Benzene, 1-ethoxy-2-(2-propenyloxy)-

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  • Identifiers

    CAS number
    1666-74-6

    Molecular formula
    C11H14O2

    SMILES
    CCOC1=CC=CC=C1OCC=C

  • Odor profile

    Fragrance
    Sweet 74.15%
    Spicy 61.37%
    Vanilla 52.66%
    Floral 48.16%
    Anisic 45.22%
    Fruity 42.79%
    Woody 39.04%
    Herbal 37.87%
    Balsamic 35.92%
    Phenolic 35.11%

     

    Flavor
    Sweet 67.05%
    Fruity 52.91%
    Floral 49.16%
    Vanilla 47.03%
    Spicy 43.57%
    Balsam 40.08%
    Bitter 38.33%
    Chocolate 36.94%
    Creamy 35.95%
    Green 31.77%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    7.38 (neutral)

    Molecular weight
    178.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    252°C

    Flash point

    • 87.81 ˚C est.

  • Synonyms

    • o-(Allyloxy)phenetole
    • 1666-74-6
    • 1-ethoxy-2-prop-2-enoxybenzene
    • Benzene, 1-ethoxy-2-(2-propenyloxy)-
    • allyl o-ethoxyphenyl ether
    • 1-(allyloxy)-2-ethoxybenzene
    • 1-allyloxy-2-ethoxybenzene
    • allyl (2-ethoxyphenyl) ether
    • EINECS 216-781-8
    • CHEMBL2252449
    • SCHEMBL11755537
    • DTXSID00168134
    • UCMXTTKAPKCTNV-UHFFFAOYSA-N
    • (2-ethoxyphenyl) (2-propenyl) ether
    • NS00025452
    • InChI=1/C11H14O2/c1-3-9-13-11-8-6-5-7-10(11)12-4-2/h3,5-8H,1,4,9H2,2H

  • Applications

    Benzene, 1-ethoxy-2-(2-propenyloxy)- (CAS 1666-74-6) is an aromatic ether that serves mainly as an industrial intermediate and solvent; it can function as a building block for synthesizing related aromatic ethers and as a processing solvent in coatings, inks, and adhesives. The allyl (2-propenyloxy) functionality provides potential for further functionalization, making it suitable as a reactive diluent or co-monomer in UV-curable coatings and polymer formulations. It may also be evaluated as a fragrance component or intermediate in fragrance chemistry, depending on formulation constraints. Additionally, it can act as a solvent for cleaning applications and as a processing solvent in electronics-related coatings or photoresist formulations, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 917.58
    methanol 851.46
    isopropanol 616.95
    water 0.7
    ethyl acetate 2150.92
    n-propanol 705.16
    acetone 2593.85
    n-butanol 712.47
    acetonitrile 1967.45
    DMF 1420.62
    toluene 796.36
    isobutanol 559.41
    1,4-dioxane 2117.9
    methyl acetate 1824.04
    THF 2303.75
    2-butanone 1614.5
    n-pentanol 577.34
    sec-butanol 644.04
    n-hexane 363.66
    ethylene glycol 188.5
    NMP 1279.63
    cyclohexane 938.25
    DMSO 2185.2
    n-butyl acetate 1927.38
    n-octanol 515.15
    chloroform 5651.73
    n-propyl acetate 1415.93
    acetic acid 1609.34
    dichloromethane 6860.82
    cyclohexanone 2170.59
    propylene glycol 213.69
    isopropyl acetate 925.77
    DMAc 1184.41
    2-ethoxyethanol 819.74
    isopentanol 592.05
    n-heptane 370.84
    ethyl formate 1384.09
    1,2-dichloroethane 4092.08
    n-hexanol 730.98
    2-methoxyethanol 1053.42
    isobutyl acetate 713.3
    tetrachloromethane 967.68
    n-pentyl acetate 777.53
    transcutol 2263.72
    n-heptanol 338.0
    ethylbenzene 566.99
    MIBK 633.63
    2-propoxyethanol 924.22
    tert-butanol 792.45
    MTBE 932.03
    2-butoxyethanol 510.41
    propionic acid 907.54
    o-xylene 475.07
    formic acid 259.18
    diethyl ether 1616.2
    m-xylene 473.44
    p-xylene 730.7
    chlorobenzene 1638.83
    dimethyl carbonate 654.82
    n-octane 159.88
    formamide 543.24
    cyclopentanone 2030.11
    2-pentanone 1292.73
    anisole 1001.69
    cyclopentyl methyl ether 1131.76
    gamma-butyrolactone 2243.31
    1-methoxy-2-propanol 706.72
    pyridine 2277.2
    3-pentanone 1105.92
    furfural 1939.21
    n-dodecane 119.97
    diethylene glycol 578.62
    diisopropyl ether 427.91
    tert-amyl alcohol 705.6
    acetylacetone 1436.96
    n-hexadecane 136.35
    acetophenone 887.33
    methyl propionate 1315.44
    isopentyl acetate 1169.63
    trichloroethylene 6125.44
    n-nonanol 439.66
    cyclohexanol 918.52
    benzyl alcohol 621.15
    2-ethylhexanol 568.18
    isooctanol 291.09
    dipropyl ether 1098.22
    1,2-dichlorobenzene 1397.51
    ethyl lactate 435.12
    propylene carbonate 1590.65
    n-methylformamide 845.49
    2-pentanol 512.82
    n-pentane 288.54
    1-propoxy-2-propanol 731.82
    1-methoxy-2-propyl acetate 942.29
    2-(2-methoxypropoxy) propanol 559.66
    mesitylene 338.32
    ε-caprolactone 1659.6
    p-cymene 388.64
    epichlorohydrin 2879.14
    1,1,1-trichloroethane 3140.81
    2-aminoethanol 307.69
    morpholine-4-carbaldehyde 1259.34
    sulfolane 2268.9
    2,2,4-trimethylpentane 126.13
    2-methyltetrahydrofuran 1740.04
    n-hexyl acetate 1169.05
    isooctane 99.37
    2-(2-butoxyethoxy)ethanol 760.8
    sec-butyl acetate 703.88
    tert-butyl acetate 800.0
    decalin 271.82
    glycerin 280.99
    diglyme 1588.51
    acrylic acid 786.39
    isopropyl myristate 462.89
    n-butyric acid 1319.34
    acetyl acetate 1373.36
    di(2-ethylhexyl) phthalate 326.93
    ethyl propionate 1159.65
    nitromethane 2730.03
    1,2-diethoxyethane 1464.43
    benzonitrile 1161.87
    trioctyl phosphate 274.61
    1-bromopropane 2123.14
    gamma-valerolactone 1755.39
    n-decanol 332.9
    triethyl phosphate 477.13
    4-methyl-2-pentanol 282.94
    propionitrile 1320.2
    vinylene carbonate 1503.75
    1,1,2-trichlorotrifluoroethane 1479.3
    DMS 928.1
    cumene 346.88
    2-octanol 313.54
    2-hexanone 1068.96
    octyl acetate 570.7
    limonene 580.83
    1,2-dimethoxyethane 1812.71
    ethyl orthosilicate 453.75
    tributyl phosphate 411.27
    diacetone alcohol 616.64
    N,N-dimethylaniline 566.85
    acrylonitrile 1536.66
    aniline 738.3
    1,3-propanediol 497.31
    bromobenzene 2057.34
    dibromomethane 4515.38
    1,1,2,2-tetrachloroethane 4479.99
    2-methyl-cyclohexyl acetate 698.77
    tetrabutyl urea 468.16
    diisobutyl methanol 331.33
    2-phenylethanol 612.14
    styrene 864.35
    dioctyl adipate 632.29
    dimethyl sulfate 829.77
    ethyl butyrate 1320.76
    methyl lactate 431.52
    butyl lactate 474.29
    diethyl carbonate 989.75
    propanediol butyl ether 459.23
    triethyl orthoformate 730.87
    p-tert-butyltoluene 356.38
    methyl 4-tert-butylbenzoate 582.61
    morpholine 1932.03
    tert-butylamine 604.89
    n-dodecanol 276.41
    dimethoxymethane 1275.08
    ethylene carbonate 1340.19
    cyrene 471.01
    2-ethoxyethyl acetate 904.88
    2-ethylhexyl acetate 980.03
    1,2,4-trichlorobenzene 1502.77
    4-methylpyridine 1762.5
    dibutyl ether 960.41
    2,6-dimethyl-4-heptanol 331.33
    DEF 1345.69
    dimethyl isosorbide 908.02
    tetrachloroethylene 3015.04
    eugenol 527.62
    triacetin 853.55
    span 80 496.78
    1,4-butanediol 269.43
    1,1-dichloroethane 3461.93
    2-methyl-1-pentanol 516.74
    methyl formate 1008.19
    2-methyl-1-butanol 560.98
    n-decane 189.05
    butyronitrile 1337.53
    3,7-dimethyl-1-octanol 464.82
    1-chlorooctane 607.55
    1-chlorotetradecane 261.16
    n-nonane 209.7
    undecane 144.32
    tert-butylcyclohexane 211.02
    cyclooctane 282.42
    cyclopentanol 849.93
    tetrahydropyran 2292.77
    tert-amyl methyl ether 681.79
    2,5,8-trioxanonane 1031.95
    1-hexene 795.75
    2-isopropoxyethanol 596.28
    2,2,2-trifluoroethanol 437.58
    methyl butyrate 1573.0

    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