2-Butenoic acid, 2-methyl-, 3-methylbutyl ester, (2E)-

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  • Identifiers

    CAS number
    41519-18-0

    Molecular formula
    C10H18O2

    SMILES
    C/C=C(\C)/C(=O)OCCC(C)C

    Retention indicies (RI)

    • Carbowax: 1469.0

  • Odor profile

    Fruity 85.13%
    Floral 73.85%
    Herbal 70.53%
    Chamomile 58.55%
    Apple 55.67%
    Sweet 51.46%
    Rose 48.65%
    Green 44.48%
    Winey 43.55%
    Woody 40.59%

    Scent© AI

  • Properties

    XLogP3-AA
    3.0

    Molecular weight
    170.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    207°C

    Flash point est.
    69.51 ˚C

  • Synonyms

    • Isoamyl tiglate
    • 41519-18-0
    • 3-methylbutyl (E)-2-methylbut-2-enoate
    • 2-Butenoic acid, 2-methyl-, 3-methylbutyl ester, (2E)-
    • EINECS 255-423-5
    • (E)-3-Methylbutyl 2-methyl-2-butenoate
    • AI3-33798
    • 2-Butenoic acid, 2-methyl-, 3-methylbutyl ester, (E)-
    • DTXSID40885838
    • i-amyltiglate
    • 3-methylbutyl (2Z)-2-methylbut-2-enoate
    • JD9PHL6H3M
    • Isoamyl tiglate, >=97%
    • SCHEMBL872903
    • SCHEMBL3507005
    • DTXCID80909582
    • NS00127120
    • Q63396439

  • Applications

    2-Butenoic acid, 2-methyl-, 3-methylbutyl ester, (2E)- (isoamyl tiglate; CAS 41519-18-0) is used primarily as a flavor and fragrance ingredient to build bright fruity notes (apple, pear, pineapple, mango, berry) with a subtle green, warm-spicy, slightly floral tiglate character; in fine fragrances, personal care, and home-care scents it serves as a top note and modifier for fruit–floral–green accords, boosting lift, juiciness, and naturalness at very low dosages; in beverage, confectionery, chewing gum, and (in some markets) tobacco flavors it rounds profiles, links other fruity esters, and improves aroma persistence; it is also employed as a reference in aroma research, sensory evaluation, and as a GC-MS marker/standard for tiglate esters in natural matrices; since esters can hydrolyze under strong acid or base and odor may shift with the formulation matrix, it is typically used at trace–ppm levels, stored tightly closed, cool, and protected from light, and applied in compliance with applicable flavor and fragrance regulations.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4219.17
    methanol 3619.25
    isopropanol 4264.71
    water 1.68
    ethyl acetate 3972.97
    n-propanol 3618.49
    acetone 5315.55
    n-butanol 3526.66
    acetonitrile 4287.63
    DMF 3676.29
    toluene 1471.95
    isobutanol 3486.36
    1,4-dioxane 4998.29
    methyl acetate 3205.82
    THF 5678.25
    2-butanone 4370.93
    n-pentanol 2381.02
    sec-butanol 4773.3
    n-hexane 1147.68
    ethylene glycol 296.01
    NMP 3120.15
    cyclohexane 1605.16
    DMSO 2130.93
    n-butyl acetate 3232.14
    n-octanol 1341.24
    chloroform 9062.44
    n-propyl acetate 2359.27
    acetic acid 4701.63
    dichloromethane 6480.69
    cyclohexanone 5596.64
    propylene glycol 691.91
    isopropyl acetate 2481.81
    DMAc 2765.25
    2-ethoxyethanol 1946.98
    isopentanol 3493.78
    n-heptane 345.92
    ethyl formate 1985.88
    1,2-dichloroethane 4480.13
    n-hexanol 2761.18
    2-methoxyethanol 2830.85
    isobutyl acetate 1414.3
    tetrachloromethane 1602.3
    n-pentyl acetate 1634.82
    transcutol 6061.15
    n-heptanol 1189.45
    ethylbenzene 1065.26
    MIBK 1944.22
    2-propoxyethanol 2431.12
    tert-butanol 5557.18
    MTBE 5624.33
    2-butoxyethanol 1458.54
    propionic acid 2661.69
    o-xylene 1056.06
    formic acid 794.3
    diethyl ether 4344.01
    m-xylene 1067.21
    p-xylene 1644.17
    chlorobenzene 2535.83
    dimethyl carbonate 633.66
    n-octane 177.99
    formamide 1208.65
    cyclopentanone 4564.49
    2-pentanone 3404.42
    anisole 1713.83
    cyclopentyl methyl ether 2843.24
    gamma-butyrolactone 4296.66
    1-methoxy-2-propanol 2148.97
    pyridine 4312.8
    3-pentanone 2358.24
    furfural 3016.8
    n-dodecane 131.87
    diethylene glycol 1202.21
    diisopropyl ether 1374.48
    tert-amyl alcohol 5498.39
    acetylacetone 2614.71
    n-hexadecane 154.47
    acetophenone 1530.06
    methyl propionate 2159.64
    isopentyl acetate 2869.11
    trichloroethylene 8753.9
    n-nonanol 1140.07
    cyclohexanol 3822.32
    benzyl alcohol 1321.22
    2-ethylhexanol 1580.02
    isooctanol 1029.09
    dipropyl ether 1515.7
    1,2-dichlorobenzene 2019.35
    ethyl lactate 678.54
    propylene carbonate 2455.45
    n-methylformamide 1825.42
    2-pentanol 3252.07
    n-pentane 741.24
    1-propoxy-2-propanol 2014.76
    1-methoxy-2-propyl acetate 1871.12
    2-(2-methoxypropoxy) propanol 1281.98
    mesitylene 742.46
    ε-caprolactone 4347.55
    p-cymene 594.86
    epichlorohydrin 4928.89
    1,1,1-trichloroethane 5960.37
    2-aminoethanol 968.42
    morpholine-4-carbaldehyde 2944.8
    sulfolane 3411.07
    2,2,4-trimethylpentane 426.75
    2-methyltetrahydrofuran 5620.79
    n-hexyl acetate 2538.09
    isooctane 333.11
    2-(2-butoxyethoxy)ethanol 1827.07
    sec-butyl acetate 1733.07
    tert-butyl acetate 2359.93
    decalin 569.73
    glycerin 673.82
    diglyme 2982.52
    acrylic acid 1858.62
    isopropyl myristate 816.42
    n-butyric acid 4424.0
    acetyl acetate 2117.67
    di(2-ethylhexyl) phthalate 625.35
    ethyl propionate 1785.52
    nitromethane 5223.57
    1,2-diethoxyethane 2693.99
    benzonitrile 2175.9
    trioctyl phosphate 470.38
    1-bromopropane 3410.1
    gamma-valerolactone 4800.12
    n-decanol 781.13
    triethyl phosphate 572.32
    4-methyl-2-pentanol 1571.9
    propionitrile 3061.21
    vinylene carbonate 2187.57
    1,1,2-trichlorotrifluoroethane 2813.77
    DMS 1192.75
    cumene 752.66
    2-octanol 1025.71
    2-hexanone 2562.33
    octyl acetate 1035.87
    limonene 1002.43
    1,2-dimethoxyethane 3775.14
    ethyl orthosilicate 613.05
    tributyl phosphate 651.17
    diacetone alcohol 2116.08
    N,N-dimethylaniline 1051.28
    acrylonitrile 2764.71
    aniline 1819.64
    1,3-propanediol 1826.46
    bromobenzene 2743.82
    dibromomethane 4838.77
    1,1,2,2-tetrachloroethane 7557.32
    2-methyl-cyclohexyl acetate 1243.86
    tetrabutyl urea 736.38
    diisobutyl methanol 837.78
    2-phenylethanol 1427.03
    styrene 1277.26
    dioctyl adipate 942.39
    dimethyl sulfate 836.79
    ethyl butyrate 1723.1
    methyl lactate 710.22
    butyl lactate 1029.7
    diethyl carbonate 1050.15
    propanediol butyl ether 1407.58
    triethyl orthoformate 1025.78
    p-tert-butyltoluene 587.7
    methyl 4-tert-butylbenzoate 1121.62
    morpholine 6199.94
    tert-butylamine 3914.19
    n-dodecanol 557.35
    dimethoxymethane 1755.71
    ethylene carbonate 2032.42
    cyrene 945.7
    2-ethoxyethyl acetate 1681.76
    2-ethylhexyl acetate 2098.64
    1,2,4-trichlorobenzene 2289.51
    4-methylpyridine 4469.14
    dibutyl ether 1751.16
    2,6-dimethyl-4-heptanol 837.78
    DEF 3263.77
    dimethyl isosorbide 1842.41
    tetrachloroethylene 4625.91
    eugenol 1082.6
    triacetin 1381.64
    span 80 1336.09
    1,4-butanediol 707.95
    1,1-dichloroethane 6271.7
    2-methyl-1-pentanol 2542.57
    methyl formate 1284.28
    2-methyl-1-butanol 3596.94
    n-decane 249.29
    butyronitrile 3883.93
    3,7-dimethyl-1-octanol 1352.86
    1-chlorooctane 992.78
    1-chlorotetradecane 342.63
    n-nonane 253.65
    undecane 173.8
    tert-butylcyclohexane 530.43
    cyclooctane 386.48
    cyclopentanol 2984.47
    tetrahydropyran 6549.47
    tert-amyl methyl ether 3390.2
    2,5,8-trioxanonane 1729.84
    1-hexene 2624.01
    2-isopropoxyethanol 1534.29
    2,2,2-trifluoroethanol 1058.88
    methyl butyrate 2750.88

    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 (India) 8015-92-7 Anthemis nobilis L., fam. Asteraceae (Compositae) 0.03%
Roman chamomile (Japan) 8015-92-7 Anthemis nobilis L., fam. Asteraceae (Compositae) 0.44%
Helichrysum stoechas (France) 8023-85-8 Helichrysum stoechas L., fam. Asteraceae (Compositae) 0.01%
Manuka (New Zealand) 2 Leptospermum scoparium J.R. et G. Forst., fam. Myrtaceae 0.1%
Manuka (New Zealand) 1 Leptospermum scoparium J.R. et F. Forst., fam. Myrtaceae 0.09%