1-(1-Butenyl)-2,4,5-trimethoxybenzene

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    79004-66-3

    Molecular formula
    C13H18O3

    SMILES
    CCC=CC1=CC(=C(C=C1OC)OC)OC

  • Odor profile

    Spicy 81.45%
    Woody 49.14%
    Floral 47.99%
    Sweet 44.37%
    Herbal 42.88%
    Clove 42.12%
    Phenolic 41.9%
    Smoky 36.83%
    Warm 36.53%
    Balsamic 34.57%

    Scent© AI

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    7.28 (neutral)

    Molecular weight
    222.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    312°C

    Flash point est.
    119.99 ˚C

  • Synonyms

    • 1-(1-butenyl)-2,4,5-trimethoxybenzene

  • Applications

    1-(1-Butenyl)-2,4,5-trimethoxybenzene (CAS 79004-66-3) is a versatile research building block used primarily as a synthetic intermediate to access electron-rich substituted aromatic frameworks, refine structure–activity relationships, and assemble libraries of analogs; its butenyl double bond enables hallmark alkene transformations (epoxidation, hydroboration–oxidation, ozonolysis, olefin metathesis, hydroformylation, controlled halogenation/hydroxylation, and radical additions), while the 2,4,5-trimethoxy ring strongly directs and activates electrophilic aromatic substitution, allows selective demethylation to the corresponding phenols, and participates in couplings to form biaryl or extended conjugated motifs; together these features make it useful for building precursors to functional molecules and trimethoxybenzene motifs found in natural-product-inspired and medicinal-chemistry scaffolds (not for therapeutic use), as well as a unit for probing conjugation/electronic effects in materials-oriented chemistry; it is also employed as a reference or model compound in analytical method development (NMR, GC/MS, LC–MS), reaction quality control, and instruction on allylic/benzylic reactivity and methoxy directing effects.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 283.57
    methanol 217.98
    isopropanol 219.95
    water 0.35
    ethyl acetate 1031.0
    n-propanol 276.42
    acetone 995.04
    n-butanol 260.65
    acetonitrile 679.47
    DMF 1025.64
    toluene 389.71
    isobutanol 210.02
    1,4-dioxane 1160.12
    methyl acetate 873.51
    THF 1144.25
    2-butanone 622.65
    n-pentanol 181.43
    sec-butanol 234.51
    n-hexane 51.61
    ethylene glycol 145.65
    NMP 887.48
    cyclohexane 229.33
    DMSO 990.48
    n-butyl acetate 448.32
    n-octanol 101.53
    chloroform 3164.82
    n-propyl acetate 448.22
    acetic acid 727.97
    dichloromethane 3547.09
    cyclohexanone 1046.7
    propylene glycol 140.64
    isopropyl acetate 429.04
    DMAc 658.42
    2-ethoxyethanol 450.31
    isopentanol 224.74
    n-heptane 47.16
    ethyl formate 615.97
    1,2-dichloroethane 2392.36
    n-hexanol 217.78
    2-methoxyethanol 703.05
    isobutyl acetate 248.03
    tetrachloromethane 652.22
    n-pentyl acetate 257.61
    transcutol 683.58
    n-heptanol 110.82
    ethylbenzene 205.85
    MIBK 274.94
    2-propoxyethanol 409.8
    tert-butanol 374.82
    MTBE 413.81
    2-butoxyethanol 228.11
    propionic acid 470.9
    o-xylene 250.61
    formic acid 171.73
    diethyl ether 613.86
    m-xylene 247.12
    p-xylene 251.19
    chlorobenzene 798.26
    dimethyl carbonate 450.57
    n-octane 25.0
    formamide 385.5
    cyclopentanone 1215.44
    2-pentanone 549.9
    anisole 407.29
    cyclopentyl methyl ether 623.94
    gamma-butyrolactone 1537.28
    1-methoxy-2-propanol 426.82
    pyridine 1058.63
    3-pentanone 506.56
    furfural 1261.09
    n-dodecane 19.92
    diethylene glycol 363.86
    diisopropyl ether 151.82
    tert-amyl alcohol 300.13
    acetylacetone 731.34
    n-hexadecane 23.27
    acetophenone 398.02
    methyl propionate 765.37
    isopentyl acetate 357.19
    trichloroethylene 3845.38
    n-nonanol 95.27
    cyclohexanol 440.41
    benzyl alcohol 333.36
    2-ethylhexanol 167.82
    isooctanol 97.92
    dipropyl ether 219.91
    1,2-dichlorobenzene 758.68
    ethyl lactate 209.81
    propylene carbonate 857.92
    n-methylformamide 514.27
    2-pentanol 193.87
    n-pentane 54.61
    1-propoxy-2-propanol 249.57
    1-methoxy-2-propyl acetate 388.29
    2-(2-methoxypropoxy) propanol 195.81
    mesitylene 165.44
    ε-caprolactone 838.11
    p-cymene 129.33
    epichlorohydrin 1779.63
    1,1,1-trichloroethane 2046.12
    2-aminoethanol 196.13
    morpholine-4-carbaldehyde 851.59
    sulfolane 1452.15
    2,2,4-trimethylpentane 43.95
    2-methyltetrahydrofuran 814.89
    n-hexyl acetate 296.39
    isooctane 29.09
    2-(2-butoxyethoxy)ethanol 250.82
    sec-butyl acetate 265.21
    tert-butyl acetate 420.74
    decalin 88.16
    glycerin 232.53
    diglyme 620.57
    acrylic acid 485.56
    isopropyl myristate 125.66
    n-butyric acid 636.42
    acetyl acetate 749.89
    di(2-ethylhexyl) phthalate 126.77
    ethyl propionate 432.09
    nitromethane 1433.99
    1,2-diethoxyethane 355.45
    benzonitrile 465.14
    trioctyl phosphate 96.78
    1-bromopropane 882.79
    gamma-valerolactone 1196.7
    n-decanol 74.65
    triethyl phosphate 200.88
    4-methyl-2-pentanol 108.42
    propionitrile 465.83
    vinylene carbonate 816.55
    1,1,2-trichlorotrifluoroethane 1293.87
    DMS 402.93
    cumene 131.23
    2-octanol 80.74
    2-hexanone 315.13
    octyl acetate 159.65
    limonene 191.5
    1,2-dimethoxyethane 713.91
    ethyl orthosilicate 184.55
    tributyl phosphate 126.99
    diacetone alcohol 356.65
    N,N-dimethylaniline 240.73
    acrylonitrile 653.62
    aniline 498.4
    1,3-propanediol 312.11
    bromobenzene 930.21
    dibromomethane 2125.77
    1,1,2,2-tetrachloroethane 2911.23
    2-methyl-cyclohexyl acetate 266.1
    tetrabutyl urea 149.19
    diisobutyl methanol 103.73
    2-phenylethanol 294.41
    styrene 289.57
    dioctyl adipate 198.41
    dimethyl sulfate 602.82
    ethyl butyrate 353.12
    methyl lactate 284.84
    butyl lactate 173.06
    diethyl carbonate 304.68
    propanediol butyl ether 159.15
    triethyl orthoformate 244.08
    p-tert-butyltoluene 124.98
    methyl 4-tert-butylbenzoate 264.36
    morpholine 1172.93
    tert-butylamine 223.6
    n-dodecanol 62.89
    dimethoxymethane 718.77
    ethylene carbonate 703.1
    cyrene 290.91
    2-ethoxyethyl acetate 362.78
    2-ethylhexyl acetate 300.61
    1,2,4-trichlorobenzene 863.22
    4-methylpyridine 804.46
    dibutyl ether 167.8
    2,6-dimethyl-4-heptanol 103.73
    DEF 712.79
    dimethyl isosorbide 411.36
    tetrachloroethylene 1937.5
    eugenol 239.08
    triacetin 308.93
    span 80 175.1
    1,4-butanediol 132.59
    1,1-dichloroethane 1730.13
    2-methyl-1-pentanol 187.18
    methyl formate 599.73
    2-methyl-1-butanol 231.74
    n-decane 30.71
    butyronitrile 446.14
    3,7-dimethyl-1-octanol 107.05
    1-chlorooctane 129.98
    1-chlorotetradecane 57.6
    n-nonane 30.28
    undecane 23.8
    tert-butylcyclohexane 63.76
    cyclooctane 69.66
    cyclopentanol 427.95
    tetrahydropyran 1006.54
    tert-amyl methyl ether 301.09
    2,5,8-trioxanonane 381.95
    1-hexene 143.3
    2-isopropoxyethanol 296.03
    2,2,2-trifluoroethanol 335.17
    methyl butyrate 539.82

    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 0.7%
Zingiber cassumunar root (Indonesia) 2 Zingiber cassumunar Roxb., fam. Zingiberaceae 1.0%