Hex-3-en-1-yl methyl carbonate, (3Z)-

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  • Identifiers

    CAS number
    67633-96-9

    Molecular formula
    C8H14O3

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

  • Odor profile

    Green 93.02%
    Floral 64.74%
    Fruity 61.99%
    Fresh 60.4%
    Apple 60.31%
    Leafy 54.53%
    Waxy 53.11%
    Melon 46.02%
    Violet 42.83%
    Sweet 42.68%

    Scent© AI

  • Properties

    XLogP3-AA
    2.3

    Molecular weight
    158.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    205°C

    Flash point est.
    66.68 ˚C

  • Synonyms

    • 67633-96-9
    • 3-cis-Hexenyl methyl carbonate
    • (3Z)-Hex-3-en-1-yl methyl carbonate
    • LIFFAROME
    • (Z)-Hex-3-en-1-yl methyl carbonate
    • CIS-3-HEXENYL METHYL CARBONATE
    • cis-3-hexenyl methylcarbonate
    • [(Z)-hex-3-enyl] methyl carbonate
    • LEAFAROME
    • LEAFOVERT
    • WEC5YY1PGT
    • Carbonic acid, 3-hexenyl methyl ester, (Z)-
    • DTXSID3052353
    • CHEBI:132845
    • Carbonic acid, (3Z)-3-hexen-1-yl methyl ester
    • cis-Hex-3-en-1-yl methyl carbonate
    • Hex-3-en-1-yl methyl carbonate, (3Z)-
    • Carbonic acid, (3Z)-3-hexenyl methyl ester
    • EINECS 266-797-4
    • 3Z-Hexenly Methyl Carbonate
    • cis-3-Hexenyl methoxy formate
    • SCHEMBL166677
    • DTXCID3030925
    • (3Z)-hex-3-enyl methyl carbonate
    • (3Z)-3-Hexenyl methyl carbonate #
    • AKOS006275149
    • FH151151
    • NS00012586

  • Applications

    As a key “green leaf” ingredient, cis-3-Hexenyl methyl carbonate (CAS 67633-96-9) is widely used in flavour and fragrance industries to add fresh-cut grass, cucumber, green apple, pear and tropical fruit notes; because it is more stable and softer than cis-3-hexenol, it is preferred in fine perfumes, deodorants, scented candles, air fresheners, household cleaners, detergents, shampoos, lotions, lip balms, chewing gum, beverages, yogurts, sports drinks and tobacco flavours; the molecule is also present in bio-bait and insect attractant formulations; typical dosages are in the ppm range owing to its low odour threshold, enabling manufacturers to build natural “green” freshness, extend flavour longevity, mask off-notes and improve the overall sensory appeal of finished goods.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2012.43
    methanol 2336.15
    isopropanol 1572.03
    water 0.77
    ethyl acetate 1745.32
    n-propanol 1455.01
    acetone 3026.57
    n-butanol 1314.56
    acetonitrile 1853.32
    DMF 5127.29
    toluene 730.61
    isobutanol 1129.33
    1,4-dioxane 2042.37
    methyl acetate 1425.81
    THF 3063.26
    2-butanone 1997.79
    n-pentanol 1053.13
    sec-butanol 1479.5
    n-hexane 209.46
    ethylene glycol 350.86
    NMP 3441.46
    cyclohexane 179.81
    DMSO 6100.67
    n-butyl acetate 1138.62
    n-octanol 323.41
    chloroform 2767.73
    n-propyl acetate 1119.66
    acetic acid 2507.46
    dichloromethane 3156.56
    cyclohexanone 2143.76
    propylene glycol 474.73
    isopropyl acetate 1080.14
    DMAc 2777.67
    2-ethoxyethanol 1503.63
    isopentanol 1198.74
    n-heptane 56.34
    ethyl formate 900.43
    1,2-dichloroethane 2645.76
    n-hexanol 715.44
    2-methoxyethanol 2395.45
    isobutyl acetate 613.75
    tetrachloromethane 393.63
    n-pentyl acetate 624.43
    transcutol 3805.87
    n-heptanol 300.32
    ethylbenzene 418.9
    MIBK 1036.06
    2-propoxyethanol 1244.0
    tert-butanol 2162.81
    MTBE 1899.87
    2-butoxyethanol 643.44
    propionic acid 1420.83
    o-xylene 465.08
    formic acid 807.43
    diethyl ether 1850.44
    m-xylene 536.31
    p-xylene 493.25
    chlorobenzene 952.11
    dimethyl carbonate 592.96
    n-octane 29.97
    formamide 1481.02
    cyclopentanone 2881.26
    2-pentanone 1851.67
    anisole 924.02
    cyclopentyl methyl ether 1772.43
    gamma-butyrolactone 3057.13
    1-methoxy-2-propanol 1940.53
    pyridine 1827.86
    3-pentanone 1225.86
    furfural 2089.63
    n-dodecane 25.81
    diethylene glycol 853.66
    diisopropyl ether 479.82
    tert-amyl alcohol 1886.85
    acetylacetone 1798.34
    n-hexadecane 29.85
    acetophenone 853.71
    methyl propionate 1420.36
    isopentyl acetate 969.73
    trichloroethylene 4401.59
    n-nonanol 279.63
    cyclohexanol 1131.6
    benzyl alcohol 673.39
    2-ethylhexanol 411.88
    isooctanol 259.66
    dipropyl ether 469.7
    1,2-dichlorobenzene 873.18
    ethyl lactate 425.2
    propylene carbonate 1279.72
    n-methylformamide 2064.1
    2-pentanol 1106.0
    n-pentane 155.19
    1-propoxy-2-propanol 856.96
    1-methoxy-2-propyl acetate 956.47
    2-(2-methoxypropoxy) propanol 679.2
    mesitylene 331.51
    ε-caprolactone 1771.13
    p-cymene 196.2
    epichlorohydrin 3241.48
    1,1,1-trichloroethane 1921.84
    2-aminoethanol 804.59
    morpholine-4-carbaldehyde 2364.48
    sulfolane 4314.31
    2,2,4-trimethylpentane 107.29
    2-methyltetrahydrofuran 2535.26
    n-hexyl acetate 853.01
    isooctane 83.41
    2-(2-butoxyethoxy)ethanol 1000.17
    sec-butyl acetate 752.01
    tert-butyl acetate 1356.55
    decalin 131.15
    glycerin 641.03
    diglyme 1735.05
    acrylic acid 1278.22
    isopropyl myristate 278.21
    n-butyric acid 1732.73
    acetyl acetate 989.94
    di(2-ethylhexyl) phthalate 284.77
    ethyl propionate 964.49
    nitromethane 3822.26
    1,2-diethoxyethane 1188.8
    benzonitrile 904.43
    trioctyl phosphate 201.91
    1-bromopropane 1468.52
    gamma-valerolactone 2780.49
    n-decanol 203.87
    triethyl phosphate 290.05
    4-methyl-2-pentanol 529.83
    propionitrile 1297.39
    vinylene carbonate 1140.11
    1,1,2-trichlorotrifluoroethane 1961.04
    DMS 706.49
    cumene 279.27
    2-octanol 252.77
    2-hexanone 1189.12
    octyl acetate 372.8
    limonene 315.76
    1,2-dimethoxyethane 2114.4
    ethyl orthosilicate 288.42
    tributyl phosphate 297.73
    diacetone alcohol 1409.77
    N,N-dimethylaniline 654.69
    acrylonitrile 1764.66
    aniline 939.06
    1,3-propanediol 1094.31
    bromobenzene 1084.94
    dibromomethane 2107.79
    1,1,2,2-tetrachloroethane 3330.26
    2-methyl-cyclohexyl acetate 526.67
    tetrabutyl urea 383.27
    diisobutyl methanol 247.06
    2-phenylethanol 550.92
    styrene 574.18
    dioctyl adipate 428.96
    dimethyl sulfate 1140.4
    ethyl butyrate 652.5
    methyl lactate 632.63
    butyl lactate 511.66
    diethyl carbonate 423.14
    propanediol butyl ether 743.61
    triethyl orthoformate 404.66
    p-tert-butyltoluene 205.42
    methyl 4-tert-butylbenzoate 579.52
    morpholine 2863.27
    tert-butylamine 1355.81
    n-dodecanol 149.29
    dimethoxymethane 1942.32
    ethylene carbonate 903.05
    cyrene 668.36
    2-ethoxyethyl acetate 874.75
    2-ethylhexyl acetate 728.44
    1,2,4-trichlorobenzene 1069.11
    4-methylpyridine 2040.3
    dibutyl ether 481.89
    2,6-dimethyl-4-heptanol 247.06
    DEF 2367.54
    dimethyl isosorbide 1077.72
    tetrachloroethylene 1954.13
    eugenol 609.55
    triacetin 700.08
    span 80 626.8
    1,4-butanediol 484.66
    1,1-dichloroethane 2335.12
    2-methyl-1-pentanol 1001.12
    methyl formate 1245.23
    2-methyl-1-butanol 1176.37
    n-decane 41.97
    butyronitrile 1405.64
    3,7-dimethyl-1-octanol 357.1
    1-chlorooctane 233.9
    1-chlorotetradecane 90.39
    n-nonane 41.5
    undecane 31.8
    tert-butylcyclohexane 126.92
    cyclooctane 57.45
    cyclopentanol 1320.53
    tetrahydropyran 2193.48
    tert-amyl methyl ether 1376.42
    2,5,8-trioxanonane 1105.25
    1-hexene 725.41
    2-isopropoxyethanol 1020.02
    2,2,2-trifluoroethanol 667.81
    methyl butyrate 1361.03

    Scent© AI

1 4

IFRA standard 51

Recommendation
Restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0.1 % Category 7A
Rinse-off products applied to the hair with some hand contact
 1.1 %
Category 2
Products applied to the axillae
 0.03 % Category 7B
Leave-on products applied to the hair with some hand contact
 1.1 %
Category 3
Products applied to the face/body using fingertips
 0.6 % Category 8
Products with significant anogenital exposure
 0.047 %
Category 4
Products related to fine fragrance
 0.56 % Category 9
Products with body and hand exposure, primarily rinse off
 1.1 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0.14 % Category 10A
Household care products with mostly hand contact
 3.9 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0.14 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 3.9 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0.14 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 0.047 %
Category 5D
Baby Creams, baby Oils and baby talc
 0.047 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 0.047 %
Category 6
Products with oral and lip exposure
 0.33 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction