Isobutyl N-methylanthranilate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    65505-24-0

    Molecular formula
    C12H17NO2

    SMILES
    CC(C)COC(=O)C1=CC=CC=C1NC

  • Odor profile

    Fragrance
    Sweet 78.08%
    Fruity 77.84%
    Grape 72.62%
    Floral 71.76%
    Citrus 44.91%
    Orange 43.18%
    Neroli 36.81%
    Berry 33.99%
    Winey 31.2%
    Powdery 29.6%

     

    Flavor
    Fruity 75.92%
    Sweet 55.92%
    Grape 41.45%
    Floral 35.95%
    Berry 33.21%
    Powdery 32.39%
    Herbal 31.27%
    Musty 28.77%
    Tropical 24.8%
    Wine 24.64%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.6

    pKa est.
    6.3 (neutral)

    Molecular weight
    207.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    315°C

    Flash point

    • 127.93 ˚C est.

    Solubility expt.

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

  • Synonyms

    • Isobutyl 2-(methylamino)benzoate
    • 65505-24-0
    • 2-Methylpropyl 2-(methylamino)benzoate
    • Isobutyl N-methylanthranilate
    • Benzoic acid, 2-(methylamino)-, 2-methylpropyl ester
    • isobutyl methyl anthranilate
    • Isobutyl 2-N-methylaminobenzoate
    • IO2PZH1T3A
    • 2-Methylpropyl 2-N-methylaminobenzoate
    • iso-Butyl N-methyl anthranilate
    • EINECS 265-798-7
    • MFCD14586757
    • FEMA NO. 4149
    • DTXSID80867158
    • UNII-IO2PZH1T3A
    • Isobutyl2-(Methylamino)benzoate
    • SCHEMBL1532488
    • DTXCID10815364
    • CHEBI:231992
    • ISOBUTYL METHYLAMINOBENZOATE
    • Isobutyl 2-(methylamino)benzoate #
    • AKOS008947889
    • SB77707
    • DS-18209
    • SY022057
    • DB-230552
    • CS-0154214
    • NS00012683
    • EN300-80206
    • Q27280821
    • 265-798-7

  • Applications

    Isobutyl N-methylanthranilate (IBNMA, CAS 65505-24-0) is a premium anthranilate ester with a vivid grape, berry and jasmine odour that finds broad use across fragrance, flavour and cosmetic industries: in fine perfumery it delivers ripe-fruit facets, projection and long-lasting fixation to tropical, fougère and gourmand accords; in personal-care products such as shampoos, shower gels, artisanal soaps, deodorants and wet wipes it masks base notes and imparts a clean, cheerful scent; in flavours (FEMA GRAS 3755) it is typically dosed at 1–30 ppm in chewing gum, soft drinks, jellies, syrups, light alcoholic beverages and dairy desserts to reinforce sweetness, grape-strawberry-green-apple nuances, improve after-taste and reduce bitterness from high-intensity sweeteners; in tobacco and vaping formulations it contributes to natural fruit profiles; furthermore, owing to its photo-absorptive behaviour and metal-chelating capacity the molecule serves as an intermediate for bio-pesticides, fluorescent materials and encapsulated controlled-release fragrance systems, while meeting IFRA safety guidelines, being readily biodegradable and soluble in ethanol, propylene glycol and vegetable oils.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 480.08
    methanol 563.68
    isopropanol 338.34
    water 0.73
    ethyl acetate 292.1
    n-propanol 386.49
    acetone 608.25
    n-butanol 403.55
    acetonitrile 275.3
    DMF 1593.26
    toluene 162.79
    isobutanol 303.94
    1,4-dioxane 487.03
    methyl acetate 273.6
    THF 622.7
    2-butanone 400.89
    n-pentanol 251.48
    sec-butanol 306.03
    n-hexane 17.64
    ethylene glycol 150.35
    NMP 801.57
    cyclohexane 36.74
    DMSO 678.85
    n-butyl acetate 264.32
    n-octanol 112.66
    chloroform 1183.39
    n-propyl acetate 179.15
    acetic acid 563.6
    dichloromethane 951.14
    cyclohexanone 620.53
    propylene glycol 219.98
    isopropyl acetate 190.56
    DMAc 925.62
    2-ethoxyethanol 294.11
    isopentanol 336.02
    n-heptane 8.88
    ethyl formate 288.2
    1,2-dichloroethane 752.21
    n-hexanol 288.83
    2-methoxyethanol 578.11
    isobutyl acetate 127.34
    tetrachloromethane 92.19
    n-pentyl acetate 131.79
    transcutol 579.6
    n-heptanol 121.54
    ethylbenzene 92.46
    MIBK 206.82
    2-propoxyethanol 392.84
    tert-butanol 375.28
    MTBE 276.31
    2-butoxyethanol 217.3
    propionic acid 289.23
    o-xylene 112.44
    formic acid 215.15
    diethyl ether 232.25
    m-xylene 119.09
    p-xylene 121.08
    chlorobenzene 335.79
    dimethyl carbonate 160.05
    n-octane 6.21
    formamide 267.73
    cyclopentanone 646.25
    2-pentanone 337.0
    anisole 209.04
    cyclopentyl methyl ether 254.33
    gamma-butyrolactone 603.61
    1-methoxy-2-propanol 417.99
    pyridine 468.38
    3-pentanone 242.81
    furfural 647.15
    n-dodecane 6.31
    diethylene glycol 328.21
    diisopropyl ether 61.91
    tert-amyl alcohol 330.08
    acetylacetone 355.4
    n-hexadecane 7.2
    acetophenone 216.39
    methyl propionate 262.18
    isopentyl acetate 232.26
    trichloroethylene 1386.95
    n-nonanol 93.46
    cyclohexanol 322.38
    benzyl alcohol 225.17
    2-ethylhexanol 142.2
    isooctanol 98.71
    dipropyl ether 98.2
    1,2-dichlorobenzene 288.53
    ethyl lactate 132.29
    propylene carbonate 403.68
    n-methylformamide 466.77
    2-pentanol 232.96
    n-pentane 18.49
    1-propoxy-2-propanol 253.48
    1-methoxy-2-propyl acetate 225.4
    2-(2-methoxypropoxy) propanol 170.3
    mesitylene 68.59
    ε-caprolactone 434.88
    p-cymene 56.36
    epichlorohydrin 816.13
    1,1,1-trichloroethane 501.54
    2-aminoethanol 268.44
    morpholine-4-carbaldehyde 643.36
    sulfolane 738.29
    2,2,4-trimethylpentane 16.94
    2-methyltetrahydrofuran 382.89
    n-hexyl acetate 197.34
    isooctane 11.59
    2-(2-butoxyethoxy)ethanol 246.41
    sec-butyl acetate 123.0
    tert-butyl acetate 194.79
    decalin 22.74
    glycerin 271.09
    diglyme 442.1
    acrylic acid 305.59
    isopropyl myristate 63.17
    n-butyric acid 476.33
    acetyl acetate 209.3
    di(2-ethylhexyl) phthalate 91.27
    ethyl propionate 154.55
    nitromethane 703.11
    1,2-diethoxyethane 189.73
    benzonitrile 259.12
    trioctyl phosphate 65.34
    1-bromopropane 304.52
    gamma-valerolactone 783.85
    n-decanol 67.63
    triethyl phosphate 84.56
    4-methyl-2-pentanol 135.46
    propionitrile 241.93
    vinylene carbonate 392.95
    1,1,2-trichlorotrifluoroethane 616.05
    DMS 153.32
    cumene 67.14
    2-octanol 81.31
    2-hexanone 211.95
    octyl acetate 94.28
    limonene 85.71
    1,2-dimethoxyethane 472.79
    ethyl orthosilicate 81.39
    tributyl phosphate 75.96
    diacetone alcohol 266.85
    N,N-dimethylaniline 145.81
    acrylonitrile 330.22
    aniline 257.06
    1,3-propanediol 385.9
    bromobenzene 320.74
    dibromomethane 601.04
    1,1,2,2-tetrachloroethane 1169.3
    2-methyl-cyclohexyl acetate 134.5
    tetrabutyl urea 108.37
    diisobutyl methanol 74.44
    2-phenylethanol 215.23
    styrene 132.33
    dioctyl adipate 103.82
    dimethyl sulfate 243.23
    ethyl butyrate 151.66
    methyl lactate 199.43
    butyl lactate 137.59
    diethyl carbonate 113.75
    propanediol butyl ether 208.38
    triethyl orthoformate 108.34
    p-tert-butyltoluene 54.08
    methyl 4-tert-butylbenzoate 160.22
    morpholine 606.63
    tert-butylamine 206.01
    n-dodecanol 50.55
    dimethoxymethane 440.93
    ethylene carbonate 312.64
    cyrene 195.42
    2-ethoxyethyl acetate 176.68
    2-ethylhexyl acetate 175.0
    1,2,4-trichlorobenzene 326.58
    4-methylpyridine 464.61
    dibutyl ether 89.79
    2,6-dimethyl-4-heptanol 74.44
    DEF 447.85
    dimethyl isosorbide 258.81
    tetrachloroethylene 642.95
    eugenol 183.15
    triacetin 145.85
    span 80 163.21
    1,4-butanediol 170.96
    1,1-dichloroethane 633.39
    2-methyl-1-pentanol 245.86
    methyl formate 362.3
    2-methyl-1-butanol 317.11
    n-decane 9.71
    butyronitrile 311.88
    3,7-dimethyl-1-octanol 108.99
    1-chlorooctane 67.27
    1-chlorotetradecane 24.67
    n-nonane 8.8
    undecane 7.61
    tert-butylcyclohexane 20.34
    cyclooctane 10.36
    cyclopentanol 281.94
    tetrahydropyran 442.57
    tert-amyl methyl ether 198.12
    2,5,8-trioxanonane 276.72
    1-hexene 93.6
    2-isopropoxyethanol 207.16
    2,2,2-trifluoroethanol 193.15
    methyl butyrate 258.03

    Scent© AI

1 4

IFRA standard 51

Recommendation
Specification
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 See notebox Category 7A
Rinse-off products applied to the hair with some hand contact
 See notebox
Category 2
Products applied to the axillae
 See notebox Category 7B
Leave-on products applied to the hair with some hand contact
 See notebox
Category 3
Products applied to the face/body using fingertips
 See notebox Category 8
Products with significant anogenital exposure
 See notebox
Category 4
Products related to fine fragrance
 See notebox Category 9
Products with body and hand exposure, primarily rinse off
 See notebox
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 See notebox Category 10A
Household care products with mostly hand contact
 See notebox
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 See notebox Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 See notebox
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 See notebox Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 See notebox
Category 5D
Baby Creams, baby Oils and baby talc
 See notebox Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 See notebox
Category 6
Products with oral and lip exposure
 See notebox Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 See notebox

Specification
The material has been identified for having the potential of forming nitrosamines in nitrosating systems. Downstream users therefore have to be notified of the presence of the material and its potential, to be able to consider adequate protective measures.