3-(4-Methoxyphenyl)-2-propen-1-ol

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    17581-85-0

    Molecular formula
    C10H12O2

    SMILES
    COC1=CC=C(C=C1)/C=C/CO

  • Odor profile

    Sweet 87.48%
    Floral 80.38%
    Spicy 67.94%
    Balsamic 63.77%
    Cinnamon 56.57%
    Anisic 51.38%
    Vanilla 48.8%
    Powdery 48.07%
    Cherry 40.13%
    Fruity 39.74%

    Scent© AI

  • Properties

    XLogP3-AA
    2.1

    Molecular weight
    164.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    319°C

    Melting point expt.

    • 76 °C

    Flash point est.
    137.49 ˚C

  • Synonyms

    • 3-(4-Methoxyphenyl)-2-propen-1-ol
    • 17581-85-0
    • 4-Methoxycinnamyl alcohol
    • 53484-50-7
    • 3-(4-methoxyphenyl)prop-2-en-1-ol
    • p-Methoxycinnamyl alcohol
    • (E)-3-(4-methoxyphenyl)prop-2-en-1-ol
    • 3'-Hydroxyanethole
    • 2-Propen-1-ol, 3-(4-methoxyphenyl)-
    • (2E)-3-(4-methoxyphenyl)prop-2-en-1-ol
    • ghl.PD_Mitscher_leg0.196
    • (E)-3-(4-Methoxyphenyl)-2-propen-1-ol
    • 4-METHOXYCINNAMYLALCOHOL
    • (2E)-3-(4-Methoxyphenyl)-2-propen-1-ol
    • 2-Propen-1-ol, 3-(4-methoxyphenyl)-, (2E)-
    • NSC-26455
    • NSC 26455
    • BRN 1859288
    • 2-Propen-1-ol, 3-(p-methoxyphenyl)-
    • MFCD00182606
    • FSK5U9XVC3
    • p-Methoxy coumaryl alcohol
    • 4-methoxy cinnamyl alcohol
    • bmse010146
    • 2-Propen-1-ol, 3-(4-methoxyphenyl)-, (E)-
    • 4-06-00-06333 (Beilstein Handbook Reference)
    • (E)-p-Methoxycinnamyl alcohol
    • (E)-4-Methoxycinnamyl alcohol
    • SCHEMBL1278751
    • SCHEMBL1278753
    • trans-4-Methoxycinnamyl alcohol
    • CHEMBL4170861
    • CHEBI:192128
    • NYICIIFSBJOBKE-NSCUHMNNSA-N
    • DTXSID401283792
    • NSC26455
    • 3-(p-Methoxyphenyl)-2-Propen-1-ol
    • AKOS005071069
    • 3-(4-Methoxyphenyl)-(E)-2-Propen-1-ol
    • CS-0318412
    • E76062
    • 2-Propen-1-ol, 3-(4-methoxyphenyl)- (9CI)
    • EN300-1246898
    • 7Z-0200

  • Applications

    3-(4-Methoxyphenyl)-2-propen-1-ol (CAS 17581-85-0) is a para‑methoxy‑substituted allylic phenylpropanoid widely used as a versatile intermediate for fragrances and flavors (e.g., to build cinnamyl/p‑methoxycinnamate esters with sweet, floral, balsamic nuances) and can also serve directly as a fragrance ingredient; it is a precursor toward p‑methoxycinnamate UV filter scaffolds (such as octinoxate) and UV‑absorbing coatings/resins, and a useful building block in pharmaceutical and agrochemical research where a 4‑methoxyphenyl–propenyl motif is desired; it is frequently employed as a model substrate in catalysis/method development (allylic oxidation, asymmetric hydrogenation, esterification/etherification) and as a reference standard in analytical studies of phenylpropanoids; additionally, its derivatives can be incorporated into polymers/resins to tune UV absorption, crosslink density, and photo‑mechanical properties.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1031.25
    methanol 920.87
    isopropanol 575.28
    water 1.51
    ethyl acetate 972.34
    n-propanol 667.14
    acetone 519.17
    n-butanol 427.29
    acetonitrile 669.12
    DMF 419.12
    toluene 128.18
    isobutanol 308.15
    1,4-dioxane 1338.91
    methyl acetate 712.69
    THF 836.0
    2-butanone 421.61
    n-pentanol 247.18
    sec-butanol 363.78
    n-hexane 6.18
    ethylene glycol 409.12
    NMP 167.68
    cyclohexane 17.68
    DMSO 1210.78
    n-butyl acetate 195.84
    n-octanol 57.87
    chloroform 634.65
    n-propyl acetate 226.24
    acetic acid 655.59
    dichloromethane 815.56
    cyclohexanone 302.27
    propylene glycol 563.52
    isopropyl acetate 213.95
    DMAc 354.19
    2-ethoxyethanol 667.58
    isopentanol 224.55
    n-heptane 12.82
    ethyl formate 309.33
    1,2-dichloroethane 582.89
    n-hexanol 190.73
    2-methoxyethanol 1144.18
    isobutyl acetate 112.74
    tetrachloromethane 65.89
    n-pentyl acetate 71.61
    transcutol 1155.33
    n-heptanol 61.85
    ethylbenzene 43.62
    MIBK 134.99
    2-propoxyethanol 413.28
    tert-butanol 688.77
    MTBE 361.19
    2-butoxyethanol 150.4
    propionic acid 465.52
    o-xylene 63.91
    formic acid 328.45
    diethyl ether 530.96
    m-xylene 72.42
    p-xylene 46.95
    chlorobenzene 139.28
    dimethyl carbonate 188.84
    n-octane 5.72
    formamide 575.55
    cyclopentanone 366.65
    2-pentanone 310.03
    anisole 176.35
    cyclopentyl methyl ether 283.33
    gamma-butyrolactone 534.04
    1-methoxy-2-propanol 611.7
    pyridine 461.34
    3-pentanone 213.12
    furfural 394.58
    n-dodecane 5.77
    diethylene glycol 487.47
    diisopropyl ether 74.02
    tert-amyl alcohol 353.67
    acetylacetone 339.35
    n-hexadecane 6.37
    acetophenone 121.66
    methyl propionate 505.14
    isopentyl acetate 142.78
    trichloroethylene 864.1
    n-nonanol 53.29
    cyclohexanol 218.94
    benzyl alcohol 156.7
    2-ethylhexanol 88.17
    isooctanol 49.47
    dipropyl ether 134.27
    1,2-dichlorobenzene 105.91
    ethyl lactate 116.01
    propylene carbonate 231.84
    n-methylformamide 427.78
    2-pentanol 226.16
    n-pentane 9.33
    1-propoxy-2-propanol 229.81
    1-methoxy-2-propyl acetate 223.87
    2-(2-methoxypropoxy) propanol 172.55
    mesitylene 41.83
    ε-caprolactone 278.73
    p-cymene 34.3
    epichlorohydrin 825.41
    1,1,1-trichloroethane 350.64
    2-aminoethanol 591.83
    morpholine-4-carbaldehyde 465.13
    sulfolane 467.67
    2,2,4-trimethylpentane 10.04
    2-methyltetrahydrofuran 518.58
    n-hexyl acetate 99.19
    isooctane 8.39
    2-(2-butoxyethoxy)ethanol 241.62
    sec-butyl acetate 118.18
    tert-butyl acetate 196.53
    decalin 11.47
    glycerin 572.27
    diglyme 482.84
    acrylic acid 338.28
    isopropyl myristate 47.59
    n-butyric acid 467.46
    acetyl acetate 285.61
    di(2-ethylhexyl) phthalate 49.03
    ethyl propionate 188.27
    nitromethane 1032.94
    1,2-diethoxyethane 305.91
    benzonitrile 133.81
    trioctyl phosphate 36.08
    1-bromopropane 245.16
    gamma-valerolactone 495.37
    n-decanol 42.64
    triethyl phosphate 72.53
    4-methyl-2-pentanol 86.77
    propionitrile 373.53
    vinylene carbonate 219.54
    1,1,2-trichlorotrifluoroethane 511.28
    DMS 133.27
    cumene 31.81
    2-octanol 37.74
    2-hexanone 148.28
    octyl acetate 57.57
    limonene 53.43
    1,2-dimethoxyethane 632.53
    ethyl orthosilicate 74.55
    tributyl phosphate 47.82
    diacetone alcohol 254.59
    N,N-dimethylaniline 88.69
    acrylonitrile 415.57
    aniline 238.19
    1,3-propanediol 697.9
    bromobenzene 134.87
    dibromomethane 432.23
    1,1,2,2-tetrachloroethane 585.68
    2-methyl-cyclohexyl acetate 91.37
    tetrabutyl urea 60.44
    diisobutyl methanol 55.59
    2-phenylethanol 126.65
    styrene 64.97
    dioctyl adipate 75.16
    dimethyl sulfate 231.55
    ethyl butyrate 153.47
    methyl lactate 203.73
    butyl lactate 71.75
    diethyl carbonate 115.8
    propanediol butyl ether 140.93
    triethyl orthoformate 105.84
    p-tert-butyltoluene 34.42
    methyl 4-tert-butylbenzoate 103.22
    morpholine 1344.06
    tert-butylamine 291.38
    n-dodecanol 35.72
    dimethoxymethane 585.08
    ethylene carbonate 200.85
    cyrene 143.29
    2-ethoxyethyl acetate 171.26
    2-ethylhexyl acetate 105.23
    1,2,4-trichlorobenzene 142.96
    4-methylpyridine 274.82
    dibutyl ether 84.88
    2,6-dimethyl-4-heptanol 55.59
    DEF 299.16
    dimethyl isosorbide 235.81
    tetrachloroethylene 336.9
    eugenol 113.01
    triacetin 140.84
    span 80 120.24
    1,4-butanediol 230.99
    1,1-dichloroethane 489.97
    2-methyl-1-pentanol 148.56
    methyl formate 338.78
    2-methyl-1-butanol 214.55
    n-decane 8.56
    butyronitrile 281.01
    3,7-dimethyl-1-octanol 63.13
    1-chlorooctane 37.71
    1-chlorotetradecane 17.79
    n-nonane 7.96
    undecane 6.76
    tert-butylcyclohexane 12.02
    cyclooctane 7.85
    cyclopentanol 237.73
    tetrahydropyran 720.33
    tert-amyl methyl ether 186.68
    2,5,8-trioxanonane 328.73
    1-hexene 44.33
    2-isopropoxyethanol 331.54
    2,2,2-trifluoroethanol 181.43
    methyl butyrate 218.94

    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

Botanical

Name CAS Botanical Proportion
Basil (Comoro Islands) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.3%
Basil (Madagascar) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.35%
Basil (Nigeria) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.54%
Basil (Pakistan) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.25%
Basil (Vietnam) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.15%
Aerangis brachycarpa flower headspace Aerangis brachycarpa Rchb. f., fam. Orchidaceae 0.05%