2-((3-(1,3-Benzodioxol-5-yl)-2-methylpropylidene)amino)benzoic acid methyl ester

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  • Identifiers

    CAS number
    111753-60-7

    Molecular formula
    C19H19NO4

    SMILES
    CC(CC1=CC2=C(C=C1)OCO2)C=NC3=CC=CC=C3C(=O)OC

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Floral 83.53%
    Green 76.31%
    Fresh 71.33%
    Sweet 53.6%
    Lily 49.6%
    Neroli 46.69%
    Leafy 39.25%
    Cortex 38.84%
    Citrus 38.64%
    Aldehydic 38.2%

     

    Flavor
    Bitter 69.7%
    Fruity 22.89%
    Odorless 21.35%
    Parsley 19.66%
    Bland 19.58%
    Lovage 19.5%
    Heather 19.43%
    Broom 19.27%
    Genet 19.1%
    Cedarleaf 19.07%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.7

    pKa est.
    5.81 (weak acid)

    Molecular weight
    325.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    444°C

    Flash point

    • 191.66 ˚C est.

  • Synonyms

    • 111753-60-7
    • HELIOFORTE
    • 2-((3-(1,3-Benzodioxol-5-yl)-2-methylpropylidene)amino)benzoic acid methyl ester
    • 9D297714YE
    • Benzoic acid, 2-((3-(1,3-benzodioxol-5-yl)-2-methylpropylidene)amino)-, methyl ester
    • UNII-9D297714YE
    • methyl 2-[[3-(1,3-benzodioxol-5-yl)-2-methylpropylidene]amino]benzoate
    • 2-(3-BENZO(1,3)DIOXOL-5-YL-2-METHYL-PROPYLIDENEAMINO)-BENZOIC ACID METHYL ESTER
    • Benzoic acid, 2-[[3-(1,3-benzodioxol-5-yl)-2-methylpropylidene]amino]-, methyl ester
    • Methyl 2-((3-(1,3-benzodioxol-5-yl)-2-methylpropylidene)amino)benzoate
    • SCHEMBL19924562
    • DTXSID60869413
    • FMKWHJXRMHLTPO-UHFFFAOYSA-N
    • AKOS024339076
    • ocean propanal / methyl anthranilate schiff's base
    • Q27272371
    • METHYL 2-{[3-(2H-1,3-BENZODIOXOL-5-YL)-2-METHYLPROPYLIDENE]AMINO}BENZOATE
    • 601-113-3

  • Applications

    2-((3-(1,3-Benzodioxol-5-yl)-2-methylpropylidene)amino)benzoic acid methyl ester, CAS 111753-60-7, is an organic building block featuring an anthranilate-type core with an imine linkage and a methyl ester that serves as a versatile intermediate; in practice it is used as a synthetic building block in pharmaceutical and agrochemical research; as a dye and pigment precursor for coatings, inks, and related polymer formulations; as a crosslinkable component in advanced polymer and adhesive systems; and may be explored as a fragrance-related intermediate in perfumery due to the anthranilate moiety, with potential interest in organic electronics as a conjugated material.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 56.78
    methanol 58.86
    isopropanol 40.23
    water 0.05
    ethyl acetate 117.33
    n-propanol 51.87
    acetone 154.71
    n-butanol 53.84
    acetonitrile 126.88
    DMF 149.47
    toluene 97.35
    isobutanol 41.83
    1,4-dioxane 183.03
    methyl acetate 121.36
    THF 408.88
    2-butanone 144.83
    n-pentanol 48.6
    sec-butanol 50.61
    n-hexane 1.26
    ethylene glycol 24.53
    NMP 120.83
    cyclohexane 4.7
    DMSO 271.14
    n-butyl acetate 49.62
    n-octanol 17.87
    chloroform 761.47
    n-propyl acetate 67.46
    acetic acid 138.44
    dichloromethane 782.96
    cyclohexanone 178.32
    propylene glycol 32.38
    isopropyl acetate 65.86
    DMAc 228.09
    2-ethoxyethanol 126.55
    isopentanol 54.41
    n-heptane 1.36
    ethyl formate 76.13
    1,2-dichloroethane 372.81
    n-hexanol 36.67
    2-methoxyethanol 166.66
    isobutyl acetate 48.51
    tetrachloromethane 32.45
    n-pentyl acetate 37.39
    transcutol 290.82
    n-heptanol 22.34
    ethylbenzene 30.5
    MIBK 62.28
    2-propoxyethanol 99.85
    tert-butanol 51.58
    MTBE 45.16
    2-butoxyethanol 64.48
    propionic acid 66.7
    o-xylene 36.26
    formic acid 58.84
    diethyl ether 62.67
    m-xylene 40.4
    p-xylene 35.79
    chlorobenzene 129.03
    dimethyl carbonate 82.43
    n-octane 1.02
    formamide 113.99
    cyclopentanone 230.98
    2-pentanone 100.56
    anisole 80.21
    cyclopentyl methyl ether 97.94
    gamma-butyrolactone 221.8
    1-methoxy-2-propanol 116.54
    pyridine 232.65
    3-pentanone 84.63
    furfural 211.33
    n-dodecane 1.46
    diethylene glycol 106.82
    diisopropyl ether 14.73
    tert-amyl alcohol 53.02
    acetylacetone 137.08
    n-hexadecane 1.69
    acetophenone 86.9
    methyl propionate 103.95
    isopentyl acetate 53.37
    trichloroethylene 747.1
    n-nonanol 19.85
    cyclohexanol 69.8
    benzyl alcohol 90.76
    2-ethylhexanol 23.95
    isooctanol 21.23
    dipropyl ether 23.81
    1,2-dichlorobenzene 104.53
    ethyl lactate 54.16
    propylene carbonate 120.17
    n-methylformamide 88.01
    2-pentanol 36.0
    n-pentane 1.41
    1-propoxy-2-propanol 62.81
    1-methoxy-2-propyl acetate 79.47
    2-(2-methoxypropoxy) propanol 74.74
    mesitylene 18.17
    ε-caprolactone 125.5
    p-cymene 16.27
    epichlorohydrin 457.15
    1,1,1-trichloroethane 177.59
    2-aminoethanol 38.91
    morpholine-4-carbaldehyde 160.89
    sulfolane 216.19
    2,2,4-trimethylpentane 2.04
    2-methyltetrahydrofuran 157.93
    n-hexyl acetate 48.35
    isooctane 1.26
    2-(2-butoxyethoxy)ethanol 95.06
    sec-butyl acetate 50.89
    tert-butyl acetate 62.74
    decalin 3.13
    glycerin 64.4
    diglyme 184.2
    acrylic acid 76.99
    isopropyl myristate 22.53
    n-butyric acid 92.24
    acetyl acetate 87.99
    di(2-ethylhexyl) phthalate 35.02
    ethyl propionate 61.73
    nitromethane 242.91
    1,2-diethoxyethane 72.15
    benzonitrile 105.62
    trioctyl phosphate 21.82
    1-bromopropane 115.9
    gamma-valerolactone 224.56
    n-decanol 15.81
    triethyl phosphate 32.72
    4-methyl-2-pentanol 25.68
    propionitrile 92.29
    vinylene carbonate 120.48
    1,1,2-trichlorotrifluoroethane 237.7
    DMS 66.19
    cumene 18.62
    2-octanol 14.43
    2-hexanone 69.05
    octyl acetate 29.52
    limonene 19.49
    1,2-dimethoxyethane 153.73
    ethyl orthosilicate 29.97
    tributyl phosphate 27.07
    diacetone alcohol 83.88
    N,N-dimethylaniline 43.3
    acrylonitrile 134.91
    aniline 115.59
    1,3-propanediol 70.02
    bromobenzene 140.55
    dibromomethane 396.79
    1,1,2,2-tetrachloroethane 460.66
    2-methyl-cyclohexyl acetate 47.03
    tetrabutyl urea 35.02
    diisobutyl methanol 15.44
    2-phenylethanol 67.75
    styrene 44.03
    dioctyl adipate 42.02
    dimethyl sulfate 111.66
    ethyl butyrate 46.07
    methyl lactate 72.51
    butyl lactate 41.69
    diethyl carbonate 41.83
    propanediol butyl ether 52.87
    triethyl orthoformate 38.3
    p-tert-butyltoluene 14.1
    methyl 4-tert-butylbenzoate 60.81
    morpholine 206.54
    tert-butylamine 23.79
    n-dodecanol 12.8
    dimethoxymethane 163.72
    ethylene carbonate 101.01
    cyrene 89.22
    2-ethoxyethyl acetate 69.2
    2-ethylhexyl acetate 40.43
    1,2,4-trichlorobenzene 119.39
    4-methylpyridine 170.58
    dibutyl ether 22.32
    2,6-dimethyl-4-heptanol 15.44
    DEF 90.68
    dimethyl isosorbide 115.34
    tetrachloroethylene 232.75
    eugenol 68.41
    triacetin 70.08
    span 80 50.77
    1,4-butanediol 38.22
    1,1-dichloroethane 267.1
    2-methyl-1-pentanol 49.65
    methyl formate 91.79
    2-methyl-1-butanol 53.85
    n-decane 2.09
    butyronitrile 89.57
    3,7-dimethyl-1-octanol 22.46
    1-chlorooctane 13.36
    1-chlorotetradecane 6.4
    n-nonane 1.66
    undecane 1.7
    tert-butylcyclohexane 2.39
    cyclooctane 1.51
    cyclopentanol 66.99
    tetrahydropyran 146.78
    tert-amyl methyl ether 39.4
    2,5,8-trioxanonane 133.3
    1-hexene 10.2
    2-isopropoxyethanol 82.78
    2,2,2-trifluoroethanol 62.49
    methyl butyrate 74.5

    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