4-Pentenoic acid, 3-methylbutyl ester

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  • Identifiers

    CAS number
    76649-18-8

    Molecular formula
    C10H18O2

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

    Safety labels

  • Odor profile

    Fragrance
    Fruity 93.86%
    Green 65.69%
    Pineapple 62.26%
    Apple 55.36%
    Tropical 44.73%
    Sweet 42.77%
    Winey 41.15%
    Banana 40.27%
    Cheesy 38.04%
    Ripe 35.88%

     

    Flavor
    Fruity 79.52%
    Pineapple 52.79%
    Tropical 47.44%
    Green 39.53%
    Apple 38.17%
    Pear 29.33%
    Berry 29.18%
    Fresh 28.22%
    Sweet 28.02%
    Fruit 27.15%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.8

    pKa est.
    7.86 (neutral)

    Molecular weight
    170.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    199°C

    Flash point

    • 69.35 ˚C est.

  • Synonyms

    • Isoamyl 4-pentenoate
    • 4-Pentenoic acid, 3-methylbutyl ester
    • 76649-18-8
    • DTXSID2072839
    • RefChem:526253
    • DTXCID0047907
    • 3-methylbutyl pent-4-enoate
    • SCHEMBL1378058
    • ZQWYFZUFXOBFOF-UHFFFAOYSA-N
    • 76649-18-8

  • Applications

    4-Pentenoic acid, 3-methylbutyl ester (CAS 76649-18-8) is a versatile synthetic intermediate and functional monomer used in specialty polymers and coatings, because the terminal vinyl group enables radical polymerization and crosslinking; it can be employed as a reactive diluent or comonomer in UV- or heat-cured coatings and in adhesives. In coatings and inks, it provides a way to adjust resin properties and cure behavior. In fragrance and cosmetics, the 3-methylbutyl moiety yields fruity notes and can be used as a fragrance ingredient or fixative when formulationally appropriate. It is also considered an intermediate for synthesizing other isoamyl esters and specialty compounds used in polymer and fragrance chemistries, subject to regulatory constraints and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 867.89
    methanol 844.93
    isopropanol 696.89
    water 0.46
    ethyl acetate 479.63
    n-propanol 593.64
    acetone 674.42
    n-butanol 607.04
    acetonitrile 371.14
    DMF 651.62
    toluene 203.68
    isobutanol 475.53
    1,4-dioxane 831.24
    methyl acetate 392.42
    THF 1254.84
    2-butanone 517.75
    n-pentanol 467.34
    sec-butanol 583.66
    n-hexane 136.11
    ethylene glycol 90.21
    NMP 633.32
    cyclohexane 189.26
    DMSO 658.22
    n-butyl acetate 608.24
    n-octanol 265.71
    chloroform 1337.78
    n-propyl acetate 331.98
    acetic acid 702.43
    dichloromethane 952.56
    cyclohexanone 891.19
    propylene glycol 215.22
    isopropyl acetate 319.88
    DMAc 598.46
    2-ethoxyethanol 401.06
    isopentanol 543.44
    n-heptane 67.12
    ethyl formate 294.12
    1,2-dichloroethane 592.98
    n-hexanol 640.13
    2-methoxyethanol 630.96
    isobutyl acetate 256.41
    tetrachloromethane 147.54
    n-pentyl acetate 293.22
    transcutol 1615.05
    n-heptanol 225.45
    ethylbenzene 172.86
    MIBK 288.31
    2-propoxyethanol 664.34
    tert-butanol 855.8
    MTBE 539.77
    2-butoxyethanol 341.5
    propionic acid 418.23
    o-xylene 168.2
    formic acid 136.91
    diethyl ether 430.14
    m-xylene 174.3
    p-xylene 242.43
    chlorobenzene 371.36
    dimethyl carbonate 96.25
    n-octane 28.31
    formamide 155.24
    cyclopentanone 753.49
    2-pentanone 440.99
    anisole 315.1
    cyclopentyl methyl ether 504.64
    gamma-butyrolactone 762.64
    1-methoxy-2-propanol 528.75
    pyridine 626.39
    3-pentanone 283.23
    furfural 655.75
    n-dodecane 26.09
    diethylene glycol 374.03
    diisopropyl ether 160.24
    tert-amyl alcohol 695.81
    acetylacetone 432.91
    n-hexadecane 29.54
    acetophenone 316.07
    methyl propionate 280.48
    isopentyl acetate 549.48
    trichloroethylene 1158.47
    n-nonanol 233.38
    cyclohexanol 606.92
    benzyl alcohol 291.66
    2-ethylhexanol 372.54
    isooctanol 189.38
    dipropyl ether 296.23
    1,2-dichlorobenzene 344.74
    ethyl lactate 162.98
    propylene carbonate 491.23
    n-methylformamide 247.79
    2-pentanol 455.85
    n-pentane 81.95
    1-propoxy-2-propanol 540.58
    1-methoxy-2-propyl acetate 435.6
    2-(2-methoxypropoxy) propanol 410.84
    mesitylene 127.4
    ε-caprolactone 713.83
    p-cymene 137.28
    epichlorohydrin 856.02
    1,1,1-trichloroethane 637.6
    2-aminoethanol 233.71
    morpholine-4-carbaldehyde 630.12
    sulfolane 798.39
    2,2,4-trimethylpentane 56.5
    2-methyltetrahydrofuran 910.25
    n-hexyl acetate 460.48
    isooctane 45.17
    2-(2-butoxyethoxy)ethanol 526.68
    sec-butyl acetate 258.67
    tert-butyl acetate 355.3
    decalin 89.16
    glycerin 217.54
    diglyme 782.61
    acrylic acid 294.87
    isopropyl myristate 183.67
    n-butyric acid 774.58
    acetyl acetate 303.22
    di(2-ethylhexyl) phthalate 183.98
    ethyl propionate 253.18
    nitromethane 643.59
    1,2-diethoxyethane 477.73
    benzonitrile 392.41
    trioctyl phosphate 129.87
    1-bromopropane 407.04
    gamma-valerolactone 858.75
    n-decanol 170.02
    triethyl phosphate 156.49
    4-methyl-2-pentanol 259.25
    propionitrile 341.35
    vinylene carbonate 418.56
    1,1,2-trichlorotrifluoroethane 594.04
    DMS 270.62
    cumene 140.89
    2-octanol 176.59
    2-hexanone 392.49
    octyl acetate 230.3
    limonene 233.12
    1,2-dimethoxyethane 719.72
    ethyl orthosilicate 157.05
    tributyl phosphate 179.1
    diacetone alcohol 423.5
    N,N-dimethylaniline 225.35
    acrylonitrile 347.38
    aniline 296.62
    1,3-propanediol 403.94
    bromobenzene 369.61
    dibromomethane 685.33
    1,1,2,2-tetrachloroethane 1071.64
    2-methyl-cyclohexyl acetate 322.61
    tetrabutyl urea 212.52
    diisobutyl methanol 201.27
    2-phenylethanol 345.06
    styrene 214.67
    dioctyl adipate 273.47
    dimethyl sulfate 157.52
    ethyl butyrate 346.06
    methyl lactate 177.21
    butyl lactate 264.38
    diethyl carbonate 231.22
    propanediol butyl ether 370.09
    triethyl orthoformate 245.41
    p-tert-butyltoluene 137.44
    methyl 4-tert-butylbenzoate 286.95
    morpholine 1009.3
    tert-butylamine 519.92
    n-dodecanol 130.79
    dimethoxymethane 327.16
    ethylene carbonate 361.09
    cyrene 293.39
    2-ethoxyethyl acetate 344.81
    2-ethylhexyl acetate 417.46
    1,2,4-trichlorobenzene 419.03
    4-methylpyridine 619.52
    dibutyl ether 314.05
    2,6-dimethyl-4-heptanol 201.27
    DEF 439.75
    dimethyl isosorbide 566.76
    tetrachloroethylene 620.98
    eugenol 290.62
    triacetin 368.04
    span 80 426.99
    1,4-butanediol 165.03
    1,1-dichloroethane 682.67
    2-methyl-1-pentanol 448.62
    methyl formate 184.63
    2-methyl-1-butanol 473.96
    n-decane 43.03
    butyronitrile 469.12
    3,7-dimethyl-1-octanol 297.59
    1-chlorooctane 163.16
    1-chlorotetradecane 72.17
    n-nonane 42.13
    undecane 32.11
    tert-butylcyclohexane 84.56
    cyclooctane 51.57
    cyclopentanol 548.32
    tetrahydropyran 974.43
    tert-amyl methyl ether 378.35
    2,5,8-trioxanonane 558.89
    1-hexene 372.06
    2-isopropoxyethanol 313.6
    2,2,2-trifluoroethanol 147.7
    methyl butyrate 395.04

    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