4-(1,3,3-Trimethyl-7-oxabicyclo[4.1.0]hept-2-yl)-3-buten-2-one

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  • Identifiers

    CAS number
    190059-33-7

    Molecular formula
    C13H20O2

    SMILES
    CC(=O)/C=C/C1C(CCC2C1(O2)C)(C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 84.37%
    Floral 75.42%
    Sweet 56.37%
    Fruity 53.72%
    Berry 47.23%
    Violet 42.9%
    Powdery 42.69%
    Orris 42.12%
    Dry 38.36%
    Raspberry 38.19%

     

    Flavor
    Woody 66.2%
    Floral 57.9%
    Sweet 54.4%
    Fruity 49.74%
    Violet 43.3%
    Powdery 39.18%
    Tropical 37.71%
    Berry 37.61%
    Orris 37.53%
    Minty 33.57%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    7.83 (neutral)

    Molecular weight
    208.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    283°C

    Flash point

    • 124.78 ˚C est.

  • Synonyms

    • 190059-33-7
    • 4-(1,3,3-trimethyl-7-oxabicyclo[4.1.0]hept-2-yl)-3-buten-2-one
    • (E)-4-(1,3,3-trimethyl-7-oxabicyclo[4.1.0]heptan-2-yl)but-3-en-2-one
    • MFCD07784337
    • .alpha.-ionone epoxide
    • SCHEMBL956268
    • CHEMBL3355911
    • ODMUHAHUBCUABS-AATRIKPKSA-N
    • AKOS015913666
    • AKOS037643921
    • AS-40593
    • 4-(1 3 3-TRIMETHYL-7-OXABICYCLO(4.1.0)H
    • (e)-4-(1,3,3-trimethyl-7-oxa-bicyclo[4.1.0]heptan-2-yl)but-3-en-2-one
    • 3-Buten-2-one, 4-(1,3,3-trimethyl-7-oxabicyclo[4.1.0]hept-2-yl)-, (3E)-
    • 190059-33-7

  • Applications

    Compound 4-(1,3,3-Trimethyl-7-oxabicyclo[4.1.0]hept-2-yl)-3-buten-2-one, CAS 190059-33-7, is primarily used as a specialty chemical intermediate in organic synthesis. It can act as a reactive monomer or building block for advanced polymers that incorporate rigid bicyclic motifs, contributing to materials with enhanced thermal and mechanical performance for coatings, inks, and adhesives. It may also serve as a precursor for crosslinkable resins used in coatings and electronic-related substrates, and it is sometimes evaluated in research settings as a synthetic handle for functional materials in industrial manufacturing, subject to local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 101.92
    methanol 138.35
    isopropanol 63.17
    water 2.38
    ethyl acetate 124.26
    n-propanol 74.3
    acetone 129.95
    n-butanol 67.04
    acetonitrile 169.48
    DMF 179.92
    toluene 88.08
    isobutanol 56.8
    1,4-dioxane 307.51
    methyl acetate 144.4
    THF 367.69
    2-butanone 109.83
    n-pentanol 48.74
    sec-butanol 53.33
    n-hexane 7.08
    ethylene glycol 43.71
    NMP 236.46
    cyclohexane 19.06
    DMSO 109.49
    n-butyl acetate 98.54
    n-octanol 42.32
    chloroform 467.45
    n-propyl acetate 81.68
    acetic acid 162.17
    dichloromethane 379.83
    cyclohexanone 175.66
    propylene glycol 55.29
    isopropyl acetate 80.53
    DMAc 167.81
    2-ethoxyethanol 91.58
    isopentanol 58.88
    n-heptane 7.79
    ethyl formate 95.26
    1,2-dichloroethane 152.86
    n-hexanol 78.75
    2-methoxyethanol 155.18
    isobutyl acetate 68.73
    tetrachloromethane 55.62
    n-pentyl acetate 69.91
    transcutol 397.96
    n-heptanol 43.02
    ethylbenzene 45.6
    MIBK 66.65
    2-propoxyethanol 162.13
    tert-butanol 74.52
    MTBE 74.23
    2-butoxyethanol 94.0
    propionic acid 102.74
    o-xylene 59.68
    formic acid 98.24
    diethyl ether 81.76
    m-xylene 66.83
    p-xylene 66.7
    chlorobenzene 131.46
    dimethyl carbonate 81.98
    n-octane 3.23
    formamide 130.93
    cyclopentanone 218.62
    2-pentanone 83.26
    anisole 107.06
    cyclopentyl methyl ether 126.02
    gamma-butyrolactone 277.39
    1-methoxy-2-propanol 112.86
    pyridine 207.38
    3-pentanone 76.99
    furfural 248.62
    n-dodecane 4.01
    diethylene glycol 155.53
    diisopropyl ether 30.49
    tert-amyl alcohol 58.14
    acetylacetone 128.99
    n-hexadecane 4.7
    acetophenone 103.56
    methyl propionate 105.33
    isopentyl acetate 98.03
    trichloroethylene 351.9
    n-nonanol 40.62
    cyclohexanol 76.21
    benzyl alcohol 83.43
    2-ethylhexanol 49.92
    isooctanol 37.06
    dipropyl ether 53.74
    1,2-dichlorobenzene 128.29
    ethyl lactate 58.03
    propylene carbonate 184.91
    n-methylformamide 112.31
    2-pentanol 44.22
    n-pentane 8.06
    1-propoxy-2-propanol 107.38
    1-methoxy-2-propyl acetate 133.21
    2-(2-methoxypropoxy) propanol 109.57
    mesitylene 40.91
    ε-caprolactone 178.9
    p-cymene 37.16
    epichlorohydrin 282.39
    1,1,1-trichloroethane 167.29
    2-aminoethanol 71.07
    morpholine-4-carbaldehyde 259.69
    sulfolane 208.46
    2,2,4-trimethylpentane 6.91
    2-methyltetrahydrofuran 200.34
    n-hexyl acetate 104.17
    isooctane 5.63
    2-(2-butoxyethoxy)ethanol 136.7
    sec-butyl acetate 63.48
    tert-butyl acetate 82.72
    decalin 12.31
    glycerin 82.58
    diglyme 225.94
    acrylic acid 104.89
    isopropyl myristate 43.56
    n-butyric acid 104.09
    acetyl acetate 127.12
    di(2-ethylhexyl) phthalate 56.27
    ethyl propionate 74.17
    nitromethane 246.74
    1,2-diethoxyethane 113.17
    benzonitrile 124.54
    trioctyl phosphate 38.37
    1-bromopropane 77.06
    gamma-valerolactone 288.41
    n-decanol 30.95
    triethyl phosphate 54.33
    4-methyl-2-pentanol 35.36
    propionitrile 99.82
    vinylene carbonate 195.23
    1,1,2-trichlorotrifluoroethane 183.1
    DMS 120.39
    cumene 34.65
    2-octanol 27.78
    2-hexanone 75.29
    octyl acetate 54.97
    limonene 44.88
    1,2-dimethoxyethane 155.84
    ethyl orthosilicate 51.52
    tributyl phosphate 46.38
    diacetone alcohol 87.94
    N,N-dimethylaniline 67.23
    acrylonitrile 126.87
    aniline 98.03
    1,3-propanediol 86.97
    bromobenzene 136.31
    dibromomethane 206.29
    1,1,2,2-tetrachloroethane 236.53
    2-methyl-cyclohexyl acetate 86.45
    tetrabutyl urea 53.77
    diisobutyl methanol 31.81
    2-phenylethanol 105.29
    styrene 54.49
    dioctyl adipate 67.44
    dimethyl sulfate 100.55
    ethyl butyrate 78.15
    methyl lactate 77.63
    butyl lactate 69.85
    diethyl carbonate 70.19
    propanediol butyl ether 96.47
    triethyl orthoformate 68.06
    p-tert-butyltoluene 34.97
    methyl 4-tert-butylbenzoate 89.94
    morpholine 261.61
    tert-butylamine 50.64
    n-dodecanol 24.43
    dimethoxymethane 143.21
    ethylene carbonate 158.38
    cyrene 122.76
    2-ethoxyethyl acetate 117.15
    2-ethylhexyl acetate 83.13
    1,2,4-trichlorobenzene 155.34
    4-methylpyridine 181.93
    dibutyl ether 44.54
    2,6-dimethyl-4-heptanol 31.81
    DEF 97.3
    dimethyl isosorbide 196.92
    tetrachloroethylene 161.58
    eugenol 89.41
    triacetin 126.64
    span 80 95.07
    1,4-butanediol 41.17
    1,1-dichloroethane 161.39
    2-methyl-1-pentanol 48.99
    methyl formate 106.08
    2-methyl-1-butanol 53.47
    n-decane 6.14
    butyronitrile 94.07
    3,7-dimethyl-1-octanol 45.47
    1-chlorooctane 27.64
    1-chlorotetradecane 13.21
    n-nonane 5.14
    undecane 4.83
    tert-butylcyclohexane 10.5
    cyclooctane 7.53
    cyclopentanol 90.06
    tetrahydropyran 183.63
    tert-amyl methyl ether 56.36
    2,5,8-trioxanonane 169.6
    1-hexene 23.86
    2-isopropoxyethanol 72.47
    2,2,2-trifluoroethanol 80.47
    methyl butyrate 87.78

    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