3-coumaric acid, (E)-

Overview IFRA Request a quote

  • Identifiers

    CAS number
    14755-02-3

    Molecular formula
    C9H8O3

    SMILES
    C1=CC(=CC(=C1)O)/C=C/C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 52.09%
    Balsamic 48.18%
    Odorless 39.16%
    Spicy 36.14%
    Burnt 32.47%
    Aromatic 28.41%
    Nutty 28.03%
    Sweet 27.95%
    Sour 27.59%
    Honey 27.29%

     

    Flavor
    Odorless 45.28%
    Nutty 39.5%
    Balsam 39.04%
    Phenolic 38.82%
    Mild 33.3%
    Balsamic 30.07%
    Faint 29.41%
    Sour 25.6%
    Honey 24.94%
    Urine 23.53%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    7.69 (neutral)

    Molecular weight
    164.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    364°C

    Melting point expt.

    • 192 - 194 °C

    Flash point

    • 184.09 ˚C est.

  • Synonyms

    • RefChem:25927
    • 3-coumaric acid, (E)-
    • 3-Hydroxycinnamic acid
    • 14755-02-3
    • 588-30-7
    • M-COUMARIC ACID
    • 3-Coumaric acid
    • (E)-3-(3-Hydroxyphenyl)acrylic acid
    • m-Hydroxycinnamic acid
    • trans-3-Hydroxycinnamic acid
    • trans-m-Coumaric Acid
    • 3-(3-Hydroxyphenyl)acrylic acid
    • 2-propenoic acid, 3-(3-hydroxyphenyl)-, (2E)-
    • trans-3-Hydroxycinnamate
    • Cinnamic acid, m-hydroxy-
    • MFCD00004390
    • (2E)-3-(3-hydroxyphenyl)prop-2-enoic acid
    • (E)-3-(3-hydroxyphenyl)prop-2-enoic acid
    • (2E)-3-(3-hydroxyphenyl)acrylic acid
    • 2-Propenoic acid, 3-(3-hydroxyphenyl)-
    • trans-3-coumaric acid
    • 3'-Hydroxycinnamic acid
    • (E)-3-(3-Hydroxyphenyl)-2-propenoic acid
    • 3-(3-hydroxyphenyl)prop-2-enoic acid
    • (2E)-3-(3-Hydroxyphenyl)-2-propenoic acid
    • NSC 28956
    • NSC 50308
    • KWJ2DDJ34H
    • 2-Propenoic acid, 3-(3-hydroxyphenyl)-, (E)-
    • CHEMBL98521
    • 3-(3-Hydroxyphenyl)acrylsaeure
    • NSC-28956
    • NSC-50308
    • m-Coumarate
    • 3-hydroxycinnamate
    • (2E)-3-(3-hydroxyphenyl)prop-2-enoate
    • trans-m-Cumaric Acid
    • 3-(3-hydroxyphenyl)acrylate
    • 3-(3-hydroxyphenyl)prop-2-enoate
    • UNII-KWJ2DDJ34H
    • 3-(3-Hydroxy-phenyl)-acrylic acid
    • m-Hydroxycinnamate
    • m-hydroxy-Cinnamate
    • EINECS 209-615-0
    • 3'-Hydroxycinnamate
    • (E)-m-Coumaric acid
    • m-hydroxy-Cinnamic acid
    • AI3-32389
    • bmse000093
    • Cinnamic acid, 3-hydroxy-
    • m-Coumaric acid (Standard)
    • SCHEMBL442408
    • orb1299807
    • SCHEMBL28056886
    • SCHEMBL29405719
    • CHEBI:32357
    • CHEBI:47925
    • HY-N7127R
    • (E)-m-Coumaric acid (Standard)
    • DTXSID001336224
    • 3-(3-hydroxyphenyl)-2-Propenoate
    • ALBB-006261
    • BB_NC-02248
    • MSK40362
    • NSC28956
    • NSC50308
    • m-Coumaric acid, analytical standard
    • trans-3-Hydroxycinnamic acid, 99%
    • BBL013143
    • BDBM50146456
    • EBC-03301
    • EBC-06212
    • s5586
    • SBB057740
    • STK400397
    • AKOS000146568
    • CCG-266308
    • FH37075
    • HY-113357R
    • HYDROXYCINNAMIC ACID, TRANS-3-
    • (E)-3-(3-hydroxyphenyl)-acrylic acid
    • (E)-3-(3-hydroxy-phenyl)-acrylic acid
    • (E)-3-(3-hydroxyphenyl)-2-propenoate
    • (2E)-3-(3-hydroxyphenyl)-2-propenoate
    • AC-16619
    • AS-12450
    • LS-13594
    • ST097477
    • SY014753
    • SY272357
    • HY-113357
    • CS-0062284
    • NS00076981
    • EN300-103182
    • EN300-345689
    • F15419
    • G60884
    • F858789
    • Q6712039
    • Z247613734
    • 358818FD-674F-4656-96AF-40F17C30F2EE
    • InChI=1/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4
    • 588-30-7

  • Applications

    3-coumaric acid (E)- is a hydroxycinnamic acid that serves as an aromatic building block in chemical synthesis. In industry, it is used as an intermediate for fragrance materials and flavor esters, as well as a precursor to dyes and pigments and to polymer additives for coatings and plastics. In cosmetics and personal care, it may be evaluated as an antioxidant or UV-absorber in formulations. It also functions as a synthetic intermediate in pharmaceutical and agrochemical manufacturing. Overall, it provides a versatile starting material for a range of organic transformations, with use limited by regulatory requirements.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 151.61
    methanol 197.3
    isopropanol 101.85
    water 3.4
    ethyl acetate 22.28
    n-propanol 94.11
    acetone 90.88
    n-butanol 72.19
    acetonitrile 13.51
    DMF 141.66
    toluene 2.47
    isobutanol 50.04
    1,4-dioxane 29.1
    methyl acetate 36.91
    THF 136.16
    2-butanone 70.5
    n-pentanol 46.01
    sec-butanol 86.43
    n-hexane 1.15
    ethylene glycol 90.39
    NMP 150.18
    cyclohexane 0.27
    DMSO 320.6
    n-butyl acetate 22.39
    n-octanol 17.31
    chloroform 1.24
    n-propyl acetate 20.49
    acetic acid 35.66
    dichloromethane 1.32
    cyclohexanone 28.43
    propylene glycol 89.97
    isopropyl acetate 15.63
    DMAc 204.13
    2-ethoxyethanol 124.27
    isopentanol 54.98
    n-heptane 1.14
    ethyl formate 19.43
    1,2-dichloroethane 3.67
    n-hexanol 41.16
    2-methoxyethanol 203.45
    isobutyl acetate 6.45
    tetrachloromethane 2.06
    n-pentyl acetate 12.34
    transcutol 169.51
    n-heptanol 18.18
    ethylbenzene 4.1
    MIBK 25.08
    2-propoxyethanol 98.17
    tert-butanol 123.52
    MTBE 38.56
    2-butoxyethanol 47.92
    propionic acid 49.97
    o-xylene 5.06
    formic acid 66.71
    diethyl ether 24.43
    m-xylene 3.81
    p-xylene 3.78
    chlorobenzene 1.8
    dimethyl carbonate 19.78
    n-octane 0.41
    formamide 127.5
    cyclopentanone 71.12
    2-pentanone 43.4
    anisole 22.83
    cyclopentyl methyl ether 34.24
    gamma-butyrolactone 74.44
    1-methoxy-2-propanol 124.46
    pyridine 11.38
    3-pentanone 25.68
    furfural 50.58
    n-dodecane 0.37
    diethylene glycol 110.17
    diisopropyl ether 7.31
    tert-amyl alcohol 104.66
    acetylacetone 31.55
    n-hexadecane 0.39
    acetophenone 22.36
    methyl propionate 32.61
    isopentyl acetate 18.37
    trichloroethylene 5.99
    n-nonanol 14.6
    cyclohexanol 22.44
    benzyl alcohol 23.53
    2-ethylhexanol 17.25
    isooctanol 12.97
    dipropyl ether 14.48
    1,2-dichlorobenzene 3.18
    ethyl lactate 26.26
    propylene carbonate 26.47
    n-methylformamide 104.18
    2-pentanol 47.29
    n-pentane 0.9
    1-propoxy-2-propanol 63.61
    1-methoxy-2-propyl acetate 34.03
    2-(2-methoxypropoxy) propanol 55.69
    mesitylene 2.94
    ε-caprolactone 31.83
    p-cymene 5.19
    epichlorohydrin 55.45
    1,1,1-trichloroethane 3.84
    2-aminoethanol 142.22
    morpholine-4-carbaldehyde 87.7
    sulfolane 136.93
    2,2,4-trimethylpentane 1.33
    2-methyltetrahydrofuran 65.49
    n-hexyl acetate 20.51
    isooctane 0.8
    2-(2-butoxyethoxy)ethanol 70.32
    sec-butyl acetate 12.49
    tert-butyl acetate 24.79
    decalin 0.77
    glycerin 124.18
    diglyme 100.3
    acrylic acid 40.17
    isopropyl myristate 7.38
    n-butyric acid 32.92
    acetyl acetate 8.46
    di(2-ethylhexyl) phthalate 10.92
    ethyl propionate 21.75
    nitromethane 58.13
    1,2-diethoxyethane 22.49
    benzonitrile 8.3
    trioctyl phosphate 8.91
    1-bromopropane 2.64
    gamma-valerolactone 68.37
    n-decanol 10.48
    triethyl phosphate 12.11
    4-methyl-2-pentanol 22.76
    propionitrile 15.33
    vinylene carbonate 14.93
    1,1,2-trichlorotrifluoroethane 60.19
    DMS 15.74
    cumene 4.1
    2-octanol 11.35
    2-hexanone 29.52
    octyl acetate 10.89
    limonene 6.84
    1,2-dimethoxyethane 104.93
    ethyl orthosilicate 11.29
    tributyl phosphate 9.69
    diacetone alcohol 68.48
    N,N-dimethylaniline 19.71
    acrylonitrile 18.41
    aniline 12.23
    1,3-propanediol 121.71
    bromobenzene 1.11
    dibromomethane 0.97
    1,1,2,2-tetrachloroethane 6.44
    2-methyl-cyclohexyl acetate 15.09
    tetrabutyl urea 16.27
    diisobutyl methanol 10.2
    2-phenylethanol 24.64
    styrene 3.26
    dioctyl adipate 12.74
    dimethyl sulfate 46.4
    ethyl butyrate 17.24
    methyl lactate 42.95
    butyl lactate 21.67
    diethyl carbonate 11.22
    propanediol butyl ether 58.53
    triethyl orthoformate 13.63
    p-tert-butyltoluene 5.07
    methyl 4-tert-butylbenzoate 27.23
    morpholine 61.6
    tert-butylamine 44.73
    n-dodecanol 6.95
    dimethoxymethane 79.16
    ethylene carbonate 11.62
    cyrene 51.03
    2-ethoxyethyl acetate 19.42
    2-ethylhexyl acetate 13.42
    1,2,4-trichlorobenzene 5.32
    4-methylpyridine 14.21
    dibutyl ether 9.22
    2,6-dimethyl-4-heptanol 10.2
    DEF 46.93
    dimethyl isosorbide 68.16
    tetrachloroethylene 6.57
    eugenol 33.06
    triacetin 20.51
    span 80 32.61
    1,4-butanediol 53.91
    1,1-dichloroethane 2.72
    2-methyl-1-pentanol 37.81
    methyl formate 54.05
    2-methyl-1-butanol 57.24
    n-decane 0.66
    butyronitrile 13.84
    3,7-dimethyl-1-octanol 15.47
    1-chlorooctane 3.36
    1-chlorotetradecane 1.19
    n-nonane 0.6
    undecane 0.49
    tert-butylcyclohexane 1.14
    cyclooctane 0.22
    cyclopentanol 38.24
    tetrahydropyran 20.59
    tert-amyl methyl ether 38.6
    2,5,8-trioxanonane 71.56
    1-hexene 5.1
    2-isopropoxyethanol 70.07
    2,2,2-trifluoroethanol 22.85
    methyl butyrate 27.36

    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