Hexyl 2-methylbut-2-enoate

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  • Identifiers

    CAS number
    65652-33-7

    Molecular formula
    C11H20O2

    SMILES
    CCCCCCOC(=O)C(=CC)C

    Retention indicies (RI)

    • Carbowax: 1621.0

  • Odor profile

    Fruity 88.49%
    Green 79.71%
    Floral 76.81%
    Herbal 70.14%
    Apple 52.05%
    Sweet 51.49%
    Fresh 47.97%
    Jasmin 46.93%
    Winey 44.59%
    Oily 42.6%

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  • Properties

    XLogP3-AA
    3.6

    pKa est.
    8.47 (weak base)

    Molecular weight
    184.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    223°C

    Flash point est.
    86.46 ˚C

  • Synonyms

    • hexyl 2-methylbut-2-enoate
    • 65652-33-7
    • 2-Butenoic acid, 2-methyl-, hexyl ester, (2Z)-
    • hexyl (E)-tiglate
    • hexyl (Z)-tiglate
    • DTXSID10860192
    • JTCIUOKKVACNCK-UHFFFAOYSA-N

  • Applications

    Hexyl 2-methylbut-2-enoate (CAS 65652-33-7) is a fruity, green, slightly winey ester reminiscent of apple, pear and tropical fruits; in fragrance work it is used as an ingredient and top-note modifier to add juiciness, lift and naturality to fruit, citrus, green and contemporary accords, suitable for fine fragrances, personal care, household cleaners, candles and air care; in flavor creation it helps build apple, pear, pineapple, mango and apricot profiles for confectionery, beverages, baked goods and yogurt at trace levels to enhance perceived sweetness and freshness; it is also employed in R&D as an analytical/reference standard for GC–MS, for sensory and stability/performance studies, and as a substrate/model in research on esterification, microencapsulation, controlled release and volatilization behavior in packaging materials.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 12682.75
    methanol 13290.42
    isopropanol 10582.09
    water 0.53
    ethyl acetate 14905.15
    n-propanol 10709.3
    acetone 19689.99
    n-butanol 10227.63
    acetonitrile 17274.57
    DMF 12384.93
    toluene 4675.34
    isobutanol 9465.52
    1,4-dioxane 11524.38
    methyl acetate 10262.05
    THF 11102.45
    2-butanone 14698.62
    n-pentanol 6355.49
    sec-butanol 11014.85
    n-hexane 2627.32
    ethylene glycol 575.24
    NMP 7489.01
    cyclohexane 3654.29
    DMSO 8575.88
    n-butyl acetate 10909.35
    n-octanol 2856.03
    chloroform 19573.82
    n-propyl acetate 8368.42
    acetic acid 8327.36
    dichloromethane 18725.17
    cyclohexanone 15696.94
    propylene glycol 1215.17
    isopropyl acetate 8213.19
    DMAc 6986.45
    2-ethoxyethanol 5264.92
    isopentanol 9527.43
    n-heptane 830.65
    ethyl formate 6493.47
    1,2-dichloroethane 14456.09
    n-hexanol 6632.98
    2-methoxyethanol 7849.84
    isobutyl acetate 4239.28
    tetrachloromethane 3505.68
    n-pentyl acetate 5538.42
    transcutol 15994.51
    n-heptanol 2620.04
    ethylbenzene 2838.99
    MIBK 5594.92
    2-propoxyethanol 6271.1
    tert-butanol 12989.06
    MTBE 17042.44
    2-butoxyethanol 3545.57
    propionic acid 6211.54
    o-xylene 2634.01
    formic acid 1331.94
    diethyl ether 16252.33
    m-xylene 2752.52
    p-xylene 3679.34
    chlorobenzene 6611.2
    dimethyl carbonate 1738.0
    n-octane 411.91
    formamide 2740.05
    cyclopentanone 11465.75
    2-pentanone 12334.82
    anisole 4325.27
    cyclopentyl methyl ether 7970.22
    gamma-butyrolactone 10750.38
    1-methoxy-2-propanol 5831.8
    pyridine 12694.59
    3-pentanone 7888.62
    furfural 6852.77
    n-dodecane 252.11
    diethylene glycol 2445.13
    diisopropyl ether 3844.59
    tert-amyl alcohol 12500.04
    acetylacetone 8093.27
    n-hexadecane 305.12
    acetophenone 3707.47
    methyl propionate 7446.2
    isopentyl acetate 8163.95
    trichloroethylene 23089.11
    n-nonanol 2262.1
    cyclohexanol 9213.82
    benzyl alcohol 3076.2
    2-ethylhexanol 3998.99
    isooctanol 2295.23
    dipropyl ether 4749.73
    1,2-dichlorobenzene 4964.16
    ethyl lactate 1590.07
    propylene carbonate 5417.07
    n-methylformamide 6305.16
    2-pentanol 8809.48
    n-pentane 1903.23
    1-propoxy-2-propanol 5155.98
    1-methoxy-2-propyl acetate 4941.26
    2-(2-methoxypropoxy) propanol 2434.22
    mesitylene 1720.2
    ε-caprolactone 11320.42
    p-cymene 1332.55
    epichlorohydrin 12911.9
    1,1,1-trichloroethane 14227.13
    2-aminoethanol 2209.38
    morpholine-4-carbaldehyde 6314.97
    sulfolane 8286.58
    2,2,4-trimethylpentane 773.87
    2-methyltetrahydrofuran 12936.99
    n-hexyl acetate 6353.37
    isooctane 631.08
    2-(2-butoxyethoxy)ethanol 3909.89
    sec-butyl acetate 5314.15
    tert-butyl acetate 6653.79
    decalin 1119.0
    glycerin 1131.06
    diglyme 6904.56
    acrylic acid 4031.48
    isopropyl myristate 1795.92
    n-butyric acid 11378.64
    acetyl acetate 5552.1
    di(2-ethylhexyl) phthalate 1190.99
    ethyl propionate 6208.34
    nitromethane 13320.88
    1,2-diethoxyethane 9057.53
    benzonitrile 6079.18
    trioctyl phosphate 964.13
    1-bromopropane 11439.07
    gamma-valerolactone 11078.78
    n-decanol 1478.93
    triethyl phosphate 1303.94
    4-methyl-2-pentanol 3555.67
    propionitrile 11716.24
    vinylene carbonate 4987.06
    1,1,2-trichlorotrifluoroethane 6090.52
    DMS 3014.75
    cumene 1631.98
    2-octanol 2319.39
    2-hexanone 7647.28
    octyl acetate 2266.37
    limonene 2397.94
    1,2-dimethoxyethane 10412.28
    ethyl orthosilicate 1386.31
    tributyl phosphate 1399.57
    diacetone alcohol 4781.86
    N,N-dimethylaniline 2474.7
    acrylonitrile 10622.28
    aniline 5116.86
    1,3-propanediol 4106.12
    bromobenzene 7559.06
    dibromomethane 13877.89
    1,1,2,2-tetrachloroethane 17497.41
    2-methyl-cyclohexyl acetate 2747.01
    tetrabutyl urea 1679.12
    diisobutyl methanol 1828.74
    2-phenylethanol 3053.27
    styrene 3968.64
    dioctyl adipate 1971.78
    dimethyl sulfate 2100.61
    ethyl butyrate 5363.61
    methyl lactate 1640.79
    butyl lactate 2689.23
    diethyl carbonate 2780.53
    propanediol butyl ether 2848.33
    triethyl orthoformate 2624.87
    p-tert-butyltoluene 1242.25
    methyl 4-tert-butylbenzoate 2308.36
    morpholine 15634.19
    tert-butylamine 9818.28
    n-dodecanol 1023.14
    dimethoxymethane 6158.15
    ethylene carbonate 4624.8
    cyrene 1664.5
    2-ethoxyethyl acetate 5268.29
    2-ethylhexyl acetate 5989.08
    1,2,4-trichlorobenzene 4939.23
    4-methylpyridine 13695.65
    dibutyl ether 5184.04
    2,6-dimethyl-4-heptanol 1828.74
    DEF 11344.69
    dimethyl isosorbide 3616.46
    tetrachloroethylene 10737.51
    eugenol 2257.85
    triacetin 3110.97
    span 80 2536.1
    1,4-butanediol 1608.9
    1,1-dichloroethane 18556.42
    2-methyl-1-pentanol 6204.81
    methyl formate 3870.09
    2-methyl-1-butanol 9390.8
    n-decane 521.06
    butyronitrile 14175.93
    3,7-dimethyl-1-octanol 2843.79
    1-chlorooctane 2381.07
    1-chlorotetradecane 689.81
    n-nonane 574.12
    undecane 343.84
    tert-butylcyclohexane 1024.0
    cyclooctane 796.04
    cyclopentanol 6663.48
    tetrahydropyran 18285.11
    tert-amyl methyl ether 9486.99
    2,5,8-trioxanonane 3701.89
    1-hexene 7890.97
    2-isopropoxyethanol 4027.91
    2,2,2-trifluoroethanol 1621.61
    methyl butyrate 9455.84

    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

Botanical

Name CAS Botanical Proportion
Helichrysum italicum (Yugoslavia) 8023-95-8 Helichrysum italicum (Roth) G. Don (H. angustifolium D.C.), fam.Asteraceae 0.3%
Helichrysum stoechas (France) 8023-85-8 Helichrysum stoechas L., fam. Asteraceae (Compositae) 0.01%
Roman chamomile (Italy) 6 8015-92-7 Anthemis nobilis L., fam. Asteraceae (Compositae) 0.1%