3-Methylbut-2-enyl 2-methylisocrotonate

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  • Identifiers

    CAS number
    83783-82-8

    Molecular formula
    C10H16O2

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

  • Odor profile

    Fruity 86.65%
    Herbal 67.52%
    Green 58.77%
    Chamomile 57.43%
    Floral 56.5%
    Apple 53.74%
    Sweet 49.28%
    Rose 44.05%
    Winey 39.04%
    Spicy 37.66%

    Scent© AI

  • Properties

    XLogP3-AA
    2.8

    Molecular weight
    168.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    217°C

    Flash point est.
    77.0 ˚C

  • Synonyms

    • 83783-82-8
    • 3-Methylbut-2-enyl 2-methylisocrotonate
    • 2-Butenoic acid,2-methyl-, 3-methyl-2-buten-1-yl ester, (2Z)-
    • 3-methylbut-2-enyl (Z)-2-methylbut-2-enoate
    • Prenyl angelate
    • 3-METHYLBUT-2-EN-1-YL (2Z)-2-METHYLBUT-2-ENOATE
    • EINECS 280-816-3
    • 3-methyl-2-butenyl angelate
    • SCHEMBL873417
    • DTXSID201241358
    • NS00090445
    • EN300-365514
    • 3-Methyl-2-buten-1-yl (2Z)-2-methyl-2-butenoate
    • 3-METHYLBUT-2-EN-1-YL(2Z)-2-METHYLBUT-2-ENOATE

  • Applications

    3-Methylbut-2-enyl 2-methylisocrotonate (CAS 83783-82-8) is an unsaturated allylic ester of interest across fragrance, organic synthesis, and materials; in aroma applications it is explored as a note-modifying ingredient with fruity/green facets for top-note lift, malodor masking, and as a pro-fragrance that releases a pleasant odor upon hydrolysis in perfumes, detergents, and personal care; in food and beverages it may be considered at trace levels as a flavoring substance subject to applicable regulatory clearance; its conjugated C=C system and allylic position make it a versatile building block for Michael additions, Diels–Alder reactions, epoxidation, hydroboration–oxidation, and selective oxidations to aldehydes/acids, enabling roles as a semi-synthetic intermediate toward terpenoids, insect pheromones, and pharmaceutical scaffolds; in materials science, the double bond allows free-radical or thiol–ene copolymerization to produce UV-curable coatings, inks, and adhesives with improved adhesion and flexibility; it also serves as a GC–MS/LC–MS reference, a probe for chromatographic resolution of geometric isomers, a substrate in catalytic/enzymatic transesterification studies, and a precursor or derivatization handle to enhance leaf-surface penetration in agrochemical formulations.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1734.62
    methanol 1367.01
    isopropanol 1868.7
    water 2.15
    ethyl acetate 2244.26
    n-propanol 1581.01
    acetone 2429.77
    n-butanol 1595.05
    acetonitrile 2150.81
    DMF 2043.15
    toluene 982.79
    isobutanol 1556.25
    1,4-dioxane 3151.35
    methyl acetate 1932.62
    THF 3270.58
    2-butanone 2300.17
    n-pentanol 1154.48
    sec-butanol 2275.55
    n-hexane 686.02
    ethylene glycol 146.74
    NMP 1986.26
    cyclohexane 833.97
    DMSO 1061.63
    n-butyl acetate 1370.62
    n-octanol 682.17
    chloroform 5488.86
    n-propyl acetate 1292.81
    acetic acid 2390.11
    dichloromethane 3684.75
    cyclohexanone 2661.74
    propylene glycol 346.85
    isopropyl acetate 1448.8
    DMAc 1897.01
    2-ethoxyethanol 1202.44
    isopentanol 1641.08
    n-heptane 184.62
    ethyl formate 972.72
    1,2-dichloroethane 2570.45
    n-hexanol 1184.24
    2-methoxyethanol 1570.53
    isobutyl acetate 791.91
    tetrachloromethane 937.05
    n-pentyl acetate 784.99
    transcutol 3271.5
    n-heptanol 626.77
    ethylbenzene 774.05
    MIBK 1095.78
    2-propoxyethanol 1237.82
    tert-butanol 2875.38
    MTBE 3253.35
    2-butoxyethanol 804.26
    propionic acid 1347.17
    o-xylene 715.67
    formic acid 466.0
    diethyl ether 2599.89
    m-xylene 708.44
    p-xylene 1123.25
    chlorobenzene 1342.98
    dimethyl carbonate 452.01
    n-octane 103.62
    formamide 856.28
    cyclopentanone 2470.24
    2-pentanone 1808.79
    anisole 1235.03
    cyclopentyl methyl ether 1722.94
    gamma-butyrolactone 2382.77
    1-methoxy-2-propanol 1249.82
    pyridine 2334.14
    3-pentanone 1382.36
    furfural 1634.34
    n-dodecane 72.59
    diethylene glycol 658.88
    diisopropyl ether 839.89
    tert-amyl alcohol 3002.56
    acetylacetone 1547.42
    n-hexadecane 83.4
    acetophenone 1055.41
    methyl propionate 1265.56
    isopentyl acetate 1324.44
    trichloroethylene 4941.79
    n-nonanol 611.27
    cyclohexanol 1791.83
    benzyl alcohol 808.33
    2-ethylhexanol 803.16
    isooctanol 546.33
    dipropyl ether 788.56
    1,2-dichlorobenzene 1159.85
    ethyl lactate 427.38
    propylene carbonate 1368.88
    n-methylformamide 973.18
    2-pentanol 1619.77
    n-pentane 447.42
    1-propoxy-2-propanol 991.05
    1-methoxy-2-propyl acetate 1041.42
    2-(2-methoxypropoxy) propanol 809.23
    mesitylene 496.04
    ε-caprolactone 2265.07
    p-cymene 346.44
    epichlorohydrin 2734.78
    1,1,1-trichloroethane 3349.79
    2-aminoethanol 519.48
    morpholine-4-carbaldehyde 1825.18
    sulfolane 1949.55
    2,2,4-trimethylpentane 269.25
    2-methyltetrahydrofuran 3289.71
    n-hexyl acetate 1256.23
    isooctane 199.22
    2-(2-butoxyethoxy)ethanol 1092.81
    sec-butyl acetate 1075.82
    tert-butyl acetate 1538.52
    decalin 362.49
    glycerin 378.43
    diglyme 1854.59
    acrylic acid 998.41
    isopropyl myristate 456.6
    n-butyric acid 1984.1
    acetyl acetate 1303.53
    di(2-ethylhexyl) phthalate 360.63
    ethyl propionate 1132.51
    nitromethane 2979.74
    1,2-diethoxyethane 1420.72
    benzonitrile 1087.12
    trioctyl phosphate 258.48
    1-bromopropane 1914.1
    gamma-valerolactone 2638.5
    n-decanol 417.69
    triethyl phosphate 370.05
    4-methyl-2-pentanol 860.98
    propionitrile 1485.39
    vinylene carbonate 1168.9
    1,1,2-trichlorotrifluoroethane 1605.97
    DMS 781.66
    cumene 525.06
    2-octanol 538.56
    2-hexanone 1388.17
    octyl acetate 571.37
    limonene 569.68
    1,2-dimethoxyethane 2285.7
    ethyl orthosilicate 393.93
    tributyl phosphate 351.46
    diacetone alcohol 1315.12
    N,N-dimethylaniline 782.42
    acrylonitrile 1450.03
    aniline 1108.82
    1,3-propanediol 915.55
    bromobenzene 1415.47
    dibromomethane 2687.09
    1,1,2,2-tetrachloroethane 4375.36
    2-methyl-cyclohexyl acetate 754.22
    tetrabutyl urea 408.89
    diisobutyl methanol 433.38
    2-phenylethanol 785.92
    styrene 910.24
    dioctyl adipate 557.86
    dimethyl sulfate 626.83
    ethyl butyrate 928.2
    methyl lactate 433.63
    butyl lactate 505.66
    diethyl carbonate 622.76
    propanediol butyl ether 696.72
    triethyl orthoformate 607.57
    p-tert-butyltoluene 339.38
    methyl 4-tert-butylbenzoate 754.26
    morpholine 3745.09
    tert-butylamine 2236.85
    n-dodecanol 301.68
    dimethoxymethane 1097.02
    ethylene carbonate 1082.31
    cyrene 634.82
    2-ethoxyethyl acetate 920.36
    2-ethylhexyl acetate 1031.84
    1,2,4-trichlorobenzene 1323.76
    4-methylpyridine 2443.25
    dibutyl ether 913.51
    2,6-dimethyl-4-heptanol 433.38
    DEF 1879.84
    dimethyl isosorbide 1206.87
    tetrachloroethylene 2749.01
    eugenol 690.38
    triacetin 823.6
    span 80 766.08
    1,4-butanediol 355.41
    1,1-dichloroethane 3460.17
    2-methyl-1-pentanol 1351.17
    methyl formate 698.37
    2-methyl-1-butanol 1787.97
    n-decane 137.33
    butyronitrile 1621.4
    3,7-dimethyl-1-octanol 674.54
    1-chlorooctane 533.79
    1-chlorotetradecane 190.04
    n-nonane 137.07
    undecane 95.41
    tert-butylcyclohexane 350.45
    cyclooctane 228.28
    cyclopentanol 1430.02
    tetrahydropyran 3529.34
    tert-amyl methyl ether 2113.82
    2,5,8-trioxanonane 1137.71
    1-hexene 1458.42
    2-isopropoxyethanol 994.52
    2,2,2-trifluoroethanol 621.33
    methyl butyrate 1532.07

    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 (India) 8015-92-7 Anthemis nobilis L., fam. Asteraceae (Compositae) 0.69%