3-(2,5-Dimethoxyphenyl)-1-propene

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  • Identifiers

    CAS number
    19754-22-4

    Molecular formula
    C11H14O2

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

  • Odor profile

    Spicy 78.99%
    Sweet 65.85%
    Herbal 64.85%
    Woody 53.83%
    Phenolic 47.57%
    Clove 42.95%
    Floral 42.73%
    Green 42.54%
    Warm 40.3%
    Earthy 39.17%

    Scent© AI

  • Properties

    XLogP3-AA
    3.0

    Molecular weight
    178.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    259°C

    Flash point est.
    103.44 ˚C

  • Synonyms

    • 19754-22-4
    • 3-(2,5-DIMETHOXYPHENYL)-1-PROPENE
    • 1,4-dimethoxy-2-prop-2-enylbenzene
    • 2-Allyl-1,4-dimethoxybenzene
    • 1,4-dimethoxy-2-(prop-2-en-1-yl)benzene
    • Benzene, 1,4-dimethoxy-2-(2-propen-1-yl)-
    • 56795-77-8
    • Benzene, 1,4-dimethoxy-2-(2-propenyl)-
    • MFCD09801179
    • Benzene, 1,4-dimethoxy-2-propenyl-
    • BRN 3239297
    • 1,4-Dimethoxy-2-propenylbenzene
    • AI3-19330
    • AI3-21984
    • Benzene, 1,4-dimethoxy-2-(1-propenyl)-
    • SCHEMBL2848289
    • CHEMBL2271177
    • DTXSID10941511
    • CHEBI:167412
    • FRYMRMPLKQWKEP-UHFFFAOYSA-N
    • BDBM234357
    • 2-Allyl-1,4-dimethoxybenzene (4a)
    • AKOS006328186
    • 4-06-00-06323 (Beilstein Handbook Reference)

  • Applications

    3-(2,5-Dimethoxyphenyl)-1-propene (CAS 19754-22-4) is an electron-rich building block for R&D: employed as a synthetic intermediate to assemble aryl–allyl/cinnamyl frameworks and to manipulate the conjugated side chain (epoxidation, hydroboration–oxidation, ozonolysis, metathesis, thiol–ene, etc.); a platform to access carbonyl and heterocyclic libraries via oxidation or methoxy-directed cyclizations; a model substrate for catalyst screening to probe site selectivity on electron-rich rings and double-bond isomerization kinetics; in medicinal chemistry, an aromatic–olefin motif for SAR exploration and ADME tuning under controlled research settings; in analytical chemistry, a reference/retention marker for GC–MS/LC–MS and for studying oxidation products; and in materials/surface science, the terminal C=C enables grafting and network formation (thiol–ene, photoinitiated curing) to build functional polymers, coatings, and surface modifications; handle with appropriate chemical safety practices.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 325.56
    methanol 304.65
    isopropanol 227.39
    water 0.84
    ethyl acetate 649.18
    n-propanol 293.83
    acetone 448.92
    n-butanol 273.36
    acetonitrile 489.89
    DMF 380.61
    toluene 292.78
    isobutanol 210.3
    1,4-dioxane 1173.09
    methyl acetate 544.86
    THF 875.2
    2-butanone 398.63
    n-pentanol 185.26
    sec-butanol 227.35
    n-hexane 48.07
    ethylene glycol 117.33
    NMP 356.41
    cyclohexane 168.01
    DMSO 542.82
    n-butyl acetate 339.81
    n-octanol 88.68
    chloroform 1851.48
    n-propyl acetate 332.95
    acetic acid 464.55
    dichloromethane 2019.0
    cyclohexanone 552.72
    propylene glycol 103.42
    isopropyl acetate 279.46
    DMAc 352.15
    2-ethoxyethanol 398.36
    isopentanol 224.69
    n-heptane 50.03
    ethyl formate 363.39
    1,2-dichloroethane 1195.03
    n-hexanol 214.41
    2-methoxyethanol 535.73
    isobutyl acetate 187.68
    tetrachloromethane 344.36
    n-pentyl acetate 156.91
    transcutol 738.08
    n-heptanol 90.46
    ethylbenzene 157.43
    MIBK 179.46
    2-propoxyethanol 346.19
    tert-butanol 374.0
    MTBE 394.73
    2-butoxyethanol 180.57
    propionic acid 295.77
    o-xylene 166.3
    formic acid 126.93
    diethyl ether 612.69
    m-xylene 169.98
    p-xylene 180.23
    chlorobenzene 415.59
    dimethyl carbonate 188.44
    n-octane 21.78
    formamide 220.91
    cyclopentanone 537.46
    2-pentanone 304.32
    anisole 308.87
    cyclopentyl methyl ether 415.78
    gamma-butyrolactone 716.34
    1-methoxy-2-propanol 304.59
    pyridine 647.54
    3-pentanone 304.24
    furfural 623.58
    n-dodecane 18.57
    diethylene glycol 285.7
    diisopropyl ether 133.8
    tert-amyl alcohol 282.43
    acetylacetone 361.09
    n-hexadecane 21.28
    acetophenone 250.42
    methyl propionate 381.45
    isopentyl acetate 265.54
    trichloroethylene 1853.28
    n-nonanol 83.86
    cyclohexanol 328.33
    benzyl alcohol 226.76
    2-ethylhexanol 139.96
    isooctanol 78.36
    dipropyl ether 231.4
    1,2-dichlorobenzene 369.16
    ethyl lactate 132.27
    propylene carbonate 410.31
    n-methylformamide 239.64
    2-pentanol 167.67
    n-pentane 55.14
    1-propoxy-2-propanol 206.73
    1-methoxy-2-propyl acetate 258.48
    2-(2-methoxypropoxy) propanol 175.04
    mesitylene 117.31
    ε-caprolactone 487.86
    p-cymene 96.75
    epichlorohydrin 1005.91
    1,1,1-trichloroethane 1029.85
    2-aminoethanol 175.65
    morpholine-4-carbaldehyde 505.11
    sulfolane 628.07
    2,2,4-trimethylpentane 34.95
    2-methyltetrahydrofuran 694.67
    n-hexyl acetate 211.58
    isooctane 25.17
    2-(2-butoxyethoxy)ethanol 234.84
    sec-butyl acetate 202.28
    tert-butyl acetate 274.72
    decalin 62.23
    glycerin 157.25
    diglyme 521.66
    acrylic acid 254.08
    isopropyl myristate 97.99
    n-butyric acid 394.34
    acetyl acetate 429.46
    di(2-ethylhexyl) phthalate 88.89
    ethyl propionate 280.24
    nitromethane 701.64
    1,2-diethoxyethane 348.02
    benzonitrile 285.7
    trioctyl phosphate 65.42
    1-bromopropane 595.75
    gamma-valerolactone 613.63
    n-decanol 65.95
    triethyl phosphate 139.39
    4-methyl-2-pentanol 94.14
    propionitrile 377.68
    vinylene carbonate 416.4
    1,1,2-trichlorotrifluoroethane 577.79
    DMS 229.2
    cumene 102.6
    2-octanol 62.68
    2-hexanone 229.78
    octyl acetate 114.72
    limonene 144.8
    1,2-dimethoxyethane 653.07
    ethyl orthosilicate 138.35
    tributyl phosphate 86.68
    diacetone alcohol 230.78
    N,N-dimethylaniline 184.14
    acrylonitrile 406.82
    aniline 312.18
    1,3-propanediol 261.1
    bromobenzene 479.47
    dibromomethane 1239.54
    1,1,2,2-tetrachloroethane 1323.72
    2-methyl-cyclohexyl acetate 191.87
    tetrabutyl urea 102.46
    diisobutyl methanol 91.4
    2-phenylethanol 205.65
    styrene 209.86
    dioctyl adipate 144.22
    dimethyl sulfate 245.02
    ethyl butyrate 268.35
    methyl lactate 142.43
    butyl lactate 106.48
    diethyl carbonate 212.05
    propanediol butyl ether 124.94
    triethyl orthoformate 188.85
    p-tert-butyltoluene 95.35
    methyl 4-tert-butylbenzoate 183.21
    morpholine 990.59
    tert-butylamine 241.14
    n-dodecanol 56.86
    dimethoxymethane 418.28
    ethylene carbonate 370.94
    cyrene 207.8
    2-ethoxyethyl acetate 236.47
    2-ethylhexyl acetate 221.56
    1,2,4-trichlorobenzene 421.07
    4-methylpyridine 509.88
    dibutyl ether 164.33
    2,6-dimethyl-4-heptanol 91.4
    DEF 362.83
    dimethyl isosorbide 322.97
    tetrachloroethylene 952.1
    eugenol 173.23
    triacetin 210.83
    span 80 143.43
    1,4-butanediol 105.59
    1,1-dichloroethane 1011.93
    2-methyl-1-pentanol 186.48
    methyl formate 254.95
    2-methyl-1-butanol 225.41
    n-decane 28.68
    butyronitrile 359.17
    3,7-dimethyl-1-octanol 95.97
    1-chlorooctane 100.16
    1-chlorotetradecane 45.65
    n-nonane 28.15
    undecane 22.4
    tert-butylcyclohexane 49.41
    cyclooctane 52.55
    cyclopentanol 292.39
    tetrahydropyran 900.18
    tert-amyl methyl ether 260.21
    2,5,8-trioxanonane 341.8
    1-hexene 138.89
    2-isopropoxyethanol 256.78
    2,2,2-trifluoroethanol 182.31
    methyl butyrate 340.36

    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
Chervil (France) 8000-44-0 Anthriscus cerefolium (L.) Hoffm. (Cerefolium sativum Lam.), fam. Apiaceae 0.1%