Methyl p-coumarate

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  • Identifiers

    CAS number
    3943-97-3

    Molecular formula
    C10H10O3

    SMILES
    COC(=O)C=CC1=CC=C(C=C1)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Spicy 53.96%
    Sweet 53.51%
    Phenolic 52.21%
    Fruity 50.4%
    Balsamic 49.26%
    Vanilla 41.4%
    Cherry 36.12%
    Aromatic 34.03%
    Cinnamon 32.66%
    Warm 30.84%

     

    Flavor
    Balsam 41.1%
    Sweet 40.08%
    Wintergreen 30.44%
    Powdery 29.04%
    Floral 28.54%
    Fruity 26.89%
    Odorless 26.45%
    Faint 25.89%
    Balsamic 25.35%
    Cinnamon 24.68%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    8.8 (weak base)

    Molecular weight
    178.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    323°C

    Flash point

    • 143.99 ˚C est.

  • Synonyms

    • 3943-97-3
    • methyl 3-(4-hydroxyphenyl)prop-2-enoate
    • P9G2H2437D
    • p-Hydroxycinnamic acid methyl ester
    • DTXSID101315877
    • 4-Coumaric acid methyl ester
    • NSC-154578
    • CHEBI:86904
    • RefChem:925733
    • para-coumaric acid methyl ester
    • DTXCID801745760
    • 223-531-1
    • Methyl 3-(4-Hydroxyphenyl)Acrylate
    • methyl 4-coumarate
    • Methyl p-coumarate
    • p-coumaric acid methyl ester
    • 2-Propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester
    • 3-(4-Hydroxyphenyl)-2-propenoic Acid Methyl Ester
    • NSC 154578
    • trans-4-Hydroxycinnamic Acid Methyl Ester
    • 3-(4-hydroxyphenyl)acrylic acid methyl ester
    • methyl-4-hydroxycinnamate
    • SCHEMBL547438
    • UNII-P9G2H2437D
    • orb1304979
    • SCHEMBL7279952
    • EINECS 223-531-1
    • 4-hydroxy-cinnamic acid methyl ester
    • methyl 3-(4-hydroxyphenyl)-acrylate
    • AKOS017259975
    • methyl 3-(4-hydroxy-phenyl)-acrylate
    • SY028419
    • AI3-31901
    • DB-007685
    • 3943-97-3

  • Applications

    Methyl p-coumarate (CAS 3943-97-3) is primarily used as an odorant and fragrance intermediate in the fragrance and flavor industries, and as a component in cosmetics and household products to impart scent; it often serves as a building block for the synthesis of cinnamate esters used to tailor and extend fragrance profiles. It is also viewed as a building block for applications in polymers/plastics or coatings/inks where an aroma contribution is desired. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 153.07
    methanol 223.87
    isopropanol 85.07
    water 0.49
    ethyl acetate 151.77
    n-propanol 86.53
    acetone 52.11
    n-butanol 61.46
    acetonitrile 73.83
    DMF 63.88
    toluene 17.48
    isobutanol 40.41
    1,4-dioxane 313.67
    methyl acetate 149.95
    THF 202.53
    2-butanone 82.26
    n-pentanol 47.51
    sec-butanol 63.13
    n-hexane 0.1
    ethylene glycol 60.83
    NMP 23.08
    cyclohexane 0.51
    DMSO 93.75
    n-butyl acetate 30.59
    n-octanol 17.38
    chloroform 30.71
    n-propyl acetate 46.63
    acetic acid 102.58
    dichloromethane 40.14
    cyclohexanone 36.99
    propylene glycol 87.47
    isopropyl acetate 59.76
    DMAc 139.37
    2-ethoxyethanol 222.74
    isopentanol 50.38
    n-heptane 0.7
    ethyl formate 55.24
    1,2-dichloroethane 28.63
    n-hexanol 31.9
    2-methoxyethanol 358.75
    isobutyl acetate 25.19
    tetrachloromethane 2.2
    n-pentyl acetate 18.67
    transcutol 345.56
    n-heptanol 18.67
    ethylbenzene 10.68
    MIBK 37.54
    2-propoxyethanol 121.28
    tert-butanol 154.6
    MTBE 66.93
    2-butoxyethanol 60.43
    propionic acid 63.29
    o-xylene 13.94
    formic acid 92.11
    diethyl ether 54.08
    m-xylene 11.8
    p-xylene 13.05
    chlorobenzene 13.92
    dimethyl carbonate 51.26
    n-octane 0.64
    formamide 211.21
    cyclopentanone 38.61
    2-pentanone 44.48
    anisole 66.39
    cyclopentyl methyl ether 35.77
    gamma-butyrolactone 87.2
    1-methoxy-2-propanol 201.29
    pyridine 85.9
    3-pentanone 33.24
    furfural 100.44
    n-dodecane 1.16
    diethylene glycol 146.31
    diisopropyl ether 10.9
    tert-amyl alcohol 91.56
    acetylacetone 77.31
    n-hexadecane 1.26
    acetophenone 46.27
    methyl propionate 88.9
    isopentyl acetate 32.68
    trichloroethylene 60.98
    n-nonanol 18.54
    cyclohexanol 30.17
    benzyl alcohol 59.18
    2-ethylhexanol 18.26
    isooctanol 15.91
    dipropyl ether 19.62
    1,2-dichlorobenzene 14.06
    ethyl lactate 33.48
    propylene carbonate 45.37
    n-methylformamide 80.02
    2-pentanol 37.61
    n-pentane 0.2
    1-propoxy-2-propanol 65.43
    1-methoxy-2-propyl acetate 70.33
    2-(2-methoxypropoxy) propanol 80.42
    mesitylene 7.81
    ε-caprolactone 54.14
    p-cymene 8.85
    epichlorohydrin 150.04
    1,1,1-trichloroethane 18.07
    2-aminoethanol 118.64
    morpholine-4-carbaldehyde 133.89
    sulfolane 54.0
    2,2,4-trimethylpentane 0.91
    2-methyltetrahydrofuran 86.27
    n-hexyl acetate 27.88
    isooctane 0.76
    2-(2-butoxyethoxy)ethanol 106.8
    sec-butyl acetate 36.18
    tert-butyl acetate 69.47
    decalin 1.12
    glycerin 134.79
    diglyme 194.39
    acrylic acid 50.53
    isopropyl myristate 16.06
    n-butyric acid 75.81
    acetyl acetate 67.37
    di(2-ethylhexyl) phthalate 18.87
    ethyl propionate 45.99
    nitromethane 176.34
    1,2-diethoxyethane 84.5
    benzonitrile 33.68
    trioctyl phosphate 11.68
    1-bromopropane 9.55
    gamma-valerolactone 114.43
    n-decanol 15.58
    triethyl phosphate 22.51
    4-methyl-2-pentanol 24.22
    propionitrile 55.74
    vinylene carbonate 45.17
    1,1,2-trichlorotrifluoroethane 88.94
    DMS 40.45
    cumene 8.75
    2-octanol 11.89
    2-hexanone 34.02
    octyl acetate 20.06
    limonene 9.98
    1,2-dimethoxyethane 227.19
    ethyl orthosilicate 22.93
    tributyl phosphate 14.92
    diacetone alcohol 102.97
    N,N-dimethylaniline 35.23
    acrylonitrile 68.57
    aniline 47.07
    1,3-propanediol 161.93
    bromobenzene 10.81
    dibromomethane 14.56
    1,1,2,2-tetrachloroethane 44.48
    2-methyl-cyclohexyl acetate 29.18
    tetrabutyl urea 22.49
    diisobutyl methanol 15.21
    2-phenylethanol 43.25
    styrene 13.9
    dioctyl adipate 27.96
    dimethyl sulfate 53.57
    ethyl butyrate 32.51
    methyl lactate 61.74
    butyl lactate 22.77
    diethyl carbonate 27.81
    propanediol butyl ether 54.87
    triethyl orthoformate 29.33
    p-tert-butyltoluene 9.81
    methyl 4-tert-butylbenzoate 42.72
    morpholine 298.42
    tert-butylamine 47.57
    n-dodecanol 12.94
    dimethoxymethane 170.01
    ethylene carbonate 39.19
    cyrene 58.74
    2-ethoxyethyl acetate 51.13
    2-ethylhexyl acetate 21.93
    1,2,4-trichlorobenzene 21.44
    4-methylpyridine 54.37
    dibutyl ether 21.69
    2,6-dimethyl-4-heptanol 15.21
    DEF 47.98
    dimethyl isosorbide 106.94
    tetrachloroethylene 22.65
    eugenol 48.6
    triacetin 47.71
    span 80 47.02
    1,4-butanediol 54.51
    1,1-dichloroethane 20.94
    2-methyl-1-pentanol 40.49
    methyl formate 69.02
    2-methyl-1-butanol 41.86
    n-decane 1.47
    butyronitrile 40.81
    3,7-dimethyl-1-octanol 20.57
    1-chlorooctane 6.77
    1-chlorotetradecane 4.11
    n-nonane 1.1
    undecane 1.28
    tert-butylcyclohexane 1.33
    cyclooctane 0.33
    cyclopentanol 30.52
    tetrahydropyran 88.41
    tert-amyl methyl ether 45.79
    2,5,8-trioxanonane 157.01
    1-hexene 1.68
    2-isopropoxyethanol 110.07
    2,2,2-trifluoroethanol 33.64
    methyl butyrate 48.69

    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