Butanoic acid, 3-oxo-, 3-hexen-1-yl ester

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  • Identifiers

    CAS number
    72928-36-0

    Molecular formula
    C10H16O3

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

  • Odor profile

    Fragrance
    Green 91.51%
    Fruity 80.12%
    Sweet 58.16%
    Tropical 53.79%
    Apple 52.72%
    Fresh 50.58%
    Waxy 47.7%
    Floral 47.06%
    Melon 43.78%
    Pineapple 40.64%

     

    Flavor
    Fruity 70.62%
    Green 58.63%
    Fresh 43.01%
    Tropical 42.67%
    Apple 39.66%
    Sweet 39.44%
    Pineapple 33.78%
    Pear 31.34%
    Fatty 30.31%
    Fruit 28.56%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.6

    pKa est.
    8.22 (weak base)

    Molecular weight
    184.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    241°C

    Flash point

    • 106.74 ˚C est.

  • Synonyms

    • Hex-3-enyl acetoacetate
    • EINECS 277-070-6
    • Butanoic acid, 3-oxo-, 3-hexen-1-yl ester
    • 72928-36-0
    • SCHEMBL7204654
    • SCHEMBL8084130
    • JCPGKFSGEPVXMI-SNAWJCMRSA-N

  • Applications

    Butanoic acid, 3-oxo-, 3-hexen-1-yl ester, CAS number: 72928-36-0, is a versatile intermediate in organic synthesis, commonly used as a precursor for fragrance and flavor compounds in perfumery and cosmetics, leveraging the 3-hexen-1-yl moiety to support green notes; it also serves as a building block in pharmaceutical synthesis for β-keto ester motifs and related heterocyclic scaffolds; in materials and coatings research, it is explored as a functionalized ester that can be integrated into polymer backbones or cured coatings, enabling keto functionality or crosslinking; and it is employed as a specialty chemical in various synthesis workflows that require a reactive β-keto ester intermediate.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 538.28
    methanol 683.39
    isopropanol 449.68
    water 1.6
    ethyl acetate 252.37
    n-propanol 338.65
    acetone 852.61
    n-butanol 300.95
    acetonitrile 331.71
    DMF 1537.05
    toluene 81.97
    isobutanol 267.03
    1,4-dioxane 549.71
    methyl acetate 283.19
    THF 1053.82
    2-butanone 370.32
    n-pentanol 215.06
    sec-butanol 282.14
    n-hexane 25.87
    ethylene glycol 213.92
    NMP 1175.43
    cyclohexane 27.86
    DMSO 1634.14
    n-butyl acetate 156.53
    n-octanol 98.69
    chloroform 680.29
    n-propyl acetate 134.8
    acetic acid 816.41
    dichloromethane 536.22
    cyclohexanone 560.77
    propylene glycol 376.84
    isopropyl acetate 175.13
    DMAc 1222.8
    2-ethoxyethanol 363.89
    isopentanol 262.6
    n-heptane 9.5
    ethyl formate 171.65
    1,2-dichloroethane 372.94
    n-hexanol 186.29
    2-methoxyethanol 777.7
    isobutyl acetate 105.52
    tetrachloromethane 59.76
    n-pentyl acetate 95.27
    transcutol 1257.66
    n-heptanol 64.71
    ethylbenzene 63.93
    MIBK 205.77
    2-propoxyethanol 386.09
    tert-butanol 614.11
    MTBE 269.26
    2-butoxyethanol 162.13
    propionic acid 385.43
    o-xylene 74.99
    formic acid 263.91
    diethyl ether 204.81
    m-xylene 88.1
    p-xylene 80.86
    chlorobenzene 167.67
    dimethyl carbonate 144.04
    n-octane 4.72
    formamide 297.51
    cyclopentanone 729.58
    2-pentanone 318.29
    anisole 190.25
    cyclopentyl methyl ether 361.69
    gamma-butyrolactone 763.18
    1-methoxy-2-propanol 619.5
    pyridine 305.23
    3-pentanone 213.06
    furfural 566.43
    n-dodecane 6.47
    diethylene glycol 403.05
    diisopropyl ether 62.18
    tert-amyl alcohol 364.19
    acetylacetone 439.12
    n-hexadecane 7.45
    acetophenone 190.03
    methyl propionate 254.25
    isopentyl acetate 160.28
    trichloroethylene 730.32
    n-nonanol 85.49
    cyclohexanol 307.56
    benzyl alcohol 178.73
    2-ethylhexanol 99.47
    isooctanol 59.3
    dipropyl ether 90.87
    1,2-dichlorobenzene 173.18
    ethyl lactate 125.55
    propylene carbonate 373.96
    n-methylformamide 434.44
    2-pentanol 185.06
    n-pentane 15.88
    1-propoxy-2-propanol 256.11
    1-methoxy-2-propyl acetate 230.32
    2-(2-methoxypropoxy) propanol 295.69
    mesitylene 62.62
    ε-caprolactone 417.88
    p-cymene 46.16
    epichlorohydrin 715.19
    1,1,1-trichloroethane 331.44
    2-aminoethanol 338.72
    morpholine-4-carbaldehyde 806.02
    sulfolane 1113.83
    2,2,4-trimethylpentane 15.36
    2-methyltetrahydrofuran 555.37
    n-hexyl acetate 202.97
    isooctane 12.93
    2-(2-butoxyethoxy)ethanol 361.41
    sec-butyl acetate 105.34
    tert-butyl acetate 234.62
    decalin 24.57
    glycerin 454.83
    diglyme 552.86
    acrylic acid 364.85
    isopropyl myristate 79.2
    n-butyric acid 416.95
    acetyl acetate 205.54
    di(2-ethylhexyl) phthalate 102.35
    ethyl propionate 142.23
    nitromethane 995.13
    1,2-diethoxyethane 211.76
    benzonitrile 200.41
    trioctyl phosphate 64.62
    1-bromopropane 181.3
    gamma-valerolactone 816.18
    n-decanol 63.98
    triethyl phosphate 82.27
    4-methyl-2-pentanol 113.85
    propionitrile 208.44
    vinylene carbonate 305.97
    1,1,2-trichlorotrifluoroethane 642.58
    DMS 204.81
    cumene 55.79
    2-octanol 50.15
    2-hexanone 185.88
    octyl acetate 102.13
    limonene 74.93
    1,2-dimethoxyethane 566.56
    ethyl orthosilicate 78.47
    tributyl phosphate 93.2
    diacetone alcohol 369.52
    N,N-dimethylaniline 150.62
    acrylonitrile 285.52
    aniline 183.25
    1,3-propanediol 411.27
    bromobenzene 162.49
    dibromomethane 345.2
    1,1,2,2-tetrachloroethane 659.31
    2-methyl-cyclohexyl acetate 132.33
    tetrabutyl urea 134.18
    diisobutyl methanol 62.91
    2-phenylethanol 154.95
    styrene 80.22
    dioctyl adipate 142.05
    dimethyl sulfate 334.68
    ethyl butyrate 111.33
    methyl lactate 239.44
    butyl lactate 126.06
    diethyl carbonate 92.18
    propanediol butyl ether 279.92
    triethyl orthoformate 95.67
    p-tert-butyltoluene 46.92
    methyl 4-tert-butylbenzoate 188.04
    morpholine 739.47
    tert-butylamine 300.33
    n-dodecanol 49.16
    dimethoxymethane 475.56
    ethylene carbonate 235.4
    cyrene 283.65
    2-ethoxyethyl acetate 162.31
    2-ethylhexyl acetate 117.68
    1,2,4-trichlorobenzene 228.93
    4-methylpyridine 333.08
    dibutyl ether 104.02
    2,6-dimethyl-4-heptanol 62.91
    DEF 400.14
    dimethyl isosorbide 425.48
    tetrachloroethylene 326.74
    eugenol 186.39
    triacetin 254.69
    span 80 233.41
    1,4-butanediol 164.01
    1,1-dichloroethane 373.8
    2-methyl-1-pentanol 191.12
    methyl formate 306.33
    2-methyl-1-butanol 230.83
    n-decane 9.92
    butyronitrile 227.81
    3,7-dimethyl-1-octanol 112.22
    1-chlorooctane 55.64
    1-chlorotetradecane 24.1
    n-nonane 9.09
    undecane 7.82
    tert-butylcyclohexane 25.81
    cyclooctane 8.61
    cyclopentanol 390.16
    tetrahydropyran 463.32
    tert-amyl methyl ether 198.95
    2,5,8-trioxanonane 450.68
    1-hexene 93.56
    2-isopropoxyethanol 244.15
    2,2,2-trifluoroethanol 216.24
    methyl butyrate 189.41

    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