cis-1-(3,4-Dimethoxyphenyl)butadiene

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    88909-06-20

    SMILES
    COc1ccc(\C=C/C=C)cc1OC

  • 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

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    295°C

    Flash point est.
    105.42 ˚C

  • Applications

    cis-1-(3,4-Dimethoxyphenyl)butadiene (CAS 88909-06-20) is a conjugated aryl diene widely applied as a building block in organic synthesis: it serves as a reactive diene in selective Diels-Alder cycloadditions to access cyclohexene/tetralin scaffolds, as a demethylation-ready precursor to unveil a catechol ring for downstream diversification, and it undergoes metathesis, hydroboration/oxidation, epoxidation, and radical additions to assemble lignan, neolignan, and stilbene/combretastatin-like frameworks; it is also used as a model compound to probe how cis-trans geometry and π-resonance affect bioactivity (SAR studies of tubulin inhibition, anti-inflammatory and antioxidant profiles) and reaction kinetics, as a reference standard in LC/GC-MS method development for aromatic dienes, and as a precursor to conjugated organic materials, conductive oligomers/polymers, and pre-monomers to tune absorption, photoluminescence, and charge transport in soft electronic systems.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 252.19
    methanol 163.74
    isopropanol 223.47
    water 0.24
    ethyl acetate 1319.93
    n-propanol 273.14
    acetone 1468.04
    n-butanol 247.3
    acetonitrile 948.32
    DMF 984.71
    toluene 395.68
    isobutanol 222.25
    1,4-dioxane 1510.77
    methyl acetate 1172.42
    THF 1650.01
    2-butanone 1003.46
    n-pentanol 198.36
    sec-butanol 251.58
    n-hexane 116.87
    ethylene glycol 87.83
    NMP 772.91
    cyclohexane 323.75
    DMSO 1347.17
    n-butyl acetate 623.22
    n-octanol 121.37
    chloroform 2808.38
    n-propyl acetate 678.01
    acetic acid 559.73
    dichloromethane 3195.17
    cyclohexanone 1259.57
    propylene glycol 110.53
    isopropyl acetate 533.33
    DMAc 627.24
    2-ethoxyethanol 465.62
    isopentanol 226.06
    n-heptane 84.82
    ethyl formate 625.22
    1,2-dichloroethane 2431.8
    n-hexanol 237.17
    2-methoxyethanol 624.72
    isobutyl acetate 320.88
    tetrachloromethane 535.74
    n-pentyl acetate 288.72
    transcutol 1044.52
    n-heptanol 108.91
    ethylbenzene 237.15
    MIBK 371.1
    2-propoxyethanol 403.34
    tert-butanol 424.3
    MTBE 586.27
    2-butoxyethanol 213.65
    propionic acid 449.54
    o-xylene 240.67
    formic acid 107.47
    diethyl ether 1021.21
    m-xylene 267.07
    p-xylene 271.23
    chlorobenzene 723.54
    dimethyl carbonate 456.93
    n-octane 41.62
    formamide 299.21
    cyclopentanone 1491.33
    2-pentanone 783.49
    anisole 522.19
    cyclopentyl methyl ether 798.46
    gamma-butyrolactone 1760.08
    1-methoxy-2-propanol 421.84
    pyridine 1074.34
    3-pentanone 732.3
    furfural 1168.71
    n-dodecane 28.92
    diethylene glycol 289.26
    diisopropyl ether 256.18
    tert-amyl alcohol 342.44
    acetylacetone 897.76
    n-hexadecane 34.42
    acetophenone 427.78
    methyl propionate 900.99
    isopentyl acetate 444.77
    trichloroethylene 3543.69
    n-nonanol 115.12
    cyclohexanol 385.71
    benzyl alcohol 293.34
    2-ethylhexanol 187.51
    isooctanol 100.13
    dipropyl ether 364.86
    1,2-dichlorobenzene 638.68
    ethyl lactate 224.53
    propylene carbonate 881.28
    n-methylformamide 520.6
    2-pentanol 218.82
    n-pentane 101.42
    1-propoxy-2-propanol 293.87
    1-methoxy-2-propyl acetate 464.82
    2-(2-methoxypropoxy) propanol 240.7
    mesitylene 194.26
    ε-caprolactone 999.52
    p-cymene 140.81
    epichlorohydrin 2067.73
    1,1,1-trichloroethane 2049.13
    2-aminoethanol 138.25
    morpholine-4-carbaldehyde 802.41
    sulfolane 1601.74
    2,2,4-trimethylpentane 55.26
    2-methyltetrahydrofuran 1127.16
    n-hexyl acetate 367.43
    isooctane 44.91
    2-(2-butoxyethoxy)ethanol 317.55
    sec-butyl acetate 358.0
    tert-butyl acetate 526.63
    decalin 109.78
    glycerin 158.36
    diglyme 744.37
    acrylic acid 405.14
    isopropyl myristate 162.69
    n-butyric acid 573.69
    acetyl acetate 720.0
    di(2-ethylhexyl) phthalate 118.55
    ethyl propionate 582.78
    nitromethane 1573.23
    1,2-diethoxyethane 561.05
    benzonitrile 458.21
    trioctyl phosphate 95.43
    1-bromopropane 1085.79
    gamma-valerolactone 1260.21
    n-decanol 93.19
    triethyl phosphate 215.14
    4-methyl-2-pentanol 125.55
    propionitrile 625.26
    vinylene carbonate 765.01
    1,1,2-trichlorotrifluoroethane 1024.4
    DMS 469.49
    cumene 152.01
    2-octanol 90.77
    2-hexanone 499.38
    octyl acetate 194.43
    limonene 211.15
    1,2-dimethoxyethane 936.82
    ethyl orthosilicate 197.21
    tributyl phosphate 136.95
    diacetone alcohol 411.59
    N,N-dimethylaniline 271.06
    acrylonitrile 776.82
    aniline 446.33
    1,3-propanediol 227.9
    bromobenzene 888.91
    dibromomethane 2110.55
    1,1,2,2-tetrachloroethane 2537.14
    2-methyl-cyclohexyl acetate 292.85
    tetrabutyl urea 163.38
    diisobutyl methanol 124.2
    2-phenylethanol 267.68
    styrene 339.02
    dioctyl adipate 227.63
    dimethyl sulfate 650.75
    ethyl butyrate 462.18
    methyl lactate 269.02
    butyl lactate 176.02
    diethyl carbonate 355.38
    propanediol butyl ether 170.99
    triethyl orthoformate 287.76
    p-tert-butyltoluene 133.72
    methyl 4-tert-butylbenzoate 276.41
    morpholine 1396.69
    tert-butylamine 266.51
    n-dodecanol 77.69
    dimethoxymethane 818.72
    ethylene carbonate 683.56
    cyrene 271.2
    2-ethoxyethyl acetate 413.86
    2-ethylhexyl acetate 380.2
    1,2,4-trichlorobenzene 720.14
    4-methylpyridine 794.3
    dibutyl ether 285.44
    2,6-dimethyl-4-heptanol 124.2
    DEF 767.64
    dimethyl isosorbide 467.77
    tetrachloroethylene 1645.86
    eugenol 231.08
    triacetin 366.09
    span 80 188.55
    1,4-butanediol 105.71
    1,1-dichloroethane 1902.66
    2-methyl-1-pentanol 189.85
    methyl formate 583.55
    2-methyl-1-butanol 224.36
    n-decane 46.83
    butyronitrile 537.64
    3,7-dimethyl-1-octanol 134.1
    1-chlorooctane 172.35
    1-chlorotetradecane 76.03
    n-nonane 49.49
    undecane 35.79
    tert-butylcyclohexane 85.29
    cyclooctane 118.9
    cyclopentanol 437.11
    tetrahydropyran 1372.17
    tert-amyl methyl ether 417.09
    2,5,8-trioxanonane 445.91
    1-hexene 257.86
    2-isopropoxyethanol 317.76
    2,2,2-trifluoroethanol 262.58
    methyl butyrate 713.74

    Scent© AI

1 3

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 3.7%
Zingiber cassumunar root (Indonesia) 2 Zingiber cassumunar Roxb., fam. Zingiberaceae 2.5%