyme 119.83
    acrylic acid 125.67
    isopropyl myristate 18.88
    n-butyric acid 112.72
    acetyl acetate 41.49
    di(2-ethylhexyl) phthalate 33.91
    ethyl propionate 39.04
    nitromethane 190.27
    1,2-diethoxyethane 37.03
    benzonitrile 108.86
    trioctyl phosphate 23.51
    1-bromopropane 84.52
    gamma-valerolactone 227.47
    n-decanol 25.58
    triethyl phosphate 34.04
    4-methyl-2-pentanol 25.46
    propionitrile 98.2
    vinylene carbonate 163.16
    1,1,2-trichlorotrifluoroethane 250.84
    DMS 43.77
    cumene 27.0
    2-octanol 25.44
    2-hexanone 44.63
    octyl acetate 28.62
    limonene 33.28
    1,2-dimethoxyethane 156.81
    ethyl orthosilicate 31.11
    tributyl phosphate 22.9
    diacetone alcohol 62.24
    N,N-dimethylaniline 58.24
    acrylonitrile 149.96
    aniline 103.69
    1,3-propanediol 175.74
    bromobenzene 106.02
    dibromomethane 261.86
    1,1,2,2-tetrachloroethane 319.58
    2-methyl-cyclohexyl acetate 44.86
    tetrabutyl urea 33.93
    diisobutyl methanol 21.66
    2-phenylethanol 89.08
    styrene 45.04
    dioctyl adipate 33.22
    dimethyl sulfate 89.88
    ethyl butyrate 38.49
    methyl lactate 72.77
    butyl lactate 38.44
    diethyl carbonate 37.73
    propanediol butyl ether 59.96
    triethyl orthoformate 32.61
    p-tert-butyltoluene 24.72
    methyl 4-tert-butylbenzoate 64.77
    morpholine 241.99
    tert-butylamine 49.7
    n-dodecanol 19.76
    dimethoxymethane 157.04
    ethylene carbonate 119.52
    cyrene 93.93
    2-ethoxyethyl acetate 45.16
    2-ethylhexyl acetate 31.99
    1,2,4-trichlorobenzene 120.94
    4-methylpyridine 152.88
    dibutyl ether 19.79
    2,6-dimethyl-4-heptanol 21.66
    DEF 97.82
    dimethyl isosorbide 93.48
    tetrachloroethylene 222.94
    eugenol 76.38
    triacetin 46.1
    span 80 53.6
    1,4-butanediol 86.21
    1,1-dichloroethane 171.48
    2-methyl-1-pentanol 59.91
    methyl formate 204.63
    2-methyl-1-butanol 73.68
    n-decane 4.32
    butyronitrile 96.07
    3,7-dimethyl-1-octanol 29.11
    1-chlorooctane 21.85
    1-chlorotetradecane 9.72
    n-nonane 3.93
    undecane 3.51
    tert-butylcyclohexane 5.87
    cyclooctane 3.15
    cyclopentanol 110.73
    tetrahydropyran 130.37
    tert-amyl methyl ether 37.34
    2,5,8-trioxanonane 93.44
    1-hexene 15.28
    2-isopropoxyethanol 75.35
    2,2,2-trifluoroethanol 81.98
    methyl butyrate 63.52

    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

Botanical

Name CAS Botanical Proportion
Mandarin leaf (Petitgrain mandarin.) (Italy) Citrus reticulata Blanco (C. deliciosa Tenore), fam. Rutaceae 0.02%