(E)-1-(1-Ethoxyethoxy)hex-2-ene

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  • Identifiers

    CAS number
    54484-66-1

    Molecular formula
    C10H20O2

    SMILES
    CCC/C=C/COC(C)OCC

  • Odor profile

    Fragrance
    Green 94.27%
    Fruity 78.46%
    Apple 66.44%
    Vegetable 59.15%
    Fresh 51.97%
    Fatty 46.16%
    Leafy 45.64%
    Tropical 43.93%
    Herbal 43.72%
    Melon 40.41%

     

    Flavor
    Fruity 57.05%
    Green 56.57%
    Tropical 33.05%
    Vegetable 30.82%
    Apple 30.14%
    Ethereal 30.06%
    Fresh 29.27%
    Earthy 26.59%
    Fatty 23.96%
    Pineapple 23.85%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    8.08 (weak base)

    Molecular weight
    172.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    190°C

    Flash point

    • 63.39 ˚C est.

  • Synonyms

    • (E)-1-(1-Ethoxyethoxy)hex-2-ene
    • 54484-66-1
    • EINECS 259-183-2
    • 2-Hexene, 1-(1-ethoxyethoxy)-, (E)-
    • 2-Hexene,1-(1-ethoxyethoxy)-,(E)-(9ci)
    • UMAFJFXCURZISP-BQYQJAHWSA-
    • DTXSID301292916
    • (2E)-1-(1-Ethoxyethoxy)-2-hexene #
    • DB-362259
    • NS00056578
    • ACETALDEHYDE ETHYL TRANS-2-HEXENYL ACETAL
    • InChI=1/C10H20O2/c1-4-6-7-8-9-12-10(3)11-5-2/h7-8,10H,4-6,9H2,1-3H3/b8-7+

  • Applications

    For (E)-1-(1-Ethoxyethoxy)hex-2-ene (CAS 54484-66-1), the molecule combines a vinyl ether function with an acetal-protected side chain, making it a versatile building block in synthesis and materials applications. It is commonly used as an intermediate or acetal-protected fragment in multi-step organic synthesis, enabling selective transformations while safeguarding sensitive functionalities. In polymer and coating technologies, the vinyl ether functionality allows cationic polymerization to form specialty polymers and coatings, with this compound serving as a monomer or co-monomer in vinyl ether–based systems or as a reactive diluent to adjust formulation viscosity. It can also act as a crosslinkable functional monomer in adhesive formulations and protective coatings. Additionally, the acetal-containing fragment offers potential as a protected-diol precursor in carbohydrate- and fine-chemical synthesis, to be deprotected under acidic conditions when needed. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3818.47
    methanol 3197.87
    isopropanol 2908.36
    water 0.98
    ethyl acetate 3053.14
    n-propanol 3009.06
    acetone 3114.71
    n-butanol 3168.4
    acetonitrile 2481.53
    DMF 1940.22
    toluene 1576.04
    isobutanol 2457.45
    1,4-dioxane 4271.13
    methyl acetate 1993.7
    THF 4672.42
    2-butanone 2529.74
    n-pentanol 2160.6
    sec-butanol 3090.11
    n-hexane 2280.01
    ethylene glycol 441.43
    NMP 1963.1
    cyclohexane 3153.47
    DMSO 3259.28
    n-butyl acetate 2711.42
    n-octanol 1108.09
    chloroform 6842.27
    n-propyl acetate 1695.85
    acetic acid 2810.35
    dichloromethane 6168.94
    cyclohexanone 3892.55
    propylene glycol 691.54
    isopropyl acetate 1848.6
    DMAc 1775.5
    2-ethoxyethanol 1849.5
    isopentanol 2581.61
    n-heptane 1162.47
    ethyl formate 1215.25
    1,2-dichloroethane 3821.19
    n-hexanol 2725.17
    2-methoxyethanol 2614.48
    isobutyl acetate 1036.08
    tetrachloromethane 1662.2
    n-pentyl acetate 1434.17
    transcutol 4834.73
    n-heptanol 846.02
    ethylbenzene 816.32
    MIBK 1298.32
    2-propoxyethanol 2445.7
    tert-butanol 3810.7
    MTBE 3846.36
    2-butoxyethanol 1056.99
    propionic acid 1710.8
    o-xylene 923.92
    formic acid 561.53
    diethyl ether 4921.32
    m-xylene 944.1
    p-xylene 1058.16
    chlorobenzene 1668.13
    dimethyl carbonate 447.61
    n-octane 336.1
    formamide 626.69
    cyclopentanone 2701.93
    2-pentanone 2416.62
    anisole 1135.4
    cyclopentyl methyl ether 3154.65
    gamma-butyrolactone 2352.82
    1-methoxy-2-propanol 1937.29
    pyridine 2960.25
    3-pentanone 1857.32
    furfural 1723.67
    n-dodecane 194.54
    diethylene glycol 1273.2
    diisopropyl ether 1347.23
    tert-amyl alcohol 3363.48
    acetylacetone 1865.97
    n-hexadecane 219.63
    acetophenone 930.04
    methyl propionate 1654.01
    isopentyl acetate 2087.57
    trichloroethylene 5345.84
    n-nonanol 913.26
    cyclohexanol 3594.15
    benzyl alcohol 929.13
    2-ethylhexanol 1773.55
    isooctanol 716.32
    dipropyl ether 2481.18
    1,2-dichlorobenzene 1409.16
    ethyl lactate 562.29
    propylene carbonate 1389.51
    n-methylformamide 962.61
    2-pentanol 2549.2
    n-pentane 1729.17
    1-propoxy-2-propanol 1965.82
    1-methoxy-2-propyl acetate 1516.59
    2-(2-methoxypropoxy) propanol 1024.47
    mesitylene 653.18
    ε-caprolactone 2869.12
    p-cymene 599.38
    epichlorohydrin 3088.27
    1,1,1-trichloroethane 4022.9
    2-aminoethanol 1023.34
    morpholine-4-carbaldehyde 2025.77
    sulfolane 2732.89
    2,2,4-trimethylpentane 564.57
    2-methyltetrahydrofuran 4927.22
    n-hexyl acetate 1913.42
    isooctane 373.78
    2-(2-butoxyethoxy)ethanol 1434.68
    sec-butyl acetate 1229.69
    tert-butyl acetate 1806.98
    decalin 781.6
    glycerin 747.9
    diglyme 2365.1
    acrylic acid 1196.8
    isopropyl myristate 674.81
    n-butyric acid 3077.52
    acetyl acetate 1629.95
    di(2-ethylhexyl) phthalate 516.04
    ethyl propionate 1361.66
    nitromethane 2530.49
    1,2-diethoxyethane 2836.49
    benzonitrile 1295.31
    trioctyl phosphate 409.09
    1-bromopropane 4007.88
    gamma-valerolactone 2636.26
    n-decanol 632.77
    triethyl phosphate 604.65
    4-methyl-2-pentanol 1121.22
    propionitrile 2057.65
    vinylene carbonate 1179.28
    1,1,2-trichlorotrifluoroethane 2244.15
    DMS 965.06
    cumene 539.81
    2-octanol 731.59
    2-hexanone 1759.48
    octyl acetate 801.49
    limonene 1243.22
    1,2-dimethoxyethane 2942.36
    ethyl orthosilicate 701.24
    tributyl phosphate 590.34
    diacetone alcohol 1362.13
    N,N-dimethylaniline 785.97
    acrylonitrile 1656.24
    aniline 1567.89
    1,3-propanediol 1527.98
    bromobenzene 2019.96
    dibromomethane 5131.49
    1,1,2,2-tetrachloroethane 5001.49
    2-methyl-cyclohexyl acetate 1110.29
    tetrabutyl urea 693.1
    diisobutyl methanol 811.3
    2-phenylethanol 1008.34
    styrene 1066.82
    dioctyl adipate 890.43
    dimethyl sulfate 706.82
    ethyl butyrate 1663.77
    methyl lactate 589.32
    butyl lactate 813.59
    diethyl carbonate 920.4
    propanediol butyl ether 990.63
    triethyl orthoformate 1135.21
    p-tert-butyltoluene 578.42
    methyl 4-tert-butylbenzoate 794.7
    morpholine 4899.73
    tert-butylamine 3073.48
    n-dodecanol 498.02
    dimethoxymethane 1590.06
    ethylene carbonate 1194.75
    cyrene 726.71
    2-ethoxyethyl acetate 1372.39
    2-ethylhexyl acetate 1740.7
    1,2,4-trichlorobenzene 1523.63
    4-methylpyridine 2817.08
    dibutyl ether 2216.22
    2,6-dimethyl-4-heptanol 811.3
    DEF 2368.75
    dimethyl isosorbide 1450.83
    tetrachloroethylene 3358.74
    eugenol 696.74
    triacetin 1267.29
    span 80 1114.5
    1,4-butanediol 684.82
    1,1-dichloroethane 4193.68
    2-methyl-1-pentanol 1892.18
    methyl formate 672.75
    2-methyl-1-butanol 2758.91
    n-decane 367.24
    butyronitrile 2613.0
    3,7-dimethyl-1-octanol 1126.47
    1-chlorooctane 1054.3
    1-chlorotetradecane 378.98
    n-nonane 431.1
    undecane 246.65
    tert-butylcyclohexane 635.41
    cyclooctane 817.65
    cyclopentanol 2527.37
    tetrahydropyran 6401.12
    tert-amyl methyl ether 2667.89
    2,5,8-trioxanonane 1586.64
    1-hexene 3732.86
    2-isopropoxyethanol 1411.16
    2,2,2-trifluoroethanol 611.32
    methyl butyrate 1819.74

    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