2-Butenoic acid, 2-methyl-, 3-methylpentyl ester, (2Z)-

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  • Identifiers

    CAS number
    53082-58-9

    Molecular formula
    C11H20O2

    SMILES
    CCC(C)CCOC(=O)/C(=C\C)/C

  • Odor profile

    Fragrance
    Floral 79.19%
    Fruity 73.93%
    Herbal 62.42%
    Rose 49.7%
    Chamomile 46.6%
    Woody 43.84%
    Apple 42.88%
    Sweet 40.81%
    Green 38.82%
    Fresh 37.0%

     

    Flavor
    Fruity 69.62%
    Herbal 50.08%
    Floral 45.04%
    Green 42.37%
    Sweet 41.75%
    Spicy 38.85%
    Woody 36.42%
    Rose 34.27%
    Tropical 33.28%
    Berry 33.16%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    8.74 (weak base)

    Molecular weight
    184.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    222°C

    Flash point

    • 81.93 ˚C est.

  • Synonyms

    • 53082-58-9
    • 3-Methylpentyl angelate
    • 3-Methylpentyl 2-methylisocrotonate
    • 2-Butenoic acid, 2-methyl-, 3-methylpentyl ester, (2Z)-
    • 3-methylpentyl (Z)-2-methylbut-2-enoate
    • EINECS 258-350-7
    • 2-Butenoic acid, 2-methyl-, 3-methylpentyl ester, (Z)-
    • DTXSID90886032
    • 3-Methylamylangelate
    • SCHEMBL873122
    • DTXCID401025382
    • 3-Methylpentyl (2Z)-2-methyl-2-butenoate
    • DB-315506
    • NS00012966
    • 258-350-7

  • Applications

    2-Butenoic acid, 2-methyl-, 3-methylpentyl ester, (2Z)-, CAS 53082-58-9 is an ester of tiglic acid with 3-methylpentanol. In industrial contexts, its primary uses are as a fragrance ingredient and fixative in perfumery, and as a fragrance component in cosmetics and personal care products. It can also serve as a light solvent or carrier for fragrance oils in formulation work, and may function as an intermediate or building block in the synthesis of fragrance materials and related chemicals, as well as being used as a fragrance additive in household cleaning formulations, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4133.96
    methanol 4038.66
    isopropanol 3518.42
    water 0.57
    ethyl acetate 5232.06
    n-propanol 3512.26
    acetone 5778.0
    n-butanol 3574.94
    acetonitrile 4868.01
    DMF 4314.37
    toluene 2035.83
    isobutanol 3084.13
    1,4-dioxane 5896.12
    methyl acetate 3813.22
    THF 5173.82
    2-butanone 5147.6
    n-pentanol 2381.74
    sec-butanol 4007.39
    n-hexane 943.58
    ethylene glycol 246.83
    NMP 3078.01
    cyclohexane 1329.26
    DMSO 2707.18
    n-butyl acetate 4228.06
    n-octanol 1040.44
    chloroform 9010.77
    n-propyl acetate 3063.68
    acetic acid 3506.06
    dichloromethane 7306.89
    cyclohexanone 5974.22
    propylene glycol 568.54
    isopropyl acetate 3252.23
    DMAc 3229.43
    2-ethoxyethanol 2250.93
    isopentanol 3714.61
    n-heptane 238.6
    ethyl formate 1990.2
    1,2-dichloroethane 5780.27
    n-hexanol 2857.45
    2-methoxyethanol 3274.66
    isobutyl acetate 1735.29
    tetrachloromethane 1511.91
    n-pentyl acetate 1842.54
    transcutol 8746.47
    n-heptanol 1024.52
    ethylbenzene 1262.93
    MIBK 2245.24
    2-propoxyethanol 2952.31
    tert-butanol 5256.17
    MTBE 7150.18
    2-butoxyethanol 1554.03
    propionic acid 2444.37
    o-xylene 1238.7
    formic acid 663.27
    diethyl ether 5960.34
    m-xylene 1327.71
    p-xylene 1754.57
    chlorobenzene 3061.42
    dimethyl carbonate 669.83
    n-octane 117.75
    formamide 1270.31
    cyclopentanone 4513.45
    2-pentanone 4175.0
    anisole 2217.04
    cyclopentyl methyl ether 3305.58
    gamma-butyrolactone 4200.13
    1-methoxy-2-propanol 2556.4
    pyridine 5185.92
    3-pentanone 2991.99
    furfural 3185.71
    n-dodecane 84.26
    diethylene glycol 1336.56
    diisopropyl ether 1674.92
    tert-amyl alcohol 5325.74
    acetylacetone 3200.51
    n-hexadecane 102.52
    acetophenone 1816.12
    methyl propionate 2666.55
    isopentyl acetate 3515.55
    trichloroethylene 9839.88
    n-nonanol 910.53
    cyclohexanol 3629.97
    benzyl alcohol 1491.2
    2-ethylhexanol 1609.82
    isooctanol 945.23
    dipropyl ether 1748.77
    1,2-dichlorobenzene 2519.16
    ethyl lactate 705.51
    propylene carbonate 2326.53
    n-methylformamide 1995.92
    2-pentanol 2989.75
    n-pentane 602.83
    1-propoxy-2-propanol 2289.85
    1-methoxy-2-propyl acetate 2584.84
    2-(2-methoxypropoxy) propanol 1469.29
    mesitylene 844.34
    ε-caprolactone 4877.42
    p-cymene 616.28
    epichlorohydrin 5719.1
    1,1,1-trichloroethane 6498.67
    2-aminoethanol 929.43
    morpholine-4-carbaldehyde 3455.47
    sulfolane 3625.03
    2,2,4-trimethylpentane 364.97
    2-methyltetrahydrofuran 5859.49
    n-hexyl acetate 2480.92
    isooctane 288.33
    2-(2-butoxyethoxy)ethanol 2236.39
    sec-butyl acetate 2323.27
    tert-butyl acetate 3168.48
    decalin 532.29
    glycerin 595.61
    diglyme 3746.72
    acrylic acid 1618.34
    isopropyl myristate 802.07
    n-butyric acid 4267.88
    acetyl acetate 2423.85
    di(2-ethylhexyl) phthalate 632.1
    ethyl propionate 2344.51
    nitromethane 5051.15
    1,2-diethoxyethane 4028.09
    benzonitrile 2431.87
    trioctyl phosphate 449.63
    1-bromopropane 4048.47
    gamma-valerolactone 4951.15
    n-decanol 619.49
    triethyl phosphate 637.63
    4-methyl-2-pentanol 1550.95
    propionitrile 3358.12
    vinylene carbonate 2117.3
    1,1,2-trichlorotrifluoroethane 2859.5
    DMS 1467.52
    cumene 827.8
    2-octanol 859.57
    2-hexanone 3071.82
    octyl acetate 1004.79
    limonene 1046.88
    1,2-dimethoxyethane 4606.14
    ethyl orthosilicate 687.94
    tributyl phosphate 678.01
    diacetone alcohol 2432.51
    N,N-dimethylaniline 1274.28
    acrylonitrile 3160.92
    aniline 2254.49
    1,3-propanediol 1824.65
    bromobenzene 3360.6
    dibromomethane 5298.75
    1,1,2,2-tetrachloroethane 8322.48
    2-methyl-cyclohexyl acetate 1389.27
    tetrabutyl urea 747.55
    diisobutyl methanol 808.32
    2-phenylethanol 1621.37
    styrene 1654.67
    dioctyl adipate 982.27
    dimethyl sulfate 920.54
    ethyl butyrate 2169.59
    methyl lactate 711.89
    butyl lactate 1099.99
    diethyl carbonate 1206.55
    propanediol butyl ether 1349.31
    triethyl orthoformate 1209.76
    p-tert-butyltoluene 611.37
    methyl 4-tert-butylbenzoate 1205.85
    morpholine 7280.1
    tert-butylamine 3938.91
    n-dodecanol 441.68
    dimethoxymethane 2260.94
    ethylene carbonate 1945.82
    cyrene 983.51
    2-ethoxyethyl acetate 2287.56
    2-ethylhexyl acetate 2622.49
    1,2,4-trichlorobenzene 2646.51
    4-methylpyridine 5408.24
    dibutyl ether 1830.36
    2,6-dimethyl-4-heptanol 808.32
    DEF 4190.68
    dimethyl isosorbide 2139.78
    tetrachloroethylene 5016.04
    eugenol 1206.71
    triacetin 1502.83
    span 80 1374.18
    1,4-butanediol 663.16
    1,1-dichloroethane 7201.45
    2-methyl-1-pentanol 2686.75
    methyl formate 1245.88
    2-methyl-1-butanol 3568.3
    n-decane 163.06
    butyronitrile 3843.25
    3,7-dimethyl-1-octanol 1242.69
    1-chlorooctane 844.96
    1-chlorotetradecane 280.81
    n-nonane 161.24
    undecane 113.06
    tert-butylcyclohexane 484.6
    cyclooctane 313.08
    cyclopentanol 2538.32
    tetrahydropyran 7780.19
    tert-amyl methyl ether 4217.17
    2,5,8-trioxanonane 2189.63
    1-hexene 2529.0
    2-isopropoxyethanol 1828.21
    2,2,2-trifluoroethanol 774.37
    methyl butyrate 3433.07

    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
Roman chamomile (Italy) 4 8015-92-7 Anthemis nobilis L., fam. Asteraceae (Compositae) 20.33%
Roman chamomile (Egypt) 8015-92-7 Anthemis nobilis L., fam. Asteraceae (Compositae) 18.32%
Roman chamomile (England) 8015-92-7 Anthemis nobilis L., fam. Asteraceae (Compositae) 16.22%
Roman chamomile (Japan) 8015-92-7 Anthemis nobilis L., fam. Asteraceae (Compositae) 0.25%
Roman chamomile (Germany) 1a hydrodistillate 8015-92-7 Anthemis nobilis L., fam. Asteraceae (Compositae) 22.69%
Roman chamomile (Germany) 1b headspace 8015-92-7 Anthemis nobilis L., fam. Asteraceae (Compositae) 10.61%