Methyl 5-octenoate, (5Z)-

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  • Identifiers

    CAS number
    41654-15-3

    Molecular formula
    C9H16O2

    SMILES
    CC/C=C\CCCC(=O)OC

  • Odor profile

    Fragrance
    Green 92.06%
    Fruity 90.54%
    Tropical 64.27%
    Pear 63.5%
    Waxy 63.26%
    Melon 61.29%
    Fatty 56.33%
    Apple 55.54%
    Sweet 51.93%
    Fresh 51.02%

     

    Flavor
    Fruity 56.85%
    Green 39.2%
    Waxy 38.53%
    Pear 33.84%
    Tropical 33.63%
    Fresh 32.54%
    Floral 32.01%
    Apple 30.41%
    Melon 26.61%
    Oily 26.32%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    8.59 (weak base)

    Molecular weight
    156.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    194°C

    Flash point

    • 72.51 ˚C est.

    Solubility expt.

    • Soluble in fat; slightly soluble in water
    • Soluble (in ethanol)

  • Synonyms

    • 5-Octenoic acid, methyl ester, (5Z)-
    • 41654-15-3
    • Methyl (Z)-oct-5-enoate
    • Methyl 5Z-octenoate
    • methyl (Z)-5-octenoate
    • Methyl 5-octenoate, (5Z)-
    • FEMA No. 4165
    • Methyl cis-5-octenoate [FHFI]
    • OZK77KWP2S
    • 5-Octenoic acid, methyl ester, (Z)-
    • UNII-OZK77KWP2S
    • DTXSID40885732
    • METHYL 5-OCTENOATE, CIS-
    • METHYL CIS-5-OCTENOATE
    • Methyl (5Z)-5-octenoate
    • (5Z)-methyl 5-octenoate
    • SCHEMBL12923814
    • DTXCID601025095
    • DB-370639
    • Q27285933
    • 639-102-0
    • Guavanate

  • Applications

    Methyl (Z)-5-octenoate, CAS 41654-15-3, also known as methyl cis-5-octenoate, is an unsaturated straight-chain ester widely used in the flavour and fragrance industry to deliver fresh green, tropical fruity and marine waxy notes to perfumes, soaps, deodorants and baked goods, while serving as a key intermediate for the synthesis of pineapple-, peach- and banana-like alkylates and insect pheromone blends (notably for moths, fruit flies and weevils) employed in eco-friendly trapping systems; in oenology and food science it acts as an aroma modifier for wines and beverages, and in research and organic synthesis its reactive cis double bond and ester group make it a versatile building block for metathesis, epoxidation, Suzuki cross-coupling and other transformations leading to pharmaceuticals, specialty surfactants, functional polymers, bio-based coatings, as well as a GC-MS reference standard for unsaturated fatty acids and related esters.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2493.51
    methanol 2705.63
    isopropanol 2017.48
    water 0.32
    ethyl acetate 1895.14
    n-propanol 1761.64
    acetone 3361.04
    n-butanol 1559.39
    acetonitrile 2299.47
    DMF 2918.27
    toluene 819.65
    isobutanol 1270.85
    1,4-dioxane 2566.26
    methyl acetate 1543.4
    THF 3124.4
    2-butanone 2197.04
    n-pentanol 1221.47
    sec-butanol 1639.14
    n-hexane 423.5
    ethylene glycol 271.64
    NMP 2236.28
    cyclohexane 375.67
    DMSO 4116.53
    n-butyl acetate 1346.43
    n-octanol 444.62
    chloroform 3518.45
    n-propyl acetate 1219.43
    acetic acid 1964.44
    dichloromethane 3470.06
    cyclohexanone 2492.21
    propylene glycol 515.8
    isopropyl acetate 1081.38
    DMAc 1710.29
    2-ethoxyethanol 1445.06
    isopentanol 1367.45
    n-heptane 117.08
    ethyl formate 858.05
    1,2-dichloroethane 2334.22
    n-hexanol 983.33
    2-methoxyethanol 2032.36
    isobutyl acetate 671.2
    tetrachloromethane 593.62
    n-pentyl acetate 707.82
    transcutol 4892.46
    n-heptanol 359.1
    ethylbenzene 461.88
    MIBK 904.09
    2-propoxyethanol 1380.76
    tert-butanol 2572.03
    MTBE 2135.53
    2-butoxyethanol 671.45
    propionic acid 1340.96
    o-xylene 459.47
    formic acid 445.0
    diethyl ether 2380.96
    m-xylene 540.36
    p-xylene 533.46
    chlorobenzene 1039.3
    dimethyl carbonate 373.24
    n-octane 47.13
    formamide 705.24
    cyclopentanone 2709.13
    2-pentanone 1844.63
    anisole 893.47
    cyclopentyl methyl ether 1721.83
    gamma-butyrolactone 2610.22
    1-methoxy-2-propanol 1606.17
    pyridine 2117.16
    3-pentanone 1234.27
    furfural 1729.83
    n-dodecane 34.68
    diethylene glycol 856.99
    diisopropyl ether 515.69
    tert-amyl alcohol 1980.56
    acetylacetone 1495.59
    n-hexadecane 40.96
    acetophenone 753.32
    methyl propionate 1222.3
    isopentyl acetate 1064.48
    trichloroethylene 3802.76
    n-nonanol 362.2
    cyclohexanol 1425.42
    benzyl alcohol 713.96
    2-ethylhexanol 573.29
    isooctanol 309.03
    dipropyl ether 716.24
    1,2-dichlorobenzene 890.38
    ethyl lactate 385.31
    propylene carbonate 1137.18
    n-methylformamide 1287.01
    2-pentanol 1203.63
    n-pentane 244.75
    1-propoxy-2-propanol 1016.11
    1-methoxy-2-propyl acetate 955.26
    2-(2-methoxypropoxy) propanol 773.12
    mesitylene 336.03
    ε-caprolactone 1826.15
    p-cymene 222.86
    epichlorohydrin 2726.93
    1,1,1-trichloroethane 2185.63
    2-aminoethanol 779.59
    morpholine-4-carbaldehyde 1798.83
    sulfolane 3040.81
    2,2,4-trimethylpentane 126.95
    2-methyltetrahydrofuran 3004.48
    n-hexyl acetate 966.48
    isooctane 96.57
    2-(2-butoxyethoxy)ethanol 1095.16
    sec-butyl acetate 779.49
    tert-butyl acetate 1165.8
    decalin 180.34
    glycerin 570.91
    diglyme 1818.81
    acrylic acid 1014.92
    isopropyl myristate 323.02
    n-butyric acid 1874.0
    acetyl acetate 858.0
    di(2-ethylhexyl) phthalate 294.74
    ethyl propionate 958.06
    nitromethane 2659.2
    1,2-diethoxyethane 1575.75
    benzonitrile 1011.65
    trioctyl phosphate 209.04
    1-bromopropane 1784.94
    gamma-valerolactone 2381.01
    n-decanol 254.83
    triethyl phosphate 302.19
    4-methyl-2-pentanol 547.72
    propionitrile 1539.43
    vinylene carbonate 971.03
    1,1,2-trichlorotrifluoroethane 1755.76
    DMS 674.77
    cumene 287.92
    2-octanol 298.21
    2-hexanone 1317.34
    octyl acetate 407.29
    limonene 383.07
    1,2-dimethoxyethane 2053.72
    ethyl orthosilicate 314.37
    tributyl phosphate 313.9
    diacetone alcohol 1179.66
    N,N-dimethylaniline 561.17
    acrylonitrile 1752.88
    aniline 1084.25
    1,3-propanediol 1072.14
    bromobenzene 1179.02
    dibromomethane 2590.52
    1,1,2,2-tetrachloroethane 3195.18
    2-methyl-cyclohexyl acetate 559.4
    tetrabutyl urea 393.59
    diisobutyl methanol 310.4
    2-phenylethanol 590.04
    styrene 655.48
    dioctyl adipate 486.07
    dimethyl sulfate 678.06
    ethyl butyrate 777.37
    methyl lactate 492.94
    butyl lactate 553.29
    diethyl carbonate 468.99
    propanediol butyl ether 788.57
    triethyl orthoformate 474.58
    p-tert-butyltoluene 217.55
    methyl 4-tert-butylbenzoate 550.39
    morpholine 3392.18
    tert-butylamine 1688.1
    n-dodecanol 187.97
    dimethoxymethane 1325.22
    ethylene carbonate 805.12
    cyrene 623.8
    2-ethoxyethyl acetate 955.09
    2-ethylhexyl acetate 815.44
    1,2,4-trichlorobenzene 1008.64
    4-methylpyridine 2102.59
    dibutyl ether 762.1
    2,6-dimethyl-4-heptanol 310.4
    DEF 1877.1
    dimethyl isosorbide 1096.77
    tetrachloroethylene 1955.35
    eugenol 588.72
    triacetin 790.69
    span 80 687.64
    1,4-butanediol 455.98
    1,1-dichloroethane 2613.7
    2-methyl-1-pentanol 1084.54
    methyl formate 774.6
    2-methyl-1-butanol 1294.83
    n-decane 63.44
    butyronitrile 1677.18
    3,7-dimethyl-1-octanol 463.03
    1-chlorooctane 326.02
    1-chlorotetradecane 113.37
    n-nonane 67.15
    undecane 44.83
    tert-butylcyclohexane 172.24
    cyclooctane 101.08
    cyclopentanol 1455.57
    tetrahydropyran 3211.23
    tert-amyl methyl ether 1294.8
    2,5,8-trioxanonane 1184.72
    1-hexene 1249.21
    2-isopropoxyethanol 1013.52
    2,2,2-trifluoroethanol 418.77
    methyl butyrate 1344.3

    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