3-Methylbut-3-enyl benzoate

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  • Identifiers

    CAS number
    5205-12-9

    Molecular formula
    C12H14O2

    SMILES
    CC(=C)CCOC(=O)C1=CC=CC=C1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 79.6%
    Sweet 73.19%
    Balsamic 64.45%
    Herbal 58.89%
    Fruity 53.02%
    Green 48.91%
    Rose 44.05%
    Spicy 40.6%
    Honey 36.85%
    Woody 36.79%

     

    Flavor
    Fruity 57.46%
    Balsam 50.95%
    Floral 44.2%
    Sweet 43.29%
    Honey 28.97%
    Rose 28.1%
    Berry 28.05%
    Chocolate 26.62%
    Strawberry 26.5%
    Balsamic 26.47%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    4.0

    pKa est.
    6.51 (neutral)

    Molecular weight
    190.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    268°C

    Flash point

    • 112.05 ˚C est.

  • Synonyms

    • 5205-12-9
    • 3-methylbut-3-enyl benzoate
    • 3-Methyl-3-butenyl benzoate
    • 3-METHYLBUT-3-ENYLBENZOATE
    • 3-methylbut-3-en-1-yl benzoate
    • 3-Buten-1-ol, 3-methyl-, benzoate
    • YPV8S9FL2T
    • 3-Buten-1-ol, 3-methyl-, 1-benzoate
    • 3-Methyl-3-buten-1-yl benzoate
    • UNII-YPV8S9FL2T
    • SCHEMBL2453973
    • 3-methylbut-3-en-1-ylbenzoate
    • DTXSID601019408
    • AKOS033238775
    • NS00120327
    • EN300-179274
    • Q63391989
    • Z1291714898

  • Applications

    3-Methylbut-3-enyl benzoate (CAS 5205-12-9, also known as prenyl benzoate) is a benzoate ester with an isoprenyl side chain used in fragrance formulations as a modifier with sweet balsamic–fruity nuances and as a mild fixative to extend odor longevity in fine fragrances, personal care, and home care products; in organic synthesis, its terminal double bond enables epoxidation, hydroboration–oxidation, ozonolysis, and cross-metathesis to access terpenoid-like derivatives, and it serves as an intermediate en route to the corresponding alcohols, aldehydes, acids, and other functionalized benzoates, making it a convenient building block for aroma chemicals and specialty fine chemicals; it is also employed as a reference/retention marker in GC–MS flavor–fragrance libraries, as a model substrate in catalysis studies (transesterification, allylic isomerization), and in pro-fragrance systems that rely on ester hydrolysis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1979.99
    methanol 2233.83
    isopropanol 1142.52
    water 0.42
    ethyl acetate 1316.57
    n-propanol 1366.37
    acetone 1654.94
    n-butanol 1150.15
    acetonitrile 1585.72
    DMF 1916.31
    toluene 264.77
    isobutanol 921.59
    1,4-dioxane 1372.95
    methyl acetate 1106.88
    THF 1404.18
    2-butanone 1392.5
    n-pentanol 664.44
    sec-butanol 1133.57
    n-hexane 43.12
    ethylene glycol 163.1
    NMP 878.82
    cyclohexane 63.06
    DMSO 1115.93
    n-butyl acetate 734.22
    n-octanol 213.06
    chloroform 1883.28
    n-propyl acetate 644.53
    acetic acid 1313.94
    dichloromethane 1638.4
    cyclohexanone 1267.69
    propylene glycol 345.56
    isopropyl acetate 607.44
    DMAc 1300.88
    2-ethoxyethanol 740.54
    isopentanol 822.82
    n-heptane 19.43
    ethyl formate 595.42
    1,2-dichloroethane 1350.97
    n-hexanol 594.61
    2-methoxyethanol 1523.06
    isobutyl acetate 358.38
    tetrachloromethane 80.97
    n-pentyl acetate 274.79
    transcutol 3056.99
    n-heptanol 199.12
    ethylbenzene 201.12
    MIBK 518.35
    2-propoxyethanol 822.78
    tert-butanol 1045.66
    MTBE 798.95
    2-butoxyethanol 378.69
    propionic acid 778.14
    o-xylene 164.76
    formic acid 316.62
    diethyl ether 1064.19
    m-xylene 179.66
    p-xylene 265.22
    chlorobenzene 514.17
    dimethyl carbonate 285.67
    n-octane 10.79
    formamide 677.4
    cyclopentanone 1196.82
    2-pentanone 1061.35
    anisole 543.08
    cyclopentyl methyl ether 596.05
    gamma-butyrolactone 1180.24
    1-methoxy-2-propanol 1077.37
    pyridine 1259.23
    3-pentanone 680.52
    furfural 925.62
    n-dodecane 12.2
    diethylene glycol 551.46
    diisopropyl ether 198.82
    tert-amyl alcohol 930.21
    acetylacetone 853.66
    n-hexadecane 14.08
    acetophenone 475.61
    methyl propionate 835.64
    isopentyl acetate 602.78
    trichloroethylene 2438.4
    n-nonanol 185.48
    cyclohexanol 628.26
    benzyl alcohol 413.55
    2-ethylhexanol 291.41
    isooctanol 174.68
    dipropyl ether 280.97
    1,2-dichlorobenzene 441.29
    ethyl lactate 256.78
    propylene carbonate 691.22
    n-methylformamide 884.51
    2-pentanol 718.77
    n-pentane 33.25
    1-propoxy-2-propanol 585.67
    1-methoxy-2-propyl acetate 581.53
    2-(2-methoxypropoxy) propanol 457.87
    mesitylene 108.8
    ε-caprolactone 983.39
    p-cymene 98.93
    epichlorohydrin 1630.2
    1,1,1-trichloroethane 813.55
    2-aminoethanol 538.01
    morpholine-4-carbaldehyde 996.08
    sulfolane 953.64
    2,2,4-trimethylpentane 27.69
    2-methyltetrahydrofuran 1108.61
    n-hexyl acetate 456.95
    isooctane 23.78
    2-(2-butoxyethoxy)ethanol 711.15
    sec-butyl acetate 412.24
    tert-butyl acetate 585.51
    decalin 41.58
    glycerin 361.07
    diglyme 1145.85
    acrylic acid 606.09
    isopropyl myristate 162.21
    n-butyric acid 1191.74
    acetyl acetate 543.99
    di(2-ethylhexyl) phthalate 148.21
    ethyl propionate 541.68
    nitromethane 2050.37
    1,2-diethoxyethane 710.2
    benzonitrile 545.14
    trioctyl phosphate 102.8
    1-bromopropane 674.15
    gamma-valerolactone 1408.22
    n-decanol 133.65
    triethyl phosphate 161.2
    4-methyl-2-pentanol 324.38
    propionitrile 1033.29
    vinylene carbonate 667.09
    1,1,2-trichlorotrifluoroethane 862.14
    DMS 384.37
    cumene 133.77
    2-octanol 142.43
    2-hexanone 668.03
    octyl acetate 206.54
    limonene 156.08
    1,2-dimethoxyethane 1173.82
    ethyl orthosilicate 151.88
    tributyl phosphate 156.53
    diacetone alcohol 682.09
    N,N-dimethylaniline 288.44
    acrylonitrile 1141.81
    aniline 450.65
    1,3-propanediol 844.68
    bromobenzene 489.38
    dibromomethane 1019.56
    1,1,2,2-tetrachloroethane 1979.03
    2-methyl-cyclohexyl acetate 291.26
    tetrabutyl urea 185.21
    diisobutyl methanol 151.48
    2-phenylethanol 369.01
    styrene 281.64
    dioctyl adipate 245.6
    dimethyl sulfate 350.66
    ethyl butyrate 436.35
    methyl lactate 326.84
    butyl lactate 254.84
    diethyl carbonate 292.46
    propanediol butyl ether 418.27
    triethyl orthoformate 256.64
    p-tert-butyltoluene 95.18
    methyl 4-tert-butylbenzoate 305.51
    morpholine 1926.55
    tert-butylamine 557.64
    n-dodecanol 97.96
    dimethoxymethane 899.75
    ethylene carbonate 550.16
    cyrene 316.92
    2-ethoxyethyl acetate 439.21
    2-ethylhexyl acetate 415.86
    1,2,4-trichlorobenzene 487.02
    4-methylpyridine 1049.96
    dibutyl ether 290.52
    2,6-dimethyl-4-heptanol 151.48
    DEF 1032.78
    dimethyl isosorbide 604.39
    tetrachloroethylene 938.9
    eugenol 336.2
    triacetin 392.56
    span 80 352.55
    1,4-butanediol 238.72
    1,1-dichloroethane 1260.04
    2-methyl-1-pentanol 594.43
    methyl formate 559.94
    2-methyl-1-butanol 822.84
    n-decane 19.08
    butyronitrile 1015.28
    3,7-dimethyl-1-octanol 243.34
    1-chlorooctane 127.44
    1-chlorotetradecane 48.47
    n-nonane 17.32
    undecane 15.0
    tert-butylcyclohexane 41.36
    cyclooctane 16.07
    cyclopentanol 585.11
    tetrahydropyran 1430.14
    tert-amyl methyl ether 504.27
    2,5,8-trioxanonane 751.57
    1-hexene 301.17
    2-isopropoxyethanol 497.79
    2,2,2-trifluoroethanol 255.64
    methyl butyrate 779.34

    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
Cascarilla 2 8007-06-5 Croton eluteria Bennett, fam. Euphorbiaceae 0.05%