Benzoic acid, 2-(((2,4(or 3,5)-dimethyl-3-cyclohexen-1-yl)methylene)amino)-, methyl ester

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  • Identifiers

    CAS number
    68738-99-8

    Molecular formula
    C17H21NO2

    SMILES
    CC\1C=C(CC/C1=C\NC2=CC=CC=C2C(=O)OC)C

  • Odor profile

    Fragrance
    Green 80.07%
    Floral 70.98%
    Fresh 69.36%
    Sweet 55.25%
    Leafy 47.17%
    Neroli 42.07%
    Citrus 41.04%
    Fruity 39.32%
    Cortex 39.21%
    Lily 37.6%

     

    Flavor
    Fruity 42.17%
    Bitter 36.0%
    Floral 33.53%
    Sweet 28.71%
    Herbal 26.68%
    Powdery 24.57%
    Balsam 22.01%
    Grape 21.69%
    Orange flower 21.44%
    Orange blossom 20.95%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.9

    pKa est.
    6.93 (neutral)

    Molecular weight
    271.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    403°C

    Flash point

    • 172.71 ˚C est.

  • Synonyms

    • EINECS 272-124-5
    • Methyl (3,5-dimethyl-3-cyclohexene-1-yl)methyleneanthranilate (Schiff Base)
    • Benzoic acid, 2-(((2,4(or 3,5)-dimethyl-3-cyclohexen-1-yl)methylene)amino)-, methyl ester
    • 68738-99-8
    • Benzoic acid, 2-[[[2,4(or 3,5)-dimethyl-3-cyclohexen-1-yl]methylene]amino]-, methyl ester
    • SCHEMBL1401467
    • Benzoic acid, 2-2,4(or 3,5)-dimethyl-3-cyclohexen-1-ylmethyleneamino-, methyl ester

  • Applications

    Benzoic acid, 2-(((2,4(or 3,5)-dimethyl-3-cyclohexen-1-yl)methylene)amino)-, methyl ester (CAS 68738-99-8) is primarily used as an intermediate in fragrance chemistry, serving as a building block for aroma compounds and as an odorant precursor. In perfumery and cosmetics, it may function as a fragrance ingredient or fixative precursor, contributing to distinctive notes derived from the cyclohexenyl moiety. In industrial manufacturing, it is evaluated as a synthetic intermediate for specialty polymers and coating formulations that incorporate scent-release or amide-linkage functionality. It is also considered for use in household products as a fragrance additive, and may be explored as an intermediate in pharmaceutical or agrochemical research under controlled formulation and regulatory conditions.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 45.38
    methanol 40.71
    isopropanol 32.28
    water 0.01
    ethyl acetate 117.48
    n-propanol 55.61
    acetone 93.61
    n-butanol 57.54
    acetonitrile 25.35
    DMF 153.88
    toluene 114.14
    isobutanol 36.99
    1,4-dioxane 190.86
    methyl acetate 86.3
    THF 249.2
    2-butanone 147.54
    n-pentanol 41.43
    sec-butanol 46.57
    n-hexane 2.21
    ethylene glycol 4.47
    NMP 118.28
    cyclohexane 5.78
    DMSO 112.55
    n-butyl acetate 67.87
    n-octanol 9.62
    chloroform 470.33
    n-propyl acetate 55.41
    acetic acid 44.45
    dichloromethane 371.79
    cyclohexanone 181.59
    propylene glycol 17.95
    isopropyl acetate 74.13
    DMAc 273.65
    2-ethoxyethanol 81.06
    isopentanol 52.79
    n-heptane 1.57
    ethyl formate 29.35
    1,2-dichloroethane 289.04
    n-hexanol 44.34
    2-methoxyethanol 127.43
    isobutyl acetate 40.63
    tetrachloromethane 20.52
    n-pentyl acetate 33.65
    transcutol 487.88
    n-heptanol 19.44
    ethylbenzene 30.61
    MIBK 74.52
    2-propoxyethanol 104.12
    tert-butanol 54.12
    MTBE 79.99
    2-butoxyethanol 57.35
    propionic acid 35.54
    o-xylene 49.21
    formic acid 12.74
    diethyl ether 107.71
    m-xylene 56.22
    p-xylene 34.92
    chlorobenzene 106.0
    dimethyl carbonate 48.39
    n-octane 0.72
    formamide 30.04
    cyclopentanone 188.7
    2-pentanone 114.76
    anisole 78.59
    cyclopentyl methyl ether 117.39
    gamma-butyrolactone 139.63
    1-methoxy-2-propanol 109.35
    pyridine 175.64
    3-pentanone 111.3
    furfural 133.9
    n-dodecane 0.62
    diethylene glycol 63.58
    diisopropyl ether 22.44
    tert-amyl alcohol 53.03
    acetylacetone 122.54
    n-hexadecane 0.76
    acetophenone 75.02
    methyl propionate 106.79
    isopentyl acetate 67.87
    trichloroethylene 525.73
    n-nonanol 11.33
    cyclohexanol 60.35
    benzyl alcohol 64.41
    2-ethylhexanol 25.64
    isooctanol 17.74
    dipropyl ether 28.32
    1,2-dichlorobenzene 86.82
    ethyl lactate 31.12
    propylene carbonate 69.5
    n-methylformamide 43.2
    2-pentanol 38.21
    n-pentane 2.24
    1-propoxy-2-propanol 77.82
    1-methoxy-2-propyl acetate 110.7
    2-(2-methoxypropoxy) propanol 73.78
    mesitylene 27.07
    ε-caprolactone 124.29
    p-cymene 15.73
    epichlorohydrin 299.18
    1,1,1-trichloroethane 159.75
    2-aminoethanol 19.93
    morpholine-4-carbaldehyde 170.64
    sulfolane 178.93
    2,2,4-trimethylpentane 2.73
    2-methyltetrahydrofuran 141.93
    n-hexyl acetate 39.6
    isooctane 2.19
    2-(2-butoxyethoxy)ethanol 104.62
    sec-butyl acetate 49.06
    tert-butyl acetate 84.56
    decalin 3.7
    glycerin 27.23
    diglyme 209.06
    acrylic acid 30.91
    isopropyl myristate 16.94
    n-butyric acid 68.74
    acetyl acetate 57.31
    di(2-ethylhexyl) phthalate 23.74
    ethyl propionate 57.09
    nitromethane 95.29
    1,2-diethoxyethane 121.08
    benzonitrile 53.08
    trioctyl phosphate 13.68
    1-bromopropane 118.19
    gamma-valerolactone 225.58
    n-decanol 8.58
    triethyl phosphate 28.83
    4-methyl-2-pentanol 26.73
    propionitrile 42.16
    vinylene carbonate 62.53
    1,1,2-trichlorotrifluoroethane 149.44
    DMS 58.52
    cumene 19.03
    2-octanol 10.19
    2-hexanone 66.35
    octyl acetate 20.59
    limonene 21.77
    1,2-dimethoxyethane 139.55
    ethyl orthosilicate 28.6
    tributyl phosphate 18.46
    diacetone alcohol 94.54
    N,N-dimethylaniline 49.4
    acrylonitrile 50.03
    aniline 116.67
    1,3-propanediol 42.41
    bromobenzene 114.34
    dibromomethane 224.87
    1,1,2,2-tetrachloroethane 408.71
    2-methyl-cyclohexyl acetate 46.84
    tetrabutyl urea 24.7
    diisobutyl methanol 16.13
    2-phenylethanol 61.21
    styrene 41.52
    dioctyl adipate 32.68
    dimethyl sulfate 71.23
    ethyl butyrate 50.72
    methyl lactate 46.33
    butyl lactate 34.9
    diethyl carbonate 35.72
    propanediol butyl ether 42.77
    triethyl orthoformate 40.62
    p-tert-butyltoluene 15.65
    methyl 4-tert-butylbenzoate 54.34
    morpholine 251.36
    tert-butylamine 28.11
    n-dodecanol 6.63
    dimethoxymethane 167.47
    ethylene carbonate 53.51
    cyrene 67.27
    2-ethoxyethyl acetate 81.6
    2-ethylhexyl acetate 52.3
    1,2,4-trichlorobenzene 106.36
    4-methylpyridine 156.8
    dibutyl ether 19.06
    2,6-dimethyl-4-heptanol 16.13
    DEF 123.2
    dimethyl isosorbide 126.86
    tetrachloroethylene 190.48
    eugenol 57.22
    triacetin 55.41
    span 80 49.7
    1,4-butanediol 15.88
    1,1-dichloroethane 200.35
    2-methyl-1-pentanol 44.99
    methyl formate 28.1
    2-methyl-1-butanol 50.54
    n-decane 1.02
    butyronitrile 41.88
    3,7-dimethyl-1-octanol 16.66
    1-chlorooctane 7.76
    1-chlorotetradecane 3.21
    n-nonane 0.84
    undecane 0.77
    tert-butylcyclohexane 3.41
    cyclooctane 1.8
    cyclopentanol 41.61
    tetrahydropyran 192.56
    tert-amyl methyl ether 62.56
    2,5,8-trioxanonane 134.88
    1-hexene 16.02
    2-isopropoxyethanol 63.77
    2,2,2-trifluoroethanol 14.16
    methyl butyrate 66.29

    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