Ethyl 2-methyl-2-pentenoate, (2E)-

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  • Identifiers

    CAS number
    1617-40-9

    Molecular formula
    C8H14O2

    SMILES
    CC/C=C(\C)/C(=O)OCC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 95.58%
    Green 76.6%
    Sweet 66.55%
    Apple 64.47%
    Pineapple 51.69%
    Tropical 47.12%
    Ethereal 45.98%
    Banana 44.68%
    Winey 43.45%
    Rummy 43.36%

     

    Flavor
    Fruity 81.42%
    Sweet 48.73%
    Floral 44.91%
    Berry 44.5%
    Tropical 38.35%
    Green 37.38%
    Spicy 37.36%
    Apple 32.97%
    Rose 30.56%
    Fruit 27.11%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    8.63 (weak base)

    Molecular weight
    142.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    169°C

    Flash point

    • 50.82 ˚C est.

    Solubility expt.

    • Slightly soluble in water; soluble in non-polar solvents
    • Soluble (in ethanol)

  • Synonyms

    • ethyl (E)-2-methylpent-2-enoate
    • 1617-40-9
    • 2-Pentenoic acid, 2-methyl-, ethyl ester
    • ethyl 2-methyl-2-pentenoate
    • Ethyl 2-methylpent-2-en-1-oate
    • Ethyl trans-2-methyl-2-pentenoate
    • 58625-96-0
    • Q01A9HRA5X
    • Ethyl (E)-2-methylpent-2-en-1-oate
    • Ethyl 2-methyl-2-pentenoate, (2E)-
    • ETHYL (2E)-2-METHYLPENT-2-ENOATE
    • ethyl (E)-2-methyl-2-pentenoate
    • ethyl (2E)-2-methyl-2-pentenoate
    • EINECS 216-574-2
    • EINECS 261-367-2
    • FEMA NO. 4290
    • DTXSID101301931
    • ETHYL 2-METHYL-2-PENTENOATE, TRANS-
    • ETHYL TRANS-2-METHYL-2-PENTENOATE [FHFI]
    • 2-Pentenoic acid, 2-methyl-, ethyl ester, (E)-
    • 2-PENTENOIC ACID, 2-METHYL-, ETHYL ESTER, (2E)-
    • ethyl 2-methylpent-2-enoate
    • UNII-Q01A9HRA5X
    • DTXSID6074962
    • SCHEMBL134789
    • DTXCID6042448
    • ethyl 2-methyl-2(E)-pentenoate
    • DTXCID00212681
    • CHEBI:180291
    • (2E)-ethyl 2-methyl-2-pentenoate
    • LMFA07010885
    • AKOS006237400
    • (E)-2-methyl-pent-2-enoic acid ethyl ester
    • NS00082049
    • Q27286829
    • 261-367-2

  • Applications

    Ethyl 2-methyl-2-pentenoate, (2E), CAS 1617-40-9, is primarily used as an intermediate in fragrance and flavor chemistry, providing a conjugated ester scaffold for the synthesis of aroma materials and flavor esters in perfumery and food science. It is commonly evaluated as a synthetic intermediate in pharmaceutical and fine-chemical routes, enabling conjugated ester motifs and Michael-acceptor chemistry. In industrial manufacturing, it can act as a reactive intermediate for the production of specialty esters, resins, and coatings, and may be used in polymer and adhesive formulations. In cosmetics/personal care, it may be incorporated as a fragrance precursor or odor-active component, subject to formulation and regulatory limits. It may also find use in research and development contexts for aroma compound discovery and polymer chemistry.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3496.57
    methanol 4410.18
    isopropanol 3203.65
    water 5.64
    ethyl acetate 1976.94
    n-propanol 2961.49
    acetone 2805.74
    n-butanol 2969.23
    acetonitrile 3418.01
    DMF 3337.8
    toluene 1483.01
    isobutanol 2511.81
    1,4-dioxane 3611.75
    methyl acetate 2004.0
    THF 3153.29
    2-butanone 2409.49
    n-pentanol 2480.72
    sec-butanol 3014.82
    n-hexane 937.41
    ethylene glycol 551.73
    NMP 2561.04
    cyclohexane 1179.45
    DMSO 2214.49
    n-butyl acetate 2077.84
    n-octanol 1513.56
    chloroform 8232.1
    n-propyl acetate 1576.58
    acetic acid 3011.12
    dichloromethane 6879.47
    cyclohexanone 3285.43
    propylene glycol 774.33
    isopropyl acetate 1160.6
    DMAc 2357.02
    2-ethoxyethanol 2138.73
    isopentanol 2507.63
    n-heptane 451.54
    ethyl formate 1737.78
    1,2-dichloroethane 3725.23
    n-hexanol 2358.17
    2-methoxyethanol 2869.43
    isobutyl acetate 916.98
    tetrachloromethane 1749.12
    n-pentyl acetate 1383.69
    transcutol 3481.65
    n-heptanol 1242.18
    ethylbenzene 1061.86
    MIBK 1131.85
    2-propoxyethanol 2396.83
    tert-butanol 3711.05
    MTBE 2709.32
    2-butoxyethanol 1496.85
    propionic acid 1940.71
    o-xylene 964.91
    formic acid 840.59
    diethyl ether 2625.86
    m-xylene 935.44
    p-xylene 1474.86
    chlorobenzene 2313.69
    dimethyl carbonate 612.6
    n-octane 246.19
    formamide 1084.8
    cyclopentanone 2809.99
    2-pentanone 1941.36
    anisole 1623.31
    cyclopentyl methyl ether 1876.1
    gamma-butyrolactone 3005.02
    1-methoxy-2-propanol 1921.47
    pyridine 3480.83
    3-pentanone 1486.25
    furfural 2931.2
    n-dodecane 190.89
    diethylene glycol 1352.12
    diisopropyl ether 774.92
    tert-amyl alcohol 3283.68
    acetylacetone 1497.18
    n-hexadecane 215.81
    acetophenone 1419.71
    methyl propionate 1410.63
    isopentyl acetate 1671.55
    trichloroethylene 6905.25
    n-nonanol 1186.69
    cyclohexanol 2746.64
    benzyl alcohol 1422.56
    2-ethylhexanol 1404.45
    isooctanol 983.12
    dipropyl ether 1226.7
    1,2-dichlorobenzene 1959.33
    ethyl lactate 636.02
    propylene carbonate 1810.44
    n-methylformamide 2089.95
    2-pentanol 2150.5
    n-pentane 757.29
    1-propoxy-2-propanol 1631.52
    1-methoxy-2-propyl acetate 1077.08
    2-(2-methoxypropoxy) propanol 1010.41
    mesitylene 638.94
    ε-caprolactone 2603.91
    p-cymene 626.86
    epichlorohydrin 3580.32
    1,1,1-trichloroethane 3901.87
    2-aminoethanol 1247.83
    morpholine-4-carbaldehyde 2473.9
    sulfolane 2943.97
    2,2,4-trimethylpentane 378.38
    2-methyltetrahydrofuran 3136.89
    n-hexyl acetate 2059.22
    isooctane 270.23
    2-(2-butoxyethoxy)ethanol 1365.3
    sec-butyl acetate 962.26
    tert-butyl acetate 1244.77
    decalin 474.58
    glycerin 858.31
    diglyme 2477.07
    acrylic acid 1706.52
    isopropyl myristate 673.14
    n-butyric acid 2590.43
    acetyl acetate 1084.63
    di(2-ethylhexyl) phthalate 560.55
    ethyl propionate 1253.57
    nitromethane 3481.2
    1,2-diethoxyethane 1794.27
    benzonitrile 2430.55
    trioctyl phosphate 485.27
    1-bromopropane 2923.12
    gamma-valerolactone 3280.69
    n-decanol 795.71
    triethyl phosphate 545.82
    4-methyl-2-pentanol 1098.06
    propionitrile 2885.5
    vinylene carbonate 1910.18
    1,1,2-trichlorotrifluoroethane 2292.73
    DMS 966.5
    cumene 721.46
    2-octanol 1098.91
    2-hexanone 1744.26
    octyl acetate 921.74
    limonene 921.55
    1,2-dimethoxyethane 3277.49
    ethyl orthosilicate 558.92
    tributyl phosphate 585.4
    diacetone alcohol 1250.04
    N,N-dimethylaniline 1133.97
    acrylonitrile 3046.81
    aniline 1626.38
    1,3-propanediol 1829.54
    bromobenzene 2533.29
    dibromomethane 4818.96
    1,1,2,2-tetrachloroethane 5372.33
    2-methyl-cyclohexyl acetate 940.79
    tetrabutyl urea 728.51
    diisobutyl methanol 697.18
    2-phenylethanol 1314.12
    styrene 1427.03
    dioctyl adipate 821.25
    dimethyl sulfate 841.11
    ethyl butyrate 1251.28
    methyl lactate 668.37
    butyl lactate 925.9
    diethyl carbonate 898.73
    propanediol butyl ether 1294.51
    triethyl orthoformate 786.1
    p-tert-butyltoluene 602.09
    methyl 4-tert-butylbenzoate 1052.67
    morpholine 4070.29
    tert-butylamine 2893.34
    n-dodecanol 581.07
    dimethoxymethane 1664.75
    ethylene carbonate 1578.61
    cyrene 837.19
    2-ethoxyethyl acetate 1245.23
    2-ethylhexyl acetate 1305.12
    1,2,4-trichlorobenzene 1973.69
    4-methylpyridine 3570.74
    dibutyl ether 1425.45
    2,6-dimethyl-4-heptanol 697.18
    DEF 2319.06
    dimethyl isosorbide 1378.93
    tetrachloroethylene 3695.86
    eugenol 1120.72
    triacetin 1065.32
    span 80 1014.4
    1,4-butanediol 989.28
    1,1-dichloroethane 4413.38
    2-methyl-1-pentanol 2250.95
    methyl formate 1515.64
    2-methyl-1-butanol 2597.6
    n-decane 331.11
    butyronitrile 3409.05
    3,7-dimethyl-1-octanol 1166.33
    1-chlorooctane 1081.3
    1-chlorotetradecane 404.58
    n-nonane 359.81
    undecane 239.68
    tert-butylcyclohexane 475.71
    cyclooctane 347.41
    cyclopentanol 2427.97
    tetrahydropyran 4024.7
    tert-amyl methyl ether 1962.18
    2,5,8-trioxanonane 1528.71
    1-hexene 2248.35
    2-isopropoxyethanol 1429.09
    2,2,2-trifluoroethanol 705.74
    methyl butyrate 1899.35

    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