4-(3,4-Dimethoxyphenyl)-3-buten-1-ol

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  • Identifiers

    CAS number
    69768-97-4

    Molecular formula
    C12H16O3

    SMILES
    COC1=C(C=C(C=C1)/C=C/CCO)OC

  • Odor profile

    Sweet 75.8%
    Floral 75.53%
    Spicy 65.07%
    Vanilla 53.77%
    Balsamic 50.64%
    Powdery 42.07%
    Cinnamon 37.39%
    Warm 36.02%
    Fresh 35.62%
    Clove 33.87%

    Scent© AI

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    8.09 (weak base)

    Molecular weight
    208.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    378°C

    Flash point est.
    145.17 ˚C

  • Synonyms

    • 69768-97-4
    • 4-(3,4-Dimethoxyphenyl)-3-buten-1-ol
    • (E)-4-(3,4-dimethoxyphenyl)but-3-en-1-ol
    • 4-(3',4'-Dimethoxyphenyl)but-3-en-1-ol
    • Dmp-butenol
    • 3-Buten-1-ol, 4-(3,4-dimethoxyphenyl)-, (3E)-
    • SCHEMBL2684387
    • SCHEMBL4092723
    • HY-N1873
    • AKOS022184721
    • FS-8969
    • CS-0017758
    • (e)-4-(3,4-dimethoxyphenyl)-but-3-en-1-ol
    • 3-Buten-1-ol, 4-(3,4-dimethoxyphenyl)-, (E)-

  • Applications

    4-(3,4-Dimethoxyphenyl)-3-buten-1-ol (CAS 69768-97-4) is an organic building block featuring a 3,4-dimethoxyphenyl ring and a homoallylic primary alcohol, widely used as a synthesis intermediate in pharma/agrochemistry to introduce a 3,4-dimethoxyphenethyl motif; as a versatile precursor for selective transformations to aldehydes/acids/epoxides or ester/ether derivatives; and as a model substrate to probe chemoselectivity and regio/stereocontrol in homoallylic alcohol chemistry, including oxidation, hydroboration–oxidation, dihydroxylation, cross-coupling, olefin metathesis, and hydrogenation; it is leveraged in the assembly of lignan/neolignan and isoquinoline scaffolds, or after O-demethylation as a catechol handle for tuning biointeraction/labeling (e.g., dopamine-related probes); additionally, it can append aromatic fragments to polymers via ester/urethane linkages, support method development and QC in analytics (UV/LC–MS) thanks to a stable chromophore, and is occasionally explored as an intermediate or starting point in fragrance/flavor discovery with anisic/vanillic nuances.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 391.89
    methanol 422.82
    isopropanol 232.28
    water 1.11
    ethyl acetate 483.4
    n-propanol 279.1
    acetone 700.0
    n-butanol 187.6
    acetonitrile 462.83
    DMF 632.71
    toluene 58.64
    isobutanol 170.82
    1,4-dioxane 716.41
    methyl acetate 435.9
    THF 642.18
    2-butanone 295.77
    n-pentanol 142.77
    sec-butanol 178.04
    n-hexane 10.9
    ethylene glycol 253.58
    NMP 375.2
    cyclohexane 38.29
    DMSO 1684.53
    n-butyl acetate 194.9
    n-octanol 62.62
    chloroform 875.41
    n-propyl acetate 223.45
    acetic acid 734.34
    dichloromethane 1117.86
    cyclohexanone 406.43
    propylene glycol 261.16
    isopropyl acetate 179.42
    DMAc 350.55
    2-ethoxyethanol 474.07
    isopentanol 149.09
    n-heptane 12.87
    ethyl formate 302.34
    1,2-dichloroethane 832.35
    n-hexanol 122.22
    2-methoxyethanol 754.81
    isobutyl acetate 115.12
    tetrachloromethane 120.56
    n-pentyl acetate 99.86
    transcutol 729.14
    n-heptanol 62.21
    ethylbenzene 44.57
    MIBK 135.88
    2-propoxyethanol 267.25
    tert-butanol 421.48
    MTBE 228.54
    2-butoxyethanol 149.11
    propionic acid 353.57
    o-xylene 55.74
    formic acid 283.62
    diethyl ether 290.95
    m-xylene 55.01
    p-xylene 54.06
    chlorobenzene 167.79
    dimethyl carbonate 193.37
    n-octane 7.57
    formamide 566.17
    cyclopentanone 534.3
    2-pentanone 242.44
    anisole 150.29
    cyclopentyl methyl ether 252.03
    gamma-butyrolactone 740.72
    1-methoxy-2-propanol 419.12
    pyridine 304.02
    3-pentanone 183.9
    furfural 519.13
    n-dodecane 7.35
    diethylene glycol 334.26
    diisopropyl ether 62.54
    tert-amyl alcohol 248.41
    acetylacetone 356.78
    n-hexadecane 8.32
    acetophenone 147.88
    methyl propionate 331.03
    isopentyl acetate 144.17
    trichloroethylene 1124.5
    n-nonanol 57.43
    cyclohexanol 199.18
    benzyl alcohol 141.93
    2-ethylhexanol 77.32
    isooctanol 53.85
    dipropyl ether 93.73
    1,2-dichlorobenzene 177.96
    ethyl lactate 136.79
    propylene carbonate 362.55
    n-methylformamide 414.91
    2-pentanol 116.53
    n-pentane 11.5
    1-propoxy-2-propanol 172.09
    1-methoxy-2-propyl acetate 185.38
    2-(2-methoxypropoxy) propanol 146.25
    mesitylene 43.4
    ε-caprolactone 348.72
    p-cymene 42.3
    epichlorohydrin 810.91
    1,1,1-trichloroethane 485.56
    2-aminoethanol 322.13
    morpholine-4-carbaldehyde 453.77
    sulfolane 843.91
    2,2,4-trimethylpentane 13.24
    2-methyltetrahydrofuran 369.22
    n-hexyl acetate 131.79
    isooctane 9.75
    2-(2-butoxyethoxy)ethanol 215.67
    sec-butyl acetate 116.48
    tert-butyl acetate 194.85
    decalin 18.58
    glycerin 381.03
    diglyme 450.88
    acrylic acid 352.38
    isopropyl myristate 55.19
    n-butyric acid 396.1
    acetyl acetate 282.31
    di(2-ethylhexyl) phthalate 57.73
    ethyl propionate 176.18
    nitromethane 1188.18
    1,2-diethoxyethane 216.29
    benzonitrile 155.33
    trioctyl phosphate 47.78
    1-bromopropane 258.11
    gamma-valerolactone 566.24
    n-decanol 45.35
    triethyl phosphate 91.35
    4-methyl-2-pentanol 67.17
    propionitrile 247.47
    vinylene carbonate 325.6
    1,1,2-trichlorotrifluoroethane 653.1
    DMS 166.36
    cumene 40.41
    2-octanol 42.67
    2-hexanone 156.56
    octyl acetate 71.9
    limonene 64.16
    1,2-dimethoxyethane 515.0
    ethyl orthosilicate 84.55
    tributyl phosphate 62.79
    diacetone alcohol 231.95
    N,N-dimethylaniline 89.79
    acrylonitrile 342.15
    aniline 157.79
    1,3-propanediol 374.14
    bromobenzene 170.2
    dibromomethane 665.49
    1,1,2,2-tetrachloroethane 843.44
    2-methyl-cyclohexyl acetate 113.49
    tetrabutyl urea 75.43
    diisobutyl methanol 51.2
    2-phenylethanol 117.61
    styrene 59.18
    dioctyl adipate 90.87
    dimethyl sulfate 317.0
    ethyl butyrate 145.28
    methyl lactate 207.13
    butyl lactate 95.74
    diethyl carbonate 125.54
    propanediol butyl ether 143.7
    triethyl orthoformate 108.73
    p-tert-butyltoluene 41.51
    methyl 4-tert-butylbenzoate 126.27
    morpholine 727.25
    tert-butylamine 183.49
    n-dodecanol 37.23
    dimethoxymethane 466.87
    ethylene carbonate 292.56
    cyrene 176.14
    2-ethoxyethyl acetate 166.64
    2-ethylhexyl acetate 110.72
    1,2,4-trichlorobenzene 206.09
    4-methylpyridine 213.84
    dibutyl ether 83.11
    2,6-dimethyl-4-heptanol 51.2
    DEF 279.78
    dimethyl isosorbide 227.36
    tetrachloroethylene 548.72
    eugenol 124.81
    triacetin 172.24
    span 80 118.51
    1,4-butanediol 169.18
    1,1-dichloroethane 527.98
    2-methyl-1-pentanol 117.05
    methyl formate 392.56
    2-methyl-1-butanol 142.35
    n-decane 11.39
    butyronitrile 212.45
    3,7-dimethyl-1-octanol 61.12
    1-chlorooctane 50.17
    1-chlorotetradecane 22.57
    n-nonane 10.87
    undecane 8.84
    tert-butylcyclohexane 16.4
    cyclooctane 12.19
    cyclopentanol 235.73
    tetrahydropyran 449.39
    tert-amyl methyl ether 137.96
    2,5,8-trioxanonane 290.58
    1-hexene 42.38
    2-isopropoxyethanol 258.87
    2,2,2-trifluoroethanol 297.87
    methyl butyrate 239.42

    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
Zingiber cassumunar root (Indonesia) 2 Zingiber cassumunar Roxb., fam. Zingiberaceae 2.4%