Coumarinic acid

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  • Identifiers

    CAS number
    495-79-4

    Molecular formula
    C9H8O3

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

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 53.97%
    Balsamic 48.86%
    Spicy 43.65%
    Odorless 42.89%
    Burnt 35.94%
    Vanilla 32.0%
    Nutty 30.37%
    Aromatic 28.81%
    Medicinal 28.75%
    Bitter 28.06%

     

    Flavor
    Phenolic 46.78%
    Odorless 45.63%
    Nutty 44.59%
    Balsam 41.98%
    Mild 37.48%
    Faint 33.63%
    Balsamic 32.82%
    Honey 28.18%
    Sour 26.54%
    Urine 24.41%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    7.68 (neutral)

    Molecular weight
    164.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    328°C

    Flash point

    • 180.15 ˚C est.

  • Synonyms

    • Coumarinic acid
    • cis-o-Coumaric acid
    • cis-o-Hydroxycinnamic acid
    • 495-79-4
    • o-Hydroxycinnamic acid, cis-
    • 2-Hydroxycinnamic acid, (2Z)-
    • (Z)-3-(2-hydroxyphenyl)prop-2-enoic acid
    • Cinnamic acid, o-hydroxy-, (Z)-
    • 388YT9184W
    • (2Z)-3-(2-hydroxyphenyl)prop-2-enoic acid
    • 2-Propenoic acid, 3-(2-hydroxyphenyl)-, (Z)-
    • 2-Propenoic acid, 3-(2-hydroxyphenyl)-, (2Z)-
    • RefChem:1082246
    • 2-Coumarinate
    • (Z)-form
    • cis-2-Hydroxycinnamate
    • UNII-388YT9184W
    • Cumarinsaure
    • cis-2-coumaric acid
    • cis-2-Hydroxy cinnamate
    • cis-2-hydroxycinnamic acid
    • (2Z)-2-hydroxycinnamic acid
    • SCHEMBL892006
    • orb2277512
    • SCHEMBL29368085
    • CHEBI:28873
    • Cinnamic acid, 2-hydroxy-, cis-
    • DTXSID701355805
    • HY-N12038
    • (Z)-3-(2-hydroxyphenyl)acrylic acid
    • propenoic acid, 3-(2-hydroxyphenyl)-
    • (2Z)-3-(2-hydroxyphenyl)acrylic acid
    • DA-52074
    • Cinnamic acid, O-hydroxy-, (Z)- (8CI)
    • 3-(2-Hydroxyphenyl)-(Z)-2-Propenoic acid
    • CS-0890953
    • 3-(2-Hydroxyphenyl)-(2Z)-2-Propenoic acid
    • 3-(2-Hydroxyphenyl)-2-propenoic acid, 9CI
    • C05838
    • Q27103936
    • 7AF78CE0-7D8B-427A-8189-578C732F4E8E
    • 495-79-4

  • Applications

    Coumarinic acid (CAS 495-79-4) is primarily used as an intermediate in the synthesis of coumarin-derived compounds for fragrances and dyes; it also serves as a building block in pharmaceutical research for constructing coumarin-based heterocycles and related drug-like scaffolds; in polymer and coating science, it is explored as a precursor for functionalized coumarin motifs in UV-curable systems and specialty plastics; in cosmetics and personal care, it is evaluated as a cosmetic intermediate or formulation-building component.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 85.09
    methanol 133.46
    isopropanol 48.58
    water 1.44
    ethyl acetate 35.83
    n-propanol 43.42
    acetone 82.61
    n-butanol 37.52
    acetonitrile 13.33
    DMF 231.37
    toluene 1.62
    isobutanol 24.62
    1,4-dioxane 79.06
    methyl acetate 35.59
    THF 195.64
    2-butanone 50.59
    n-pentanol 26.43
    sec-butanol 36.08
    n-hexane 0.15
    ethylene glycol 48.39
    NMP 241.71
    cyclohexane 0.11
    DMSO 280.5
    n-butyl acetate 27.81
    n-octanol 19.09
    chloroform 0.2
    n-propyl acetate 24.27
    acetic acid 52.8
    dichloromethane 0.66
    cyclohexanone 41.1
    propylene glycol 50.88
    isopropyl acetate 26.56
    DMAc 243.82
    2-ethoxyethanol 113.34
    isopentanol 41.72
    n-heptane 0.53
    ethyl formate 20.18
    1,2-dichloroethane 2.05
    n-hexanol 25.52
    2-methoxyethanol 200.29
    isobutyl acetate 9.82
    tetrachloromethane 0.2
    n-pentyl acetate 20.35
    transcutol 400.68
    n-heptanol 19.72
    ethylbenzene 2.11
    MIBK 30.98
    2-propoxyethanol 93.14
    tert-butanol 74.98
    MTBE 31.75
    2-butoxyethanol 60.12
    propionic acid 42.44
    o-xylene 3.38
    formic acid 74.62
    diethyl ether 19.83
    m-xylene 3.32
    p-xylene 2.41
    chlorobenzene 1.51
    dimethyl carbonate 31.87
    n-octane 0.25
    formamide 182.17
    cyclopentanone 101.5
    2-pentanone 44.14
    anisole 19.52
    cyclopentyl methyl ether 41.76
    gamma-butyrolactone 152.0
    1-methoxy-2-propanol 137.79
    pyridine 14.34
    3-pentanone 20.74
    furfural 78.76
    n-dodecane 0.4
    diethylene glycol 107.63
    diisopropyl ether 7.13
    tert-amyl alcohol 59.84
    acetylacetone 60.99
    n-hexadecane 0.45
    acetophenone 23.76
    methyl propionate 43.2
    isopentyl acetate 26.84
    trichloroethylene 2.79
    n-nonanol 18.1
    cyclohexanol 15.81
    benzyl alcohol 20.81
    2-ethylhexanol 15.83
    isooctanol 16.42
    dipropyl ether 15.63
    1,2-dichlorobenzene 2.51
    ethyl lactate 25.16
    propylene carbonate 46.93
    n-methylformamide 105.72
    2-pentanol 26.28
    n-pentane 0.15
    1-propoxy-2-propanol 64.42
    1-methoxy-2-propyl acetate 56.0
    2-(2-methoxypropoxy) propanol 74.97
    mesitylene 3.17
    ε-caprolactone 56.28
    p-cymene 4.6
    epichlorohydrin 86.85
    1,1,1-trichloroethane 0.91
    2-aminoethanol 76.18
    morpholine-4-carbaldehyde 162.26
    sulfolane 195.22
    2,2,4-trimethylpentane 0.6
    2-methyltetrahydrofuran 82.3
    n-hexyl acetate 33.92
    isooctane 0.5
    2-(2-butoxyethoxy)ethanol 110.88
    sec-butyl acetate 17.34
    tert-butyl acetate 39.92
    decalin 0.44
    glycerin 93.85
    diglyme 171.11
    acrylic acid 41.19
    isopropyl myristate 13.75
    n-butyric acid 36.89
    acetyl acetate 18.36
    di(2-ethylhexyl) phthalate 16.79
    ethyl propionate 23.54
    nitromethane 121.4
    1,2-diethoxyethane 55.87
    benzonitrile 10.34
    trioctyl phosphate 13.7
    1-bromopropane 0.75
    gamma-valerolactone 133.57
    n-decanol 13.78
    triethyl phosphate 16.28
    4-methyl-2-pentanol 18.24
    propionitrile 10.02
    vinylene carbonate 28.44
    1,1,2-trichlorotrifluoroethane 56.71
    DMS 29.76
    cumene 2.69
    2-octanol 11.52
    2-hexanone 25.25
    octyl acetate 20.3
    limonene 6.26
    1,2-dimethoxyethane 113.05
    ethyl orthosilicate 14.85
    tributyl phosphate 15.05
    diacetone alcohol 87.37
    N,N-dimethylaniline 16.97
    acrylonitrile 17.04
    aniline 8.13
    1,3-propanediol 92.83
    bromobenzene 0.85
    dibromomethane 0.28
    1,1,2,2-tetrachloroethane 2.77
    2-methyl-cyclohexyl acetate 22.82
    tetrabutyl urea 24.79
    diisobutyl methanol 11.34
    2-phenylethanol 23.06
    styrene 1.94
    dioctyl adipate 24.85
    dimethyl sulfate 70.09
    ethyl butyrate 22.66
    methyl lactate 48.26
    butyl lactate 27.93
    diethyl carbonate 16.37
    propanediol butyl ether 71.16
    triethyl orthoformate 19.57
    p-tert-butyltoluene 4.7
    methyl 4-tert-butylbenzoate 40.73
    morpholine 119.8
    tert-butylamine 21.13
    n-dodecanol 9.64
    dimethoxymethane 114.63
    ethylene carbonate 23.65
    cyrene 65.6
    2-ethoxyethyl acetate 43.63
    2-ethylhexyl acetate 18.54
    1,2,4-trichlorobenzene 5.13
    4-methylpyridine 14.1
    dibutyl ether 14.83
    2,6-dimethyl-4-heptanol 11.34
    DEF 59.45
    dimethyl isosorbide 104.01
    tetrachloroethylene 1.97
    eugenol 40.97
    triacetin 45.27
    span 80 49.68
    1,4-butanediol 34.17
    1,1-dichloroethane 0.58
    2-methyl-1-pentanol 26.22
    methyl formate 65.7
    2-methyl-1-butanol 33.06
    n-decane 0.57
    butyronitrile 11.27
    3,7-dimethyl-1-octanol 18.43
    1-chlorooctane 3.22
    1-chlorotetradecane 1.67
    n-nonane 0.43
    undecane 0.48
    tert-butylcyclohexane 0.56
    cyclooctane 0.12
    cyclopentanol 31.53
    tetrahydropyran 26.47
    tert-amyl methyl ether 30.35
    2,5,8-trioxanonane 122.71
    1-hexene 0.94
    2-isopropoxyethanol 69.82
    2,2,2-trifluoroethanol 23.77
    methyl butyrate 27.04

    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