2,5-Dimethoxy-4-(2-propenyl)phenol

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  • Identifiers

    CAS number
    90377-06-3

    Molecular formula
    C11H14O3

    SMILES
    COC1=CC(=C(C=C1CC=C)OC)O

  • Odor profile

    Spicy 85.33%
    Phenolic 67.55%
    Smoky 61.65%
    Woody 60.03%
    Sweet 57.95%
    Clove 53.27%
    Vanilla 39.69%
    Warm 38.79%
    Burnt 37.37%
    Medicinal 37.35%

    Scent© AI

  • Properties

    XLogP3-AA
    2.9

    Molecular weight
    194.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    297°C

    Flash point est.
    125.75 ˚C

  • Synonyms

    • 2,5-dimethoxy-4-prop-2-enylphenol
    • 2,5-Dimethoxy-4-(2-propenyl)phenol
    • 90377-06-3
    • Phenol, 2,5-dimethoxy-4-(2-propenyl)-
    • 2,5-dimethoxy-4-prop-2-enyl-phenol
    • JZ9ZV29736
    • 2,5-Dimethoxy-4-(2-propen-1-yl)phenol
    • UNII-JZ9ZV29736
    • Phenol, 2,5-dimethoxy-4-(2-propen-1-yl)-
    • 4-Allyl-2,5-dimethoxyphenol
    • SCHEMBL3486415
    • DTXSID20453418
    • CHEBI:173945
    • 2,5-dimethoxy-4-(prop-2-en-1-yl)phenol
    • 2,5-Dimethoxy-4-(2-propenyl)phenol, 9CI

  • Applications

    2,5-Dimethoxy-4-(2-propenyl)phenol (CAS 90377-06-3) is an electron-rich allylated phenol used mainly as a versatile building block in organic synthesis and R&D: its phenolic core and two methoxy groups enable derivatization (O-alkylation/acylation, demethylation to catechols, oxidation to quinones), while the allyl chain supports Claisen-type rearrangements, epoxidation, and thiol-ene coupling, making it valuable for assembling lignan/vanilloid analogs and antioxidant/antimicrobial leads for SAR studies, preparing functionalized phenolic/epoxy resins, and introducing UV-absorbing or radical-scavenging motifs for polymer stabilization; it also serves as an analytical reference/standard in LC-MS or GC-MS method development, a model substrate in DPPH/ABTS antioxidant assays, and a starting point in aroma/cosmetic chemistry or agrochemical discovery, subject to appropriate safety and regulatory compliance.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 167.52
    methanol 209.38
    isopropanol 121.29
    water 0.5
    ethyl acetate 269.75
    n-propanol 150.49
    acetone 322.04
    n-butanol 119.86
    acetonitrile 209.22
    DMF 399.62
    toluene 65.44
    isobutanol 94.77
    1,4-dioxane 459.58
    methyl acetate 283.2
    THF 576.18
    2-butanone 211.73
    n-pentanol 87.93
    sec-butanol 103.71
    n-hexane 7.23
    ethylene glycol 114.23
    NMP 259.85
    cyclohexane 25.53
    DMSO 585.06
    n-butyl acetate 143.64
    n-octanol 44.82
    chloroform 463.34
    n-propyl acetate 152.24
    acetic acid 310.95
    dichloromethane 528.76
    cyclohexanone 274.09
    propylene glycol 88.0
    isopropyl acetate 119.82
    DMAc 251.97
    2-ethoxyethanol 240.7
    isopentanol 107.95
    n-heptane 9.18
    ethyl formate 206.31
    1,2-dichloroethane 408.5
    n-hexanol 96.64
    2-methoxyethanol 415.66
    isobutyl acetate 84.53
    tetrachloromethane 82.14
    n-pentyl acetate 73.75
    transcutol 336.98
    n-heptanol 48.75
    ethylbenzene 49.06
    MIBK 102.21
    2-propoxyethanol 194.09
    tert-butanol 242.79
    MTBE 170.2
    2-butoxyethanol 104.81
    propionic acid 163.28
    o-xylene 58.64
    formic acid 108.98
    diethyl ether 184.36
    m-xylene 56.8
    p-xylene 59.25
    chlorobenzene 129.16
    dimethyl carbonate 132.44
    n-octane 5.14
    formamide 208.7
    cyclopentanone 381.95
    2-pentanone 169.89
    anisole 127.8
    cyclopentyl methyl ether 189.07
    gamma-butyrolactone 512.02
    1-methoxy-2-propanol 220.88
    pyridine 235.65
    3-pentanone 135.01
    furfural 370.81
    n-dodecane 5.47
    diethylene glycol 217.94
    diisopropyl ether 44.34
    tert-amyl alcohol 155.27
    acetylacetone 226.98
    n-hexadecane 6.25
    acetophenone 121.37
    methyl propionate 201.35
    isopentyl acetate 116.93
    trichloroethylene 606.97
    n-nonanol 41.96
    cyclohexanol 138.25
    benzyl alcohol 109.16
    2-ethylhexanol 63.18
    isooctanol 42.29
    dipropyl ether 70.08
    1,2-dichlorobenzene 129.11
    ethyl lactate 79.82
    propylene carbonate 234.84
    n-methylformamide 222.89
    2-pentanol 75.58
    n-pentane 7.94
    1-propoxy-2-propanol 114.03
    1-methoxy-2-propyl acetate 133.86
    2-(2-methoxypropoxy) propanol 96.33
    mesitylene 42.7
    ε-caprolactone 235.95
    p-cymene 37.91
    epichlorohydrin 525.5
    1,1,1-trichloroethane 309.98
    2-aminoethanol 132.02
    morpholine-4-carbaldehyde 299.07
    sulfolane 476.19
    2,2,4-trimethylpentane 10.18
    2-methyltetrahydrofuran 296.85
    n-hexyl acetate 95.12
    isooctane 7.61
    2-(2-butoxyethoxy)ethanol 128.85
    sec-butyl acetate 86.59
    tert-butyl acetate 142.08
    decalin 15.75
    glycerin 148.14
    diglyme 274.38
    acrylic acid 162.77
    isopropyl myristate 42.97
    n-butyric acid 198.58
    acetyl acetate 180.08
    di(2-ethylhexyl) phthalate 46.21
    ethyl propionate 119.56
    nitromethane 502.22
    1,2-diethoxyethane 118.42
    benzonitrile 125.39
    trioctyl phosphate 37.41
    1-bromopropane 155.67
    gamma-valerolactone 384.68
    n-decanol 33.48
    triethyl phosphate 67.24
    4-methyl-2-pentanol 49.27
    propionitrile 156.77
    vinylene carbonate 226.67
    1,1,2-trichlorotrifluoroethane 339.07
    DMS 115.38
    cumene 38.33
    2-octanol 33.05
    2-hexanone 112.84
    octyl acetate 54.17
    limonene 55.57
    1,2-dimethoxyethane 339.69
    ethyl orthosilicate 62.72
    tributyl phosphate 44.24
    diacetone alcohol 153.87
    N,N-dimethylaniline 82.52
    acrylonitrile 210.76
    aniline 121.65
    1,3-propanediol 189.04
    bromobenzene 126.99
    dibromomethane 327.08
    1,1,2,2-tetrachloroethane 444.09
    2-methyl-cyclohexyl acetate 90.55
    tetrabutyl urea 55.76
    diisobutyl methanol 41.91
    2-phenylethanol 101.84
    styrene 60.55
    dioctyl adipate 67.41
    dimethyl sulfate 188.12
    ethyl butyrate 104.44
    methyl lactate 109.16
    butyl lactate 61.38
    diethyl carbonate 85.61
    propanediol butyl ether 83.76
    triethyl orthoformate 77.19
    p-tert-butyltoluene 38.4
    methyl 4-tert-butylbenzoate 97.6
    morpholine 461.95
    tert-butylamine 111.59
    n-dodecanol 27.36
    dimethoxymethane 316.69
    ethylene carbonate 195.85
    cyrene 127.87
    2-ethoxyethyl acetate 111.36
    2-ethylhexyl acetate 91.4
    1,2,4-trichlorobenzene 148.61
    4-methylpyridine 174.03
    dibutyl ether 53.98
    2,6-dimethyl-4-heptanol 41.91
    DEF 177.74
    dimethyl isosorbide 172.7
    tetrachloroethylene 300.75
    eugenol 95.36
    triacetin 107.54
    span 80 77.32
    1,4-butanediol 72.73
    1,1-dichloroethane 303.06
    2-methyl-1-pentanol 85.26
    methyl formate 255.87
    2-methyl-1-butanol 96.88
    n-decane 8.13
    butyronitrile 145.26
    3,7-dimethyl-1-octanol 45.95
    1-chlorooctane 36.32
    1-chlorotetradecane 17.11
    n-nonane 7.36
    undecane 6.47
    tert-butylcyclohexane 13.62
    cyclooctane 8.71
    cyclopentanol 160.34
    tetrahydropyran 330.41
    tert-amyl methyl ether 112.93
    2,5,8-trioxanonane 176.42
    1-hexene 30.06
    2-isopropoxyethanol 142.9
    2,2,2-trifluoroethanol 125.95
    methyl butyrate 157.29

    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
Nutmeg (India) 3 8008-45-5 Myristica fragrans Houtt., fam. Myristicaceae 0.01%
Sassafras 1 8006-80-2 Sassafras albidum (Nutt.) Nees, fam. Lauraceae 6.0%