p-Coumaryl alcohol

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  • Identifiers

    CAS number
    3690-05-9

    Molecular formula
    C9H10O2

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 82.27%
    Floral 59.93%
    Balsamic 57.82%
    Spicy 55.37%
    Fruity 48.42%
    Phenolic 48.32%
    Cinnamon 45.38%
    Vanilla 45.21%
    Powdery 39.09%
    Almond 38.74%

     

    Flavor
    Sweet 82.7%
    Spicy 53.33%
    Floral 46.98%
    Bitter 46.4%
    Balsam 44.67%
    Cinnamon 43.63%
    Vanilla 37.55%
    Almond 36.53%
    Fruity 35.6%
    Cherry 34.65%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.3

    pKa est.
    9.97 (weak base)

    Molecular weight
    150.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    355°C

    Melting point expt.

    • 213.5 °C

    Flash point

    • 166.41 ˚C est.

  • Synonyms

    • p-Coumaryl alcohol
    • 3690-05-9
    • 4-Coumaryl alcohol
    • Paracoumaryl alcohol
    • trans-p-Coumaryl alcohol
    • p-Coumaric alcohol
    • p-Hydroxycinnamic alcohol
    • 61POZ1QQ11
    • 2-Propen-1-ol, 3-(p-hydroxyphenyl)-
    • Phenol, 4-((1E)-3-hydroxy-1-propenyl)-
    • 2-Propen-1-ol, 3-(p-hydroxyphenyl)-, (E)-
    • 4-(3-Hydroxy-1-propen-1-yl)phenol
    • CHEBI:64555
    • RefChem:8024
    • 4-Hydroxycinnamyl alcohol
    • 20649-40-5
    • (e)-p-coumaryl alcohol
    • 4-[(1E)-3-hydroxyprop-1-en-1-yl]phenol
    • 4-[(E)-3-hydroxyprop-1-enyl]phenol
    • 4-(3-hydroxyprop-1-en-1-yl)phenol
    • (E)-4-(3-Hydroxy-1-propen-1-yl)phenol
    • p-Hydroxycinnamyl alcohol
    • 3-Ohpp
    • 4-((1E)-3-Hydroxy-1-propenyl)phenol
    • MFCD02169461
    • (E)-4-(3-Hydroxyprop-1-en-1-yl)phenol
    • p-Coumarylalcohol
    • 4-[(E)-3-hydroxy-1-propenyl]phenol
    • 4-[(1E)-3-Hydroxy-1-propenyl]phenol
    • UNII-61POZ1QQ11
    • Benzotetronate
    • p-Cumaric alcohol; p-Hydroxycinnamic alcohol
    • (E)-4-coumaroyl alcohol
    • 4-hydroxy-cinnamyl alcohol
    • bmse000592
    • bmse010083
    • bmse010287
    • COUMARYL ALCOHOL, P-
    • SCHEMBL221967
    • CHEMBL109034
    • orb1941229
    • 3-(4-Hydroxyphenyl)-1-propane
    • CHEBI:28386
    • HY-N3102A
    • DTXSID50895024
    • MCC1870
    • HMS1547L14
    • HY-N3102
    • VAA64940
    • ZINC01529484
    • AKOS006278806
    • EBC-618090
    • EBC-618238
    • MS-2010
    • DA-69160
    • SY203874
    • 4-[(1E)-3-Hydroxy-1-propenyl]phenol #
    • CS-0023227
    • CS-0255024
    • A11786
    • C02646
    • EN300-221926
    • EN300-702603
    • F555076
    • Q420084
    • Q27103667
    • Z2235811101
    • 3690-05-9

  • Applications

    p-Coumaryl alcohol (CAS 3690-05-9) is primarily used as a building block and intermediate in biobased materials and lignin research, often functioning as a monomer or co-monomer for biopolymers and phenolic resins, and as a lignin-model compound in material-development studies. It may be employed in the development of coatings and UV-curable resin systems that incorporate hydroxy and cinnamyl motifs, and is commonly evaluated as an intermediary in the synthesis of aromatic compounds and related polymer additives. In industrial R&D contexts, its role is largely as a building block for lignin valorization and polymer/coating applications, with use governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 445.38
    methanol 519.68
    isopropanol 251.32
    water 1.65
    ethyl acetate 266.76
    n-propanol 262.0
    acetone 445.6
    n-butanol 184.2
    acetonitrile 157.13
    DMF 376.74
    toluene 24.72
    isobutanol 146.19
    1,4-dioxane 343.24
    methyl acetate 305.3
    THF 497.43
    2-butanone 250.09
    n-pentanol 126.66
    sec-butanol 156.48
    n-hexane 1.06
    ethylene glycol 203.34
    NMP 154.76
    cyclohexane 1.48
    DMSO 568.92
    n-butyl acetate 120.6
    n-octanol 51.73
    chloroform 21.89
    n-propyl acetate 132.57
    acetic acid 300.75
    dichloromethane 22.41
    cyclohexanone 150.21
    propylene glycol 254.56
    isopropyl acetate 128.03
    DMAc 304.51
    2-ethoxyethanol 305.1
    isopentanol 144.78
    n-heptane 4.27
    ethyl formate 132.35
    1,2-dichloroethane 34.81
    n-hexanol 139.88
    2-methoxyethanol 553.72
    isobutyl acetate 81.77
    tetrachloromethane 6.85
    n-pentyl acetate 51.31
    transcutol 619.52
    n-heptanol 63.68
    ethylbenzene 14.89
    MIBK 124.42
    2-propoxyethanol 269.75
    tert-butanol 394.72
    MTBE 179.76
    2-butoxyethanol 133.35
    propionic acid 242.46
    o-xylene 22.56
    formic acid 190.61
    diethyl ether 101.44
    m-xylene 29.95
    p-xylene 17.52
    chlorobenzene 21.56
    dimethyl carbonate 100.44
    n-octane 2.15
    formamide 350.24
    cyclopentanone 281.07
    2-pentanone 211.49
    anisole 84.34
    cyclopentyl methyl ether 145.75
    gamma-butyrolactone 347.18
    1-methoxy-2-propanol 347.65
    pyridine 95.41
    3-pentanone 92.97
    furfural 196.8
    n-dodecane 2.97
    diethylene glycol 288.96
    diisopropyl ether 36.26
    tert-amyl alcohol 214.36
    acetylacetone 227.02
    n-hexadecane 3.22
    acetophenone 72.19
    methyl propionate 197.59
    isopentyl acetate 103.0
    trichloroethylene 82.57
    n-nonanol 45.38
    cyclohexanol 81.59
    benzyl alcohol 77.92
    2-ethylhexanol 63.76
    isooctanol 51.05
    dipropyl ether 73.87
    1,2-dichlorobenzene 22.04
    ethyl lactate 78.16
    propylene carbonate 148.23
    n-methylformamide 309.07
    2-pentanol 114.05
    n-pentane 1.08
    1-propoxy-2-propanol 178.66
    1-methoxy-2-propyl acetate 151.32
    2-(2-methoxypropoxy) propanol 132.12
    mesitylene 19.82
    ε-caprolactone 144.79
    p-cymene 19.38
    epichlorohydrin 309.05
    1,1,1-trichloroethane 36.0
    2-aminoethanol 303.27
    morpholine-4-carbaldehyde 252.78
    sulfolane 311.46
    2,2,4-trimethylpentane 3.61
    2-methyltetrahydrofuran 252.76
    n-hexyl acetate 72.34
    isooctane 4.42
    2-(2-butoxyethoxy)ethanol 177.75
    sec-butyl acetate 79.6
    tert-butyl acetate 146.74
    decalin 3.23
    glycerin 322.21
    diglyme 304.49
    acrylic acid 179.35
    isopropyl myristate 34.89
    n-butyric acid 233.55
    acetyl acetate 111.35
    di(2-ethylhexyl) phthalate 35.67
    ethyl propionate 97.22
    nitromethane 500.02
    1,2-diethoxyethane 142.87
    benzonitrile 56.94
    trioctyl phosphate 30.43
    1-bromopropane 13.12
    gamma-valerolactone 298.53
    n-decanol 36.55
    triethyl phosphate 41.79
    4-methyl-2-pentanol 73.67
    propionitrile 110.77
    vinylene carbonate 104.18
    1,1,2-trichlorotrifluoroethane 213.54
    DMS 71.22
    cumene 15.28
    2-octanol 36.71
    2-hexanone 119.83
    octyl acetate 44.41
    limonene 27.21
    1,2-dimethoxyethane 310.8
    ethyl orthosilicate 41.05
    tributyl phosphate 34.12
    diacetone alcohol 236.83
    N,N-dimethylaniline 52.31
    acrylonitrile 145.36
    aniline 65.75
    1,3-propanediol 316.77
    bromobenzene 16.22
    dibromomethane 11.02
    1,1,2,2-tetrachloroethane 63.04
    2-methyl-cyclohexyl acetate 58.45
    tetrabutyl urea 51.63
    diisobutyl methanol 45.93
    2-phenylethanol 79.98
    styrene 16.51
    dioctyl adipate 51.26
    dimethyl sulfate 147.45
    ethyl butyrate 84.74
    methyl lactate 128.66
    butyl lactate 60.33
    diethyl carbonate 56.71
    propanediol butyl ether 129.33
    triethyl orthoformate 57.9
    p-tert-butyltoluene 20.94
    methyl 4-tert-butylbenzoate 75.92
    morpholine 411.71
    tert-butylamine 135.66
    n-dodecanol 29.57
    dimethoxymethane 320.9
    ethylene carbonate 88.47
    cyrene 109.53
    2-ethoxyethyl acetate 97.78
    2-ethylhexyl acetate 66.26
    1,2,4-trichlorobenzene 34.36
    4-methylpyridine 86.78
    dibutyl ether 45.54
    2,6-dimethyl-4-heptanol 45.93
    DEF 143.38
    dimethyl isosorbide 183.5
    tetrachloroethylene 38.26
    eugenol 84.88
    triacetin 89.6
    span 80 95.52
    1,4-butanediol 128.68
    1,1-dichloroethane 31.74
    2-methyl-1-pentanol 94.87
    methyl formate 234.07
    2-methyl-1-butanol 120.67
    n-decane 4.0
    butyronitrile 101.8
    3,7-dimethyl-1-octanol 52.43
    1-chlorooctane 18.04
    1-chlorotetradecane 9.15
    n-nonane 3.4
    undecane 3.41
    tert-butylcyclohexane 4.65
    cyclooctane 1.3
    cyclopentanol 129.24
    tetrahydropyran 172.19
    tert-amyl methyl ether 102.53
    2,5,8-trioxanonane 216.67
    1-hexene 9.65
    2-isopropoxyethanol 198.55
    2,2,2-trifluoroethanol 93.1
    methyl butyrate 118.75

    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