Methyl 3-methylbut-2-en-1-yl carbonate

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  • Identifiers

    CAS number
    88927-34-8

    Molecular formula
    C7H12O3

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

    Safety labels

  • Odor profile

    Fragrance
    Green 70.07%
    Fruity 64.46%
    Floral 49.38%
    Apple 48.1%
    Fresh 46.06%
    Ethereal 42.18%
    Herbal 40.15%
    Winey 36.52%
    Sweet 32.78%
    Chamomile 28.54%

     

    Flavor
    Fruity 89.68%
    Sweet 63.38%
    Green 53.21%
    Apple 51.59%
    Bitter 44.1%
    Banana 41.33%
    Tropical 39.97%
    Fruit 38.64%
    Floral 36.64%
    Pineapple 35.8%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    8.07 (weak base)

    Molecular weight
    144.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    187°C

    Flash point

    • 59.13 ˚C est.

  • Synonyms

    • 88927-34-8
    • Methyl 3-methylbut-2-en-1-yl carbonate
    • DTXSID50548785
    • RefChem:355116
    • DTXCID30499569
    • methyl prenyl carbonate
    • SCHEMBL3677070
    • 88927-34-8

  • Applications

    Methyl 3-methylbut-2-en-1-yl carbonate (CAS 88927-34-8) is primarily used as an organic synthesis intermediate, enabling introduction and manipulation of the prenyl (3-methylbut-2-en-1-yl) fragment in target molecules; as a prenyl alcohol-derived carbonate it can serve as a protecting group for alcohols in multi-step syntheses and can be deprotected under gentle conditions to regenerate the free prenyl alcohol; it provides a versatile building block for the incorporation of the prenyl carbonate moiety into pharmaceuticals, agrochemicals, and fragrance-related compounds; in materials chemistry it can function as a reactive building block for carbonate-containing polymers and coatings through transesterification or carbonate-ester formation; and it is commonly evaluated as a synthetic precursor in fragrance and flavor chemistry to access prenylated aroma compounds while remaining subject to applicable regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1315.98
    methanol 1358.14
    isopropanol 1084.59
    water 11.32
    ethyl acetate 906.66
    n-propanol 944.91
    acetone 1242.09
    n-butanol 807.6
    acetonitrile 899.23
    DMF 1781.86
    toluene 218.19
    isobutanol 724.59
    1,4-dioxane 1473.84
    methyl acetate 927.48
    THF 1758.03
    2-butanone 880.62
    n-pentanol 486.43
    sec-butanol 1027.12
    n-hexane 45.62
    ethylene glycol 285.77
    NMP 1530.94
    cyclohexane 65.86
    DMSO 1063.79
    n-butyl acetate 301.22
    n-octanol 186.72
    chloroform 1601.23
    n-propyl acetate 393.68
    acetic acid 2354.68
    dichloromethane 1251.64
    cyclohexanone 929.45
    propylene glycol 415.97
    isopropyl acetate 474.2
    DMAc 1364.68
    2-ethoxyethanol 828.82
    isopentanol 685.76
    n-heptane 18.22
    ethyl formate 541.13
    1,2-dichloroethane 793.58
    n-hexanol 342.44
    2-methoxyethanol 1598.95
    isobutyl acetate 237.24
    tetrachloromethane 219.14
    n-pentyl acetate 215.55
    transcutol 1395.71
    n-heptanol 195.93
    ethylbenzene 129.41
    MIBK 379.47
    2-propoxyethanol 602.51
    tert-butanol 1533.79
    MTBE 931.95
    2-butoxyethanol 393.06
    propionic acid 1048.79
    o-xylene 170.83
    formic acid 929.02
    diethyl ether 700.77
    m-xylene 176.49
    p-xylene 198.74
    chlorobenzene 324.44
    dimethyl carbonate 295.29
    n-octane 9.53
    formamide 1459.43
    cyclopentanone 1147.23
    2-pentanone 685.03
    anisole 370.1
    cyclopentyl methyl ether 679.41
    gamma-butyrolactone 1357.43
    1-methoxy-2-propanol 1095.63
    pyridine 924.17
    3-pentanone 446.47
    furfural 1049.15
    n-dodecane 9.68
    diethylene glycol 524.72
    diisopropyl ether 177.85
    tert-amyl alcohol 1309.04
    acetylacetone 739.31
    n-hexadecane 10.69
    acetophenone 365.75
    methyl propionate 661.63
    isopentyl acetate 301.52
    trichloroethylene 1766.6
    n-nonanol 162.46
    cyclohexanol 684.74
    benzyl alcohol 333.86
    2-ethylhexanol 191.88
    isooctanol 158.51
    dipropyl ether 148.87
    1,2-dichlorobenzene 300.21
    ethyl lactate 209.32
    propylene carbonate 738.38
    n-methylformamide 1028.9
    2-pentanol 599.42
    n-pentane 52.84
    1-propoxy-2-propanol 350.81
    1-methoxy-2-propyl acetate 350.77
    2-(2-methoxypropoxy) propanol 349.58
    mesitylene 106.67
    ε-caprolactone 925.51
    p-cymene 73.95
    epichlorohydrin 1463.3
    1,1,1-trichloroethane 851.8
    2-aminoethanol 672.91
    morpholine-4-carbaldehyde 1336.32
    sulfolane 1221.23
    2,2,4-trimethylpentane 42.94
    2-methyltetrahydrofuran 1352.99
    n-hexyl acetate 360.65
    isooctane 25.1
    2-(2-butoxyethoxy)ethanol 498.06
    sec-butyl acetate 300.43
    tert-butyl acetate 529.57
    decalin 39.51
    glycerin 536.5
    diglyme 821.89
    acrylic acid 914.35
    isopropyl myristate 118.55
    n-butyric acid 1152.47
    acetyl acetate 599.31
    di(2-ethylhexyl) phthalate 142.13
    ethyl propionate 369.58
    nitromethane 2593.05
    1,2-diethoxyethane 317.27
    benzonitrile 349.81
    trioctyl phosphate 91.53
    1-bromopropane 408.67
    gamma-valerolactone 1549.18
    n-decanol 109.46
    triethyl phosphate 124.82
    4-methyl-2-pentanol 290.03
    propionitrile 557.34
    vinylene carbonate 620.37
    1,1,2-trichlorotrifluoroethane 1199.09
    DMS 300.07
    cumene 100.49
    2-octanol 137.62
    2-hexanone 385.09
    octyl acetate 163.7
    limonene 122.22
    1,2-dimethoxyethane 982.11
    ethyl orthosilicate 126.99
    tributyl phosphate 117.97
    diacetone alcohol 711.62
    N,N-dimethylaniline 253.43
    acrylonitrile 706.92
    aniline 475.32
    1,3-propanediol 885.56
    bromobenzene 282.97
    dibromomethane 726.88
    1,1,2,2-tetrachloroethane 1432.27
    2-methyl-cyclohexyl acetate 229.7
    tetrabutyl urea 144.21
    diisobutyl methanol 103.47
    2-phenylethanol 280.03
    styrene 158.88
    dioctyl adipate 193.31
    dimethyl sulfate 435.3
    ethyl butyrate 231.54
    methyl lactate 344.69
    butyl lactate 190.54
    diethyl carbonate 173.33
    propanediol butyl ether 374.71
    triethyl orthoformate 165.12
    p-tert-butyltoluene 77.04
    methyl 4-tert-butylbenzoate 298.48
    morpholine 2039.8
    tert-butylamine 856.61
    n-dodecanol 76.35
    dimethoxymethane 823.82
    ethylene carbonate 527.46
    cyrene 392.09
    2-ethoxyethyl acetate 323.29
    2-ethylhexyl acetate 229.58
    1,2,4-trichlorobenzene 408.54
    4-methylpyridine 837.42
    dibutyl ether 147.65
    2,6-dimethyl-4-heptanol 103.47
    DEF 863.0
    dimethyl isosorbide 515.44
    tetrachloroethylene 886.69
    eugenol 297.43
    triacetin 329.67
    span 80 323.45
    1,4-butanediol 287.87
    1,1-dichloroethane 983.51
    2-methyl-1-pentanol 453.74
    methyl formate 663.07
    2-methyl-1-butanol 696.93
    n-decane 15.98
    butyronitrile 518.3
    3,7-dimethyl-1-octanol 172.56
    1-chlorooctane 87.86
    1-chlorotetradecane 33.17
    n-nonane 14.39
    undecane 11.96
    tert-butylcyclohexane 41.62
    cyclooctane 18.55
    cyclopentanol 790.34
    tetrahydropyran 1138.08
    tert-amyl methyl ether 643.57
    2,5,8-trioxanonane 515.87
    1-hexene 182.64
    2-isopropoxyethanol 521.74
    2,2,2-trifluoroethanol 737.29
    methyl butyrate 506.51

    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