Allyltetramethoxybenzene

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  • Identifiers

    CAS number
    15361-99-6

    Molecular formula
    C13H18O4

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

  • Odor profile

    Spicy 79.02%
    Woody 56.95%
    Phenolic 46.61%
    Floral 41.44%
    Smoky 41.01%
    Herbal 38.67%
    Clove 35.42%
    Warm 35.32%
    Sweet 33.02%
    Balsamic 30.92%

    Scent© AI

  • Properties

    XLogP3-AA
    2.9

    Molecular weight
    238.28 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 25 °C

    Boiling point

    • 307.00 to 309.00 °C. @ 760.00 mm Hg

    Flash point est.
    115.35 ˚C

  • Synonyms

    • Allyltetramethoxybenzene
    • 6-Methoxyelemicin
    • 15361-99-6
    • 2,3,4,5-Tetramethoxyallylbenzene
    • 1,2,3,4-tetramethoxy-5-prop-2-enylbenzene
    • Benzene, 1,2,3,4-tetramethoxy-5-(2-propenyl)-
    • 1-Allyl-2,3,4,5-tetramethoxybenzene
    • 1,2,3,4-Tetramethoxy-5-(2-propen-1-yl)benzene
    • UNII-2444643WXK
    • Benzene, 1-allyl-2,3,4,5-tetramethoxy-
    • 2444643WXK
    • Benzene, 1,2,3,4-tetramethoxy-5-(2-propen-1-yl)-
    • CHEBI:70354
    • 1-Allyl-2,3,4,5-tetramethoxy-Benzene
    • 1,2,3,4-tetramethoxy-5-(2-propenyl)benzene
    • Benzene, 1-(2-propenyl)-2,3,4,5-tetramethoxy
    • 1,2,3,4-tetramethoxy-5-(prop-2-en-1-yl)benzene
    • Allyltetramethoxybenzol
    • l,2,3,4-Tetramethoxy-5-(2)-propenylbenzene
    • 101843-39-4
    • CHEMBL464585
    • SCHEMBL22501536
    • HRAXJWRHSUTMCS-UHFFFAOYSA-N
    • DTXSID401026592
    • STK695259
    • AKOS005606715
    • Benzene, tetramethoxy(2-propen-1-yl)-
    • 1,2,3,4-Tetramethoxy-5-(2)-propenylbenzene
    • 1,2,3,4-tetramethoxy-5-(2-propenyl)-benzene
    • Q27138694

  • Applications

    Allyltetramethoxybenzene (CAS 15361-99-6) is an electron-rich aromatic used mainly as an intermediate in organic synthesis and perfumery: the 1-allyl-2,3,4,5-tetramethoxybenzene scaffold enables transformations such as Claisen/ortho rearrangements, hydroboration–oxidation, epoxidation–ring opening, cross-metathesis, and transition‑metal couplings after suitable activation, providing access to methoxy-rich aromatics, benzo[furan]/benzodioxole frameworks, lignans, and natural-product analogs; in fragrance chemistry it can be assessed as a warm anisic–balsamic note and more commonly as a precursor to related aroma chemicals; in pharma/agro and advanced materials it serves as a building block to tune ring electronics for ADME/bioactivity, to mask/unmask phenols via selective O-demethylation, and as a substrate for mechanistic studies of oxidative coupling/benzyl cation chemistry; additionally, the allyl handle and thermal stability support its use in developing functionalized oligomers/resins, coatings, and research additives.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 253.82
    methanol 257.22
    isopropanol 169.44
    water 1.74
    ethyl acetate 600.75
    n-propanol 209.28
    acetone 698.2
    n-butanol 173.92
    acetonitrile 543.96
    DMF 801.98
    toluene 173.71
    isobutanol 145.2
    1,4-dioxane 903.13
    methyl acetate 643.33
    THF 924.46
    2-butanone 429.01
    n-pentanol 148.19
    sec-butanol 164.18
    n-hexane 21.21
    ethylene glycol 224.98
    NMP 697.43
    cyclohexane 102.59
    DMSO 670.11
    n-butyl acetate 286.83
    n-octanol 101.18
    chloroform 1770.6
    n-propyl acetate 310.32
    acetic acid 761.69
    dichloromethane 1890.68
    cyclohexanone 747.57
    propylene glycol 147.76
    isopropyl acetate 262.21
    DMAc 480.55
    2-ethoxyethanol 411.89
    isopentanol 136.35
    n-heptane 29.35
    ethyl formate 611.79
    1,2-dichloroethane 1137.5
    n-hexanol 161.41
    2-methoxyethanol 639.23
    isobutyl acetate 157.84
    tetrachloromethane 433.76
    n-pentyl acetate 215.18
    transcutol 353.97
    n-heptanol 113.7
    ethylbenzene 108.37
    MIBK 161.65
    2-propoxyethanol 344.31
    tert-butanol 197.81
    MTBE 184.83
    2-butoxyethanol 229.76
    propionic acid 416.75
    o-xylene 132.3
    formic acid 305.1
    diethyl ether 280.88
    m-xylene 110.37
    p-xylene 145.74
    chlorobenzene 487.57
    dimethyl carbonate 390.41
    n-octane 19.42
    formamide 497.25
    cyclopentanone 897.3
    2-pentanone 323.58
    anisole 249.08
    cyclopentyl methyl ether 372.27
    gamma-butyrolactone 1331.81
    1-methoxy-2-propanol 364.01
    pyridine 767.85
    3-pentanone 293.66
    furfural 1234.46
    n-dodecane 15.9
    diethylene glycol 402.28
    diisopropyl ether 77.49
    tert-amyl alcohol 166.32
    acetylacetone 516.31
    n-hexadecane 18.32
    acetophenone 293.23
    methyl propionate 505.06
    isopentyl acetate 217.35
    trichloroethylene 2299.08
    n-nonanol 94.46
    cyclohexanol 295.41
    benzyl alcohol 280.44
    2-ethylhexanol 118.89
    isooctanol 90.58
    dipropyl ether 134.2
    1,2-dichlorobenzene 512.69
    ethyl lactate 189.61
    propylene carbonate 806.15
    n-methylformamide 571.92
    2-pentanol 116.71
    n-pentane 24.8
    1-propoxy-2-propanol 210.88
    1-methoxy-2-propyl acetate 278.2
    2-(2-methoxypropoxy) propanol 138.75
    mesitylene 77.79
    ε-caprolactone 692.73
    p-cymene 92.85
    epichlorohydrin 1247.6
    1,1,1-trichloroethane 1066.57
    2-aminoethanol 217.81
    morpholine-4-carbaldehyde 729.61
    sulfolane 1181.08
    2,2,4-trimethylpentane 19.33
    2-methyltetrahydrofuran 566.28
    n-hexyl acetate 236.95
    isooctane 12.89
    2-(2-butoxyethoxy)ethanol 192.56
    sec-butyl acetate 160.41
    tert-butyl acetate 226.4
    decalin 43.98
    glycerin 256.81
    diglyme 465.42
    acrylic acid 506.03
    isopropyl myristate 87.85
    n-butyric acid 491.38
    acetyl acetate 514.38
    di(2-ethylhexyl) phthalate 109.62
    ethyl propionate 276.14
    nitromethane 1339.64
    1,2-diethoxyethane 199.84
    benzonitrile 415.73
    trioctyl phosphate 88.8
    1-bromopropane 337.12
    gamma-valerolactone 1039.15
    n-decanol 72.06
    triethyl phosphate 142.83
    4-methyl-2-pentanol 65.76
    propionitrile 314.24
    vinylene carbonate 828.48
    1,1,2-trichlorotrifluoroethane 1141.28
    DMS 298.65
    cumene 79.79
    2-octanol 78.21
    2-hexanone 217.63
    octyl acetate 126.53
    limonene 124.1
    1,2-dimethoxyethane 606.18
    ethyl orthosilicate 125.33
    tributyl phosphate 100.98
    diacetone alcohol 239.49
    N,N-dimethylaniline 150.6
    acrylonitrile 518.32
    aniline 271.54
    1,3-propanediol 302.61
    bromobenzene 499.52
    dibromomethane 1042.61
    1,1,2,2-tetrachloroethane 1575.85
    2-methyl-cyclohexyl acetate 186.56
    tetrabutyl urea 123.56
    diisobutyl methanol 67.28
    2-phenylethanol 244.05
    styrene 148.05
    dioctyl adipate 142.31
    dimethyl sulfate 542.38
    ethyl butyrate 233.73
    methyl lactate 295.6
    butyl lactate 151.67
    diethyl carbonate 205.41
    propanediol butyl ether 167.81
    triethyl orthoformate 168.26
    p-tert-butyltoluene 82.52
    methyl 4-tert-butylbenzoate 219.9
    morpholine 778.26
    tert-butylamine 114.07
    n-dodecanol 56.49
    dimethoxymethane 621.17
    ethylene carbonate 683.57
    cyrene 260.05
    2-ethoxyethyl acetate 278.16
    2-ethylhexyl acetate 185.17
    1,2,4-trichlorobenzene 566.01
    4-methylpyridine 493.33
    dibutyl ether 100.9
    2,6-dimethyl-4-heptanol 67.28
    DEF 398.23
    dimethyl isosorbide 300.75
    tetrachloroethylene 1246.85
    eugenol 203.79
    triacetin 248.45
    span 80 144.44
    1,4-butanediol 166.55
    1,1-dichloroethane 835.6
    2-methyl-1-pentanol 124.24
    methyl formate 736.27
    2-methyl-1-butanol 143.03
    n-decane 24.35
    butyronitrile 308.06
    3,7-dimethyl-1-octanol 80.89
    1-chlorooctane 94.03
    1-chlorotetradecane 43.43
    n-nonane 23.75
    undecane 19.14
    tert-butylcyclohexane 31.04
    cyclooctane 35.36
    cyclopentanol 356.19
    tetrahydropyran 565.2
    tert-amyl methyl ether 151.38
    2,5,8-trioxanonane 269.72
    1-hexene 65.9
    2-isopropoxyethanol 235.61
    2,2,2-trifluoroethanol 427.61
    methyl butyrate 365.36

    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
Carrot seed (France) 1 8015-88-1 Daucus carota L., fam. Apiaceae (Umbelliferae) 0.11%
Parsley seed 1 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 17.3%
Parsley seed (Egypt) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.68%
Parsley 1b leaf 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 30.05%
Parsley 1a herb 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 25.94%
Parsley seed (France) 1a 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 16.7%
Parsley seed (France), Giant Italian Petroselinum hortense Hoffm., fam. Apiaceae (Umbelliferae) 9.6%
Parsley seed (France) 1b 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 4.6%