3-Hexene-2,5-dione

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  • Identifiers

    CAS number
    4436-75-3

    Molecular formula
    C6H8O2

    SMILES
    CC(=O)C=CC(=O)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 78.09%
    Pungent 58.74%
    Caramellic 58.6%
    Creamy 48.35%
    Spicy 47.88%
    Nutty 46.02%
    Burnt 44.4%
    Buttery 44.15%
    Sharp 43.5%
    Woody 39.54%

     

    Flavor
    Sweet 70.9%
    Creamy 49.87%
    Pungent 48.46%
    Butter 46.72%
    Caramel 46.51%
    Brown 39.24%
    Buttery 38.79%
    Phenolic 35.35%
    Ethereal 35.22%
    Nutty 33.91%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    -0.1

    pKa est.
    8.09 (weak base)

    Molecular weight
    112.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    216°C

    Flash point

    • 62.93 ˚C est.

  • Synonyms

    • 3-HEXENE-2,5-DIONE
    • 4436-75-3
    • DTXSID8063462
    • RefChem:911343
    • DTXCID7040314
    • 621-529-9
    • 1,2-Diacetylethylene
    • hex-3-ene-2,5-dione
    • MFCD00052840
    • SCHEMBL279294
    • AKOS024429205
    • SY233697
    • G61137
    • 4436-75-3

  • Applications

    3-Hexene-2,5-dione (CAS 4436-75-3) is primarily used as a synthetic intermediate in the production of fine chemicals and commercial materials, notably as a fragrance and pharmaceutical intermediate. It can also act as a dienophile in Diels–Alder reactions to construct cyclic and heterocyclic frameworks. As a diketone with a double bond at the 3-4 position, it provides a building block for specialty polymers and material formulations via condensation or addition chemistries, contributing to resins, coatings, and related systems. It is also used as a precursor for intermediates in the agrochemical and other specialty chemical sectors. In research and development, it may be evaluated as a precursor to functionalized derivatives and multi-ring structures.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 183.53
    methanol 354.06
    isopropanol 152.89
    water 31.27
    ethyl acetate 148.69
    n-propanol 130.67
    acetone 262.7
    n-butanol 110.92
    acetonitrile 176.75
    DMF 649.87
    toluene 39.9
    isobutanol 95.1
    1,4-dioxane 178.11
    methyl acetate 236.82
    THF 217.39
    2-butanone 182.82
    n-pentanol 61.76
    sec-butanol 114.17
    n-hexane 18.8
    ethylene glycol 99.9
    NMP 357.23
    cyclohexane 9.2
    DMSO 356.05
    n-butyl acetate 59.83
    n-octanol 54.23
    chloroform 259.0
    n-propyl acetate 63.07
    acetic acid 110.02
    dichloromethane 231.83
    cyclohexanone 137.58
    propylene glycol 114.69
    isopropyl acetate 75.61
    DMAc 616.42
    2-ethoxyethanol 140.88
    isopentanol 82.56
    n-heptane 10.43
    ethyl formate 177.48
    1,2-dichloroethane 125.51
    n-hexanol 70.01
    2-methoxyethanol 357.98
    isobutyl acetate 40.24
    tetrachloromethane 53.81
    n-pentyl acetate 46.38
    transcutol 195.45
    n-heptanol 37.77
    ethylbenzene 35.92
    MIBK 75.99
    2-propoxyethanol 154.4
    tert-butanol 150.76
    MTBE 106.14
    2-butoxyethanol 80.13
    propionic acid 134.1
    o-xylene 42.66
    formic acid 109.35
    diethyl ether 94.79
    m-xylene 34.07
    p-xylene 48.49
    chlorobenzene 54.01
    dimethyl carbonate 95.76
    n-octane 6.93
    formamide 135.07
    cyclopentanone 204.61
    2-pentanone 121.1
    anisole 90.33
    cyclopentyl methyl ether 91.86
    gamma-butyrolactone 241.04
    1-methoxy-2-propanol 232.04
    pyridine 111.36
    3-pentanone 100.85
    furfural 262.91
    n-dodecane 7.13
    diethylene glycol 161.1
    diisopropyl ether 26.22
    tert-amyl alcohol 114.12
    acetylacetone 152.39
    n-hexadecane 7.66
    acetophenone 89.22
    methyl propionate 161.62
    isopentyl acetate 53.43
    trichloroethylene 210.73
    n-nonanol 44.34
    cyclohexanol 71.47
    benzyl alcohol 74.35
    2-ethylhexanol 39.43
    isooctanol 30.7
    dipropyl ether 42.83
    1,2-dichlorobenzene 63.25
    ethyl lactate 66.02
    propylene carbonate 147.78
    n-methylformamide 300.78
    2-pentanol 67.92
    n-pentane 14.72
    1-propoxy-2-propanol 97.61
    1-methoxy-2-propyl acetate 84.68
    2-(2-methoxypropoxy) propanol 89.46
    mesitylene 23.9
    ε-caprolactone 136.27
    p-cymene 23.82
    epichlorohydrin 212.73
    1,1,1-trichloroethane 129.59
    2-aminoethanol 131.99
    morpholine-4-carbaldehyde 347.42
    sulfolane 243.65
    2,2,4-trimethylpentane 9.33
    2-methyltetrahydrofuran 143.81
    n-hexyl acetate 76.16
    isooctane 5.84
    2-(2-butoxyethoxy)ethanol 96.29
    sec-butyl acetate 46.23
    tert-butyl acetate 74.53
    decalin 11.9
    glycerin 162.53
    diglyme 186.35
    acrylic acid 122.97
    isopropyl myristate 34.49
    n-butyric acid 126.23
    acetyl acetate 87.85
    di(2-ethylhexyl) phthalate 37.0
    ethyl propionate 80.04
    nitromethane 329.76
    1,2-diethoxyethane 67.2
    benzonitrile 81.68
    trioctyl phosphate 27.82
    1-bromopropane 89.03
    gamma-valerolactone 289.21
    n-decanol 32.38
    triethyl phosphate 44.73
    4-methyl-2-pentanol 41.76
    propionitrile 125.36
    vinylene carbonate 146.0
    1,1,2-trichlorotrifluoroethane 204.71
    DMS 90.25
    cumene 30.06
    2-octanol 31.62
    2-hexanone 72.36
    octyl acetate 44.27
    limonene 30.47
    1,2-dimethoxyethane 270.28
    ethyl orthosilicate 41.2
    tributyl phosphate 34.95
    diacetone alcohol 119.43
    N,N-dimethylaniline 82.04
    acrylonitrile 174.59
    aniline 67.5
    1,3-propanediol 163.69
    bromobenzene 49.97
    dibromomethane 147.67
    1,1,2,2-tetrachloroethane 194.02
    2-methyl-cyclohexyl acetate 48.98
    tetrabutyl urea 55.31
    diisobutyl methanol 28.26
    2-phenylethanol 60.46
    styrene 39.72
    dioctyl adipate 50.87
    dimethyl sulfate 197.58
    ethyl butyrate 55.21
    methyl lactate 132.47
    butyl lactate 54.27
    diethyl carbonate 48.97
    propanediol butyl ether 92.46
    triethyl orthoformate 44.15
    p-tert-butyltoluene 25.05
    methyl 4-tert-butylbenzoate 81.4
    morpholine 195.72
    tert-butylamine 87.03
    n-dodecanol 25.46
    dimethoxymethane 250.85
    ethylene carbonate 112.38
    cyrene 94.47
    2-ethoxyethyl acetate 70.66
    2-ethylhexyl acetate 43.21
    1,2,4-trichlorobenzene 79.66
    4-methylpyridine 140.78
    dibutyl ether 47.72
    2,6-dimethyl-4-heptanol 28.26
    DEF 188.32
    dimethyl isosorbide 129.91
    tetrachloroethylene 122.96
    eugenol 85.92
    triacetin 87.97
    span 80 64.91
    1,4-butanediol 65.86
    1,1-dichloroethane 159.62
    2-methyl-1-pentanol 50.54
    methyl formate 272.87
    2-methyl-1-butanol 77.62
    n-decane 10.91
    butyronitrile 110.33
    3,7-dimethyl-1-octanol 46.14
    1-chlorooctane 35.04
    1-chlorotetradecane 15.65
    n-nonane 11.19
    undecane 8.51
    tert-butylcyclohexane 13.78
    cyclooctane 4.96
    cyclopentanol 96.84
    tetrahydropyran 101.51
    tert-amyl methyl ether 84.65
    2,5,8-trioxanonane 131.94
    1-hexene 43.7
    2-isopropoxyethanol 83.38
    2,2,2-trifluoroethanol 89.77
    methyl butyrate 110.81

    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