Benzoic acid, 2-(ethylideneamino)-, methyl ester

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  • Identifiers

    CAS number
    68556-21-8

    Molecular formula
    C10H11NO2

    SMILES
    CC=NC1=CC=CC=C1C(=O)OC

    Safety labels

  • Odor profile

    Fragrance
    Sweet 64.14%
    Floral 60.91%
    Fruity 54.44%
    Green 51.37%
    Cherry 38.61%
    Herbal 36.64%
    Grape 36.55%
    Almond 34.32%
    Anisic 34.14%
    Spicy 33.86%

     

    Flavor
    Fruity 55.03%
    Grape 34.22%
    Sweet 30.85%
    Powdery 28.17%
    Floral 28.14%
    Nutty 26.0%
    Strawberry 24.86%
    Bitter 24.59%
    Musty 23.16%
    Orange flower 22.45%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    5.86 (weak acid)

    Molecular weight
    177.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    267°C

    Flash point

    • 128.95 ˚C est.

  • Synonyms

    • Ethylidene methyl anthranilate
    • Benzoic acid, 2-(ethylideneamino)-, methyl ester
    • EINECS 271-480-9
    • 68556-21-8
    • DTXSID3071692
    • RefChem:565455
    • DTXCID3046162
    • Methyl 2-(ethylideneamino)benzoate
    • SCHEMBL21306903
    • CARKMBGHKLICNI-UHFFFAOYSA-N
    • NS00036659
    • 68556-21-8

  • Applications

    Benzoic acid, 2-(ethylideneamino)-, methyl ester (CAS 68556-21-8) is commonly used as a synthetic intermediate and building block. In pharmaceuticals, it serves as a precursor for imine/hydrazone-containing benzoate derivatives. In dye and pigment chemistry, it is employed as a starting material for colorants via azo dye routes and related benzoate transformations. In polymer and plastics chemistry, it provides a functionalized benzoate ester that can be further derivatized to form specialty polymers and resin formulations. In coatings and inks, it acts as a reactive intermediate in resin systems, contributing to crosslinking and adhesion properties.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 123.68
    methanol 139.66
    isopropanol 82.76
    water 0.14
    ethyl acetate 179.7
    n-propanol 97.47
    acetone 332.9
    n-butanol 92.85
    acetonitrile 194.25
    DMF 753.86
    toluene 217.05
    isobutanol 77.84
    1,4-dioxane 358.2
    methyl acetate 221.0
    THF 489.92
    2-butanone 242.6
    n-pentanol 80.49
    sec-butanol 88.8
    n-hexane 11.14
    ethylene glycol 58.45
    NMP 692.86
    cyclohexane 38.16
    DMSO 522.66
    n-butyl acetate 120.5
    n-octanol 55.61
    chloroform 1099.96
    n-propyl acetate 113.85
    acetic acid 209.41
    dichloromethane 1229.54
    cyclohexanone 453.21
    propylene glycol 48.0
    isopropyl acetate 97.91
    DMAc 471.42
    2-ethoxyethanol 132.86
    isopentanol 89.79
    n-heptane 9.96
    ethyl formate 188.68
    1,2-dichloroethane 741.66
    n-hexanol 89.35
    2-methoxyethanol 252.1
    isobutyl acetate 70.99
    tetrachloromethane 109.26
    n-pentyl acetate 84.16
    transcutol 234.98
    n-heptanol 52.12
    ethylbenzene 100.07
    MIBK 107.21
    2-propoxyethanol 156.97
    tert-butanol 116.97
    MTBE 109.84
    2-butoxyethanol 95.57
    propionic acid 145.31
    o-xylene 128.08
    formic acid 64.95
    diethyl ether 120.79
    m-xylene 131.53
    p-xylene 127.76
    chlorobenzene 323.58
    dimethyl carbonate 153.18
    n-octane 6.52
    formamide 137.4
    cyclopentanone 577.38
    2-pentanone 174.85
    anisole 187.62
    cyclopentyl methyl ether 206.11
    gamma-butyrolactone 611.86
    1-methoxy-2-propanol 157.83
    pyridine 518.67
    3-pentanone 160.75
    furfural 572.05
    n-dodecane 7.47
    diethylene glycol 147.59
    diisopropyl ether 36.52
    tert-amyl alcohol 104.02
    acetylacetone 234.98
    n-hexadecane 8.97
    acetophenone 190.85
    methyl propionate 201.05
    isopentyl acetate 110.25
    trichloroethylene 1474.24
    n-nonanol 49.81
    cyclohexanol 146.37
    benzyl alcohol 172.45
    2-ethylhexanol 63.26
    isooctanol 45.35
    dipropyl ether 60.88
    1,2-dichlorobenzene 279.92
    ethyl lactate 76.79
    propylene carbonate 325.13
    n-methylformamide 286.43
    2-pentanol 60.53
    n-pentane 10.9
    1-propoxy-2-propanol 95.83
    1-methoxy-2-propyl acetate 127.43
    2-(2-methoxypropoxy) propanol 95.38
    mesitylene 76.61
    ε-caprolactone 303.89
    p-cymene 55.94
    epichlorohydrin 742.53
    1,1,1-trichloroethane 503.63
    2-aminoethanol 82.24
    morpholine-4-carbaldehyde 441.06
    sulfolane 747.46
    2,2,4-trimethylpentane 11.0
    2-methyltetrahydrofuran 303.13
    n-hexyl acetate 130.77
    isooctane 8.0
    2-(2-butoxyethoxy)ethanol 119.4
    sec-butyl acetate 71.86
    tert-butyl acetate 115.23
    decalin 24.06
    glycerin 97.41
    diglyme 249.02
    acrylic acid 172.28
    isopropyl myristate 52.03
    n-butyric acid 172.58
    acetyl acetate 139.19
    di(2-ethylhexyl) phthalate 64.56
    ethyl propionate 108.83
    nitromethane 402.54
    1,2-diethoxyethane 99.31
    benzonitrile 238.75
    trioctyl phosphate 46.37
    1-bromopropane 265.72
    gamma-valerolactone 528.59
    n-decanol 38.8
    triethyl phosphate 66.19
    4-methyl-2-pentanol 41.51
    propionitrile 155.72
    vinylene carbonate 337.23
    1,1,2-trichlorotrifluoroethane 449.18
    DMS 139.55
    cumene 62.65
    2-octanol 38.55
    2-hexanone 120.04
    octyl acetate 69.34
    limonene 78.49
    1,2-dimethoxyethane 258.75
    ethyl orthosilicate 59.74
    tributyl phosphate 53.89
    diacetone alcohol 138.53
    N,N-dimethylaniline 125.77
    acrylonitrile 265.59
    aniline 240.46
    1,3-propanediol 105.51
    bromobenzene 378.34
    dibromomethane 719.86
    1,1,2,2-tetrachloroethane 966.01
    2-methyl-cyclohexyl acetate 97.78
    tetrabutyl urea 76.82
    diisobutyl methanol 41.46
    2-phenylethanol 142.17
    styrene 142.68
    dioctyl adipate 79.1
    dimethyl sulfate 268.94
    ethyl butyrate 99.43
    methyl lactate 113.7
    butyl lactate 70.69
    diethyl carbonate 87.8
    propanediol butyl ether 82.47
    triethyl orthoformate 71.68
    p-tert-butyltoluene 53.49
    methyl 4-tert-butylbenzoate 127.94
    morpholine 360.69
    tert-butylamine 71.73
    n-dodecanol 31.71
    dimethoxymethane 290.5
    ethylene carbonate 246.1
    cyrene 151.28
    2-ethoxyethyl acetate 110.51
    2-ethylhexyl acetate 89.86
    1,2,4-trichlorobenzene 339.62
    4-methylpyridine 435.39
    dibutyl ether 60.16
    2,6-dimethyl-4-heptanol 41.46
    DEF 268.51
    dimethyl isosorbide 187.37
    tetrachloroethylene 584.02
    eugenol 132.45
    triacetin 118.88
    span 80 89.6
    1,4-butanediol 52.16
    1,1-dichloroethane 539.1
    2-methyl-1-pentanol 82.95
    methyl formate 274.25
    2-methyl-1-butanol 88.81
    n-decane 10.54
    butyronitrile 154.56
    3,7-dimethyl-1-octanol 53.39
    1-chlorooctane 52.65
    1-chlorotetradecane 24.96
    n-nonane 9.59
    undecane 8.69
    tert-butylcyclohexane 18.8
    cyclooctane 11.71
    cyclopentanol 168.23
    tetrahydropyran 303.35
    tert-amyl methyl ether 97.5
    2,5,8-trioxanonane 172.88
    1-hexene 49.58
    2-isopropoxyethanol 94.02
    2,2,2-trifluoroethanol 91.51
    methyl butyrate 161.91

    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