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

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  • Identifiers

    CAS number
    67801-44-9

    Molecular formula
    C16H23NO2

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

  • Odor profile

    Fragrance
    Floral 78.55%
    Fresh 66.37%
    Sweet 65.95%
    Fatty 54.96%
    Waxy 53.17%
    Citrus 50.81%
    Green 48.11%
    Aldehydic 45.44%
    Neroli 44.6%
    Orange 42.1%

     

    Flavor
    Herbal 49.81%
    Fruity 35.54%
    Green 29.93%
    Oily 29.76%
    Floral 29.08%
    Woody 27.39%
    Jasmin 26.21%
    Waxy 26.15%
    Warm 24.53%
    Spicy 22.29%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    4.4

    pKa est.
    6.61 (neutral)

    Molecular weight
    261.36 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    358°C

    Flash point

    • 170.23 ˚C est.

  • Synonyms

    • Methyl 2-(octylideneamino)benzoate
    • 67801-44-9
    • OCMEA
    • Benzoic acid, 2-(octylideneamino)-, methyl ester
    • EINECS 267-165-0
    • DTXSID4070619
    • Anthranilic acid, N-octylidene-, methyl ester (Schiff Base)
    • SCHEMBL3508455
    • DTXCID5045043
    • SCHEMBL17819383
    • YHXKDPQWWGRLRC-UHFFFAOYSA-N
    • 8A36T93BX4
    • methyl (E)-2-(octylideneamino)benzoate
    • NS00013084
    • 267-165-0

  • Applications

    Benzoic acid, 2-(octylideneamino)-, methyl ester (CAS 67801-44-9) is primarily used as an organic-synthesis intermediate and building block in pharmaceutical, agrochemical, and fine-chemical research, where the ortho-substituted benzoate scaffold can be elaborated into Schiff bases and various heterocyclic structures. It also serves as a protected benzoic acid derivative (methyl ester) enabling iterative synthesis and selective transformations. In industry, it is evaluated as a specialty aryl ester precursor for coatings and inks formulations, and in fragrance chemistry as an intermediate for aroma compounds. Additionally, its aryl imine functionality and ester group make it of interest in polymer/resin research and catalysis-ligand development, subject to regulatory and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2923.27
    methanol 2923.2
    isopropanol 1899.09
    water 0.06
    ethyl acetate 4250.26
    n-propanol 2618.41
    acetone 6589.81
    n-butanol 2117.91
    acetonitrile 3648.15
    DMF 7458.08
    toluene 2855.1
    isobutanol 1819.62
    1,4-dioxane 3250.21
    methyl acetate 3333.79
    THF 4803.3
    2-butanone 4544.24
    n-pentanol 1075.84
    sec-butanol 1865.66
    n-hexane 75.49
    ethylene glycol 262.81
    NMP 4887.25
    cyclohexane 293.27
    DMSO 7161.22
    n-butyl acetate 1332.85
    n-octanol 212.77
    chloroform 9064.01
    n-propyl acetate 1512.34
    acetic acid 1944.33
    dichloromethane 11981.12
    cyclohexanone 5660.0
    propylene glycol 593.95
    isopropyl acetate 1816.62
    DMAc 4035.45
    2-ethoxyethanol 1544.75
    isopentanol 1435.19
    n-heptane 24.27
    ethyl formate 1881.04
    1,2-dichloroethane 10015.33
    n-hexanol 712.81
    2-methoxyethanol 3389.89
    isobutyl acetate 738.67
    tetrachloromethane 720.8
    n-pentyl acetate 702.24
    transcutol 3839.65
    n-heptanol 250.2
    ethylbenzene 601.27
    MIBK 1282.19
    2-propoxyethanol 1301.37
    tert-butanol 1545.59
    MTBE 1928.45
    2-butoxyethanol 650.14
    propionic acid 1652.61
    o-xylene 848.89
    formic acid 403.4
    diethyl ether 2672.07
    m-xylene 1017.52
    p-xylene 695.06
    chlorobenzene 3339.82
    dimethyl carbonate 1218.39
    n-octane 13.09
    formamide 1151.55
    cyclopentanone 5956.85
    2-pentanone 3550.35
    anisole 1325.61
    cyclopentyl methyl ether 2855.17
    gamma-butyrolactone 5337.51
    1-methoxy-2-propanol 2242.79
    pyridine 5387.45
    3-pentanone 2458.47
    furfural 3767.65
    n-dodecane 12.07
    diethylene glycol 846.09
    diisopropyl ether 415.61
    tert-amyl alcohol 1371.46
    acetylacetone 3309.14
    n-hexadecane 14.98
    acetophenone 1250.2
    methyl propionate 3370.89
    isopentyl acetate 1054.77
    trichloroethylene 14820.4
    n-nonanol 191.02
    cyclohexanol 2192.38
    benzyl alcohol 1132.66
    2-ethylhexanol 355.05
    isooctanol 224.43
    dipropyl ether 458.66
    1,2-dichlorobenzene 2197.84
    ethyl lactate 507.16
    propylene carbonate 2387.4
    n-methylformamide 3291.36
    2-pentanol 1213.1
    n-pentane 86.5
    1-propoxy-2-propanol 825.16
    1-methoxy-2-propyl acetate 1159.83
    2-(2-methoxypropoxy) propanol 476.26
    mesitylene 425.7
    ε-caprolactone 3407.41
    p-cymene 189.21
    epichlorohydrin 8561.07
    1,1,1-trichloroethane 5482.38
    2-aminoethanol 857.36
    morpholine-4-carbaldehyde 3090.06
    sulfolane 6050.38
    2,2,4-trimethylpentane 55.42
    2-methyltetrahydrofuran 3999.53
    n-hexyl acetate 831.15
    isooctane 37.54
    2-(2-butoxyethoxy)ethanol 836.97
    sec-butyl acetate 871.51
    tert-butyl acetate 1434.14
    decalin 95.34
    glycerin 616.74
    diglyme 1943.18
    acrylic acid 1394.57
    isopropyl myristate 234.88
    n-butyric acid 2869.77
    acetyl acetate 1709.6
    di(2-ethylhexyl) phthalate 239.71
    ethyl propionate 1338.05
    nitromethane 4954.64
    1,2-diethoxyethane 1261.32
    benzonitrile 1729.15
    trioctyl phosphate 163.2
    1-bromopropane 4055.32
    gamma-valerolactone 5619.01
    n-decanol 134.11
    triethyl phosphate 270.86
    4-methyl-2-pentanol 427.01
    propionitrile 2496.22
    vinylene carbonate 2076.09
    1,1,2-trichlorotrifluoroethane 3718.92
    DMS 863.89
    cumene 282.51
    2-octanol 172.99
    2-hexanone 1439.9
    octyl acetate 326.58
    limonene 321.93
    1,2-dimethoxyethane 2305.48
    ethyl orthosilicate 254.62
    tributyl phosphate 229.31
    diacetone alcohol 1364.58
    N,N-dimethylaniline 587.1
    acrylonitrile 3266.65
    aniline 2703.47
    1,3-propanediol 1356.13
    bromobenzene 4007.62
    dibromomethane 7212.93
    1,1,2,2-tetrachloroethane 10780.94
    2-methyl-cyclohexyl acetate 488.89
    tetrabutyl urea 317.94
    diisobutyl methanol 180.13
    2-phenylethanol 769.0
    styrene 1064.12
    dioctyl adipate 370.2
    dimethyl sulfate 1680.49
    ethyl butyrate 733.86
    methyl lactate 997.64
    butyl lactate 508.91
    diethyl carbonate 460.88
    propanediol butyl ether 598.3
    triethyl orthoformate 396.95
    p-tert-butyltoluene 174.78
    methyl 4-tert-butylbenzoate 546.78
    morpholine 5210.99
    tert-butylamine 834.31
    n-dodecanol 98.59
    dimethoxymethane 3327.97
    ethylene carbonate 1801.14
    cyrene 627.13
    2-ethoxyethyl acetate 1087.25
    2-ethylhexyl acetate 729.15
    1,2,4-trichlorobenzene 2610.2
    4-methylpyridine 5368.97
    dibutyl ether 401.55
    2,6-dimethyl-4-heptanol 180.13
    DEF 3950.39
    dimethyl isosorbide 962.77
    tetrachloroethylene 5211.54
    eugenol 567.71
    triacetin 680.49
    span 80 463.09
    1,4-butanediol 460.23
    1,1-dichloroethane 8172.55
    2-methyl-1-pentanol 899.86
    methyl formate 2113.93
    2-methyl-1-butanol 1667.66
    n-decane 20.18
    butyronitrile 2604.61
    3,7-dimethyl-1-octanol 261.71
    1-chlorooctane 199.83
    1-chlorotetradecane 64.63
    n-nonane 18.07
    undecane 14.89
    tert-butylcyclohexane 68.0
    cyclooctane 55.32
    cyclopentanol 2039.15
    tetrahydropyran 4740.49
    tert-amyl methyl ether 1191.61
    2,5,8-trioxanonane 944.42
    1-hexene 524.48
    2-isopropoxyethanol 929.72
    2,2,2-trifluoroethanol 551.95
    methyl butyrate 2009.06

    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