2-Oxiranecarboxylic acid, 3-(4-methoxyphenyl)-, ethyl ester

Overview IFRA Request a quote

  • Identifiers

    CAS number
    16546-01-3

    Molecular formula
    C12H14O4

    SMILES
    CCOC(=O)C1C(O1)C2=CC=C(C=C2)OC

  • Odor profile

    Fragrance
    Fruity 86.36%
    Sweet 73.68%
    Floral 64.97%
    Berry 50.88%
    Powdery 37.99%
    Vanilla 37.43%
    Cherry 36.84%
    Strawberry 34.81%
    Honey 32.11%
    Tropical 29.61%

     

    Flavor
    Bitter 75.0%
    Fruity 30.96%
    Floral 27.34%
    Balsam 21.87%
    Aniseed 21.62%
    Tarragon 21.51%
    Sweet-like 20.87%
    Orange blossom 20.63%
    Ethyl benzoate 20.59%
    Pastry 20.49%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    5.75 (weak acid)

    Molecular weight
    222.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    317°C

    Flash point

    • 140.47 ˚C est.

  • Synonyms

    • 16546-01-3
    • ethyl 3-(4-methoxyphenyl)oxirane-2-carboxylate
    • Methoxy ethyl phenyl glycidate
    • Oxiranecarboxylic acid, 3-(4-methoxyphenyl)-, ethyl ester
    • 2-Oxiranecarboxylic acid, 3-(4-methoxyphenyl)-, ethyl ester
    • DTXSID90884917
    • SCHEMBL3890951
    • CHEBI:169687
    • DTXCID801024336
    • ethyl 3-(4-methoxyphenyl)-2,3-epoxypropionate

  • Applications

    2-Oxiranecarboxylic acid, 3-(4-methoxyphenyl)-, ethyl ester (CAS 16546-01-3) is an epoxy-functional ester used principally as a reactive monomer and synthesis intermediate in resin and polymer formulations. It serves as a building block for epoxy resins and as a crosslinking site in coatings and adhesives, contributing to chemical resistance and adhesion. It often functions as a reactive diluent to lower viscosity in epoxy systems. It is employed as an intermediate in the preparation of specialty polymers and in coating formulations, including electronics encapsulation and industrial coatings, as well as in the synthesis of functional intermediates for organic synthesis. Its use is subject to formulation limits and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 46.17
    methanol 85.71
    isopropanol 24.79
    water 0.28
    ethyl acetate 105.38
    n-propanol 26.61
    acetone 80.76
    n-butanol 23.51
    acetonitrile 95.67
    DMF 59.99
    toluene 28.44
    isobutanol 16.29
    1,4-dioxane 170.09
    methyl acetate 89.61
    THF 141.5
    2-butanone 55.17
    n-pentanol 24.23
    sec-butanol 20.15
    n-hexane 0.72
    ethylene glycol 39.79
    NMP 46.7
    cyclohexane 3.14
    DMSO 145.81
    n-butyl acetate 37.76
    n-octanol 6.58
    chloroform 206.54
    n-propyl acetate 47.81
    acetic acid 141.93
    dichloromethane 282.22
    cyclohexanone 65.57
    propylene glycol 24.35
    isopropyl acetate 53.54
    DMAc 103.61
    2-ethoxyethanol 121.84
    isopentanol 25.72
    n-heptane 1.07
    ethyl formate 47.59
    1,2-dichloroethane 159.68
    n-hexanol 17.42
    2-methoxyethanol 182.82
    isobutyl acetate 32.49
    tetrachloromethane 12.41
    n-pentyl acetate 16.77
    transcutol 249.59
    n-heptanol 9.07
    ethylbenzene 15.5
    MIBK 37.64
    2-propoxyethanol 69.23
    tert-butanol 50.31
    MTBE 37.73
    2-butoxyethanol 36.46
    propionic acid 41.54
    o-xylene 19.23
    formic acid 99.6
    diethyl ether 47.85
    m-xylene 16.84
    p-xylene 21.84
    chlorobenzene 46.9
    dimethyl carbonate 45.88
    n-octane 0.59
    formamide 181.01
    cyclopentanone 68.32
    2-pentanone 44.43
    anisole 50.74
    cyclopentyl methyl ether 39.2
    gamma-butyrolactone 100.36
    1-methoxy-2-propanol 83.19
    pyridine 112.11
    3-pentanone 41.6
    furfural 135.69
    n-dodecane 0.83
    diethylene glycol 105.48
    diisopropyl ether 12.44
    tert-amyl alcohol 33.33
    acetylacetone 107.42
    n-hexadecane 0.96
    acetophenone 53.63
    methyl propionate 61.06
    isopentyl acetate 38.52
    trichloroethylene 270.54
    n-nonanol 7.98
    cyclohexanol 25.8
    benzyl alcohol 48.63
    2-ethylhexanol 13.3
    isooctanol 9.09
    dipropyl ether 16.76
    1,2-dichlorobenzene 46.32
    ethyl lactate 30.53
    propylene carbonate 59.05
    n-methylformamide 52.06
    2-pentanol 15.54
    n-pentane 0.79
    1-propoxy-2-propanol 38.12
    1-methoxy-2-propyl acetate 59.34
    2-(2-methoxypropoxy) propanol 57.25
    mesitylene 11.44
    ε-caprolactone 66.12
    p-cymene 10.54
    epichlorohydrin 182.64
    1,1,1-trichloroethane 80.73
    2-aminoethanol 46.45
    morpholine-4-carbaldehyde 109.31
    sulfolane 92.05
    2,2,4-trimethylpentane 1.38
    2-methyltetrahydrofuran 65.74
    n-hexyl acetate 20.44
    isooctane 0.98
    2-(2-butoxyethoxy)ethanol 68.63
    sec-butyl acetate 36.75
    tert-butyl acetate 57.51
    decalin 2.58
    glycerin 61.71
    diglyme 146.17
    acrylic acid 51.62
    isopropyl myristate 13.43
    n-butyric acid 56.21
    acetyl acetate 89.61
    di(2-ethylhexyl) phthalate 17.99
    ethyl propionate 45.02
    nitromethane 239.41
    1,2-diethoxyethane 65.02
    benzonitrile 49.21
    trioctyl phosphate 9.42
    1-bromopropane 35.98
    gamma-valerolactone 118.65
    n-decanol 6.82
    triethyl phosphate 26.34
    4-methyl-2-pentanol 13.87
    propionitrile 47.21
    vinylene carbonate 65.47
    1,1,2-trichlorotrifluoroethane 127.09
    DMS 48.08
    cumene 11.38
    2-octanol 5.36
    2-hexanone 35.9
    octyl acetate 14.38
    limonene 12.8
    1,2-dimethoxyethane 152.64
    ethyl orthosilicate 23.97
    tributyl phosphate 14.3
    diacetone alcohol 64.21
    N,N-dimethylaniline 31.08
    acrylonitrile 71.56
    aniline 42.09
    1,3-propanediol 74.13
    bromobenzene 48.76
    dibromomethane 125.98
    1,1,2,2-tetrachloroethane 157.44
    2-methyl-cyclohexyl acetate 33.48
    tetrabutyl urea 19.6
    diisobutyl methanol 10.86
    2-phenylethanol 36.1
    styrene 21.66
    dioctyl adipate 24.73
    dimethyl sulfate 61.2
    ethyl butyrate 36.17
    methyl lactate 38.01
    butyl lactate 18.04
    diethyl carbonate 35.15
    propanediol butyl ether 26.4
    triethyl orthoformate 30.35
    p-tert-butyltoluene 9.83
    methyl 4-tert-butylbenzoate 38.37
    morpholine 142.56
    tert-butylamine 21.88
    n-dodecanol 5.97
    dimethoxymethane 107.0
    ethylene carbonate 53.04
    cyrene 56.49
    2-ethoxyethyl acetate 45.72
    2-ethylhexyl acetate 28.12
    1,2,4-trichlorobenzene 57.8
    4-methylpyridine 62.07
    dibutyl ether 13.29
    2,6-dimethyl-4-heptanol 10.86
    DEF 48.68
    dimethyl isosorbide 85.85
    tetrachloroethylene 99.51
    eugenol 41.72
    triacetin 47.47
    span 80 30.32
    1,4-butanediol 29.23
    1,1-dichloroethane 90.56
    2-methyl-1-pentanol 26.62
    methyl formate 53.54
    2-methyl-1-butanol 19.14
    n-decane 1.04
    butyronitrile 36.3
    3,7-dimethyl-1-octanol 11.84
    1-chlorooctane 5.35
    1-chlorotetradecane 3.62
    n-nonane 0.77
    undecane 0.91
    tert-butylcyclohexane 2.03
    cyclooctane 1.14
    cyclopentanol 24.18
    tetrahydropyran 69.96
    tert-amyl methyl ether 27.87
    2,5,8-trioxanonane 111.68
    1-hexene 4.53
    2-isopropoxyethanol 69.73
    2,2,2-trifluoroethanol 59.3
    methyl butyrate 50.07

    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