(E)-1-(3,4-Dimethoxyphenl)butadiene (DMPBD)

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    75560-74-6

    Molecular formula
    C12H14O2

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

  • Odor profile

    Sweet 79.06%
    Spicy 77.83%
    Woody 58.97%
    Floral 57.93%
    Green 51.26%
    Herbal 50.64%
    Fruity 48.89%
    Clove 44.84%
    Warm 44.37%
    Cinnamon 43.2%

    Scent© AI

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    7.11 (neutral)

    Molecular weight
    190.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    297°C

    Flash point est.
    105.66 ˚C

  • Synonyms

    • (E)-1-(3,4-Dimethoxyphenl)butadiene (DMPBD)
    • 75560-74-6
    • (E)-1-(3,4-Dimethoxyphenyl)buta-1,3-diene; 4-(1E)-1,3-Butadien-1-yl-1,2-dimethoxybenzene; 4-(1E)-1,3-butadienyl-1,2-dimethoxy- (9CI)-benzene
    • SCHEMBL4086980
    • SCHEMBL4086982
    • JFHQUUYHTBVHHK-AATRIKPKSA-N
    • (e)-4-(3,4-dimethoxyphenyl)butadiene
    • (E)-1-(3',4'-Dimethoxyphenyl)butadiene
    • (E)-4-(Buta-1,3-dien-1-yl)-1,2-dimethoxybenzene

  • Applications

    (E)-1-(3,4-Dimethoxyphenyl)butadiene (DMPBD, CAS 75560-74-6) is used primarily as an organic building block and model substrate in research due to its electron-rich conjugated pi-system: a reactive diene in Diels–Alder and conjugate-addition sequences for assembling cyclic frameworks or extending carbon backbones; a precursor to lignan/neolignan, benzodioxole, and stilbene-like chromophores; a unit for organic electronic/photonic materials (conjugated oligomers and polymers, hole-transport layers, bandgap tuning via the dimethoxy donors); a probe to study catalytic selectivity (directing effects, radical/ionic additions and E/Z isomerization) and pericyclic kinetics; a UV–Vis/fluorescence reference with characteristic absorption; and it is sometimes screened in drug discovery as an electron-rich aromatic scaffold for in vitro SAR, strictly for research use only and not for pharmaceutical, food, or cosmetic applications.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 240.99
    methanol 155.64
    isopropanol 215.64
    water 0.24
    ethyl acetate 1302.01
    n-propanol 262.76
    acetone 1458.58
    n-butanol 239.28
    acetonitrile 931.11
    DMF 985.45
    toluene 392.62
    isobutanol 215.3
    1,4-dioxane 1492.02
    methyl acetate 1159.23
    THF 1649.84
    2-butanone 999.69
    n-pentanol 192.23
    sec-butanol 243.77
    n-hexane 117.81
    ethylene glycol 83.69
    NMP 780.56
    cyclohexane 324.16
    DMSO 1324.41
    n-butyl acetate 619.47
    n-octanol 119.97
    chloroform 2787.97
    n-propyl acetate 673.02
    acetic acid 545.29
    dichloromethane 3169.29
    cyclohexanone 1265.95
    propylene glycol 105.44
    isopropyl acetate 529.92
    DMAc 630.04
    2-ethoxyethanol 453.69
    isopentanol 219.73
    n-heptane 85.6
    ethyl formate 617.51
    1,2-dichloroethane 2421.7
    n-hexanol 232.33
    2-methoxyethanol 605.88
    isobutyl acetate 318.64
    tetrachloromethane 534.22
    n-pentyl acetate 288.05
    transcutol 1019.79
    n-heptanol 107.21
    ethylbenzene 237.39
    MIBK 369.61
    2-propoxyethanol 395.76
    tert-butanol 411.35
    MTBE 577.61
    2-butoxyethanol 209.84
    propionic acid 440.67
    o-xylene 241.23
    formic acid 103.52
    diethyl ether 1008.1
    m-xylene 266.76
    p-xylene 272.32
    chlorobenzene 720.51
    dimethyl carbonate 455.75
    n-octane 41.99
    formamide 291.36
    cyclopentanone 1505.19
    2-pentanone 781.32
    anisole 519.1
    cyclopentyl methyl ether 798.24
    gamma-butyrolactone 1769.74
    1-methoxy-2-propanol 411.66
    pyridine 1066.36
    3-pentanone 733.75
    furfural 1165.8
    n-dodecane 28.98
    diethylene glycol 281.53
    diisopropyl ether 255.25
    tert-amyl alcohol 333.99
    acetylacetone 896.16
    n-hexadecane 34.5
    acetophenone 427.03
    methyl propionate 894.68
    isopentyl acetate 443.03
    trichloroethylene 3527.34
    n-nonanol 113.9
    cyclohexanol 379.38
    benzyl alcohol 288.76
    2-ethylhexanol 185.66
    isooctanol 98.77
    dipropyl ether 365.7
    1,2-dichlorobenzene 639.8
    ethyl lactate 222.59
    propylene carbonate 884.39
    n-methylformamide 513.78
    2-pentanol 213.02
    n-pentane 101.28
    1-propoxy-2-propanol 289.49
    1-methoxy-2-propyl acetate 461.62
    2-(2-methoxypropoxy) propanol 237.14
    mesitylene 194.48
    ε-caprolactone 997.72
    p-cymene 141.16
    epichlorohydrin 2061.3
    1,1,1-trichloroethane 2043.85
    2-aminoethanol 132.18
    morpholine-4-carbaldehyde 800.77
    sulfolane 1613.86
    2,2,4-trimethylpentane 55.06
    2-methyltetrahydrofuran 1125.57
    n-hexyl acetate 366.98
    isooctane 44.65
    2-(2-butoxyethoxy)ethanol 311.64
    sec-butyl acetate 356.5
    tert-butyl acetate 524.54
    decalin 110.26
    glycerin 152.34
    diglyme 734.49
    acrylic acid 399.65
    isopropyl myristate 162.3
    n-butyric acid 562.97
    acetyl acetate 716.14
    di(2-ethylhexyl) phthalate 117.72
    ethyl propionate 581.44
    nitromethane 1551.21
    1,2-diethoxyethane 555.48
    benzonitrile 455.43
    trioctyl phosphate 94.84
    1-bromopropane 1076.94
    gamma-valerolactone 1261.65
    n-decanol 92.14
    triethyl phosphate 215.48
    4-methyl-2-pentanol 122.74
    propionitrile 615.17
    vinylene carbonate 764.74
    1,1,2-trichlorotrifluoroethane 1017.0
    DMS 468.89
    cumene 151.98
    2-octanol 89.76
    2-hexanone 496.82
    octyl acetate 193.75
    limonene 211.99
    1,2-dimethoxyethane 927.78
    ethyl orthosilicate 197.5
    tributyl phosphate 136.37
    diacetone alcohol 407.43
    N,N-dimethylaniline 271.02
    acrylonitrile 767.02
    aniline 439.7
    1,3-propanediol 219.04
    bromobenzene 887.0
    dibromomethane 2092.61
    1,1,2,2-tetrachloroethane 2531.5
    2-methyl-cyclohexyl acetate 292.84
    tetrabutyl urea 163.28
    diisobutyl methanol 123.27
    2-phenylethanol 264.3
    styrene 339.0
    dioctyl adipate 226.73
    dimethyl sulfate 652.62
    ethyl butyrate 461.78
    methyl lactate 265.99
    butyl lactate 174.73
    diethyl carbonate 354.84
    propanediol butyl ether 167.3
    triethyl orthoformate 287.71
    p-tert-butyltoluene 134.02
    methyl 4-tert-butylbenzoate 275.94
    morpholine 1376.16
    tert-butylamine 259.79
    n-dodecanol 76.92
    dimethoxymethane 811.81
    ethylene carbonate 683.35
    cyrene 269.42
    2-ethoxyethyl acetate 411.36
    2-ethylhexyl acetate 379.59
    1,2,4-trichlorobenzene 720.14
    4-methylpyridine 790.16
    dibutyl ether 284.97
    2,6-dimethyl-4-heptanol 123.27
    DEF 766.45
    dimethyl isosorbide 466.3
    tetrachloroethylene 1642.26
    eugenol 229.01
    triacetin 364.82
    span 80 186.28
    1,4-butanediol 102.28
    1,1-dichloroethane 1892.4
    2-methyl-1-pentanol 185.13
    methyl formate 577.69
    2-methyl-1-butanol 217.96
    n-decane 47.01
    butyronitrile 528.31
    3,7-dimethyl-1-octanol 132.68
    1-chlorooctane 172.44
    1-chlorotetradecane 75.99
    n-nonane 49.72
    undecane 35.89
    tert-butylcyclohexane 85.53
    cyclooctane 119.8
    cyclopentanol 433.68
    tetrahydropyran 1360.76
    tert-amyl methyl ether 413.07
    2,5,8-trioxanonane 439.77
    1-hexene 256.91
    2-isopropoxyethanol 310.65
    2,2,2-trifluoroethanol 258.64
    methyl butyrate 712.17

    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) 1 Zingiber cassumunar Roxb., fam. Zingiberaceae 9.8%
Zingiber cassumunar root (Indonesia) 2 Zingiber cassumunar Roxb., fam. Zingiberaceae 8.7%