2-Butenoic acid, 2-methyl-, (1aR,5R,6R,6aS,9aS,10R,10aR)-dodecahydro-6-hydroxy-1a,5-dimethyl-9-methylene-8-oxooxireno[4,5]cyclodeca[1,2-b]furan-10-yl ester, (2Z)-

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  • Identifiers

    CAS number
    111545-46-1

    Molecular formula
    C20H28O6

    SMILES
    CC=C(C)C(=O)OC1C2C(C(C(CCCC3(C1O3)C)C)O)OC(=O)C2=C

    Safety labels

  • Odor profile

    Fragrance
    Odorless 40.96%
    Sweet 37.59%
    Caramellic 31.56%
    Mint 27.4%
    Spicy 24.56%
    Woody 23.44%
    Burnt 23.25%
    Nutty 20.41%
    Roasted 19.89%
    Lactonic 19.8%

     

    Flavor
    Bitter 83.11%
    Cedarleaf 21.18%
    Lovage 20.29%
    Minty 19.99%
    Leaves 19.84%
    Basil 19.52%
    Parsley 19.44%
    Ripe apricot 19.32%
    Sweet-like 19.17%
    Fenugreek 19.05%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    6.06 (neutral)

    Molecular weight
    364.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    486°C

    Flash point

    • 174.05 ˚C est.

  • Synonyms

    • DTXSID301099576
    • 111545-46-1
    • 2-Butenoic acid, 2-methyl-, (1aR,5R,6R,6aS,9aS,10R,10aR)-dodecahydro-6-hydroxy-1a,5-dimethyl-9-methylene-8-oxooxireno[4,5]cyclodeca[1,2-b]furan-10-yl ester, (2Z)-
    • 111545-46-1

  • Applications

    2-Butenoic acid, 2-methyl-, (1aR,5R,6R,6aS,9aS,10R,10aR)-dodecahydro-6-hydroxy-1a,5-dimethyl-9-methylene-8-oxooxireno[4,5]cyclodeca[1,2-b]furan-10-yl ester, (2Z)- (CAS 111545-46-1) is primarily used as an organic intermediate, serving as a chiral building block for pharmaceutical and agrochemical compounds. It can function as a reactive monomer or crosslinker in specialty polymers, coatings, and adhesive formulations, enabling network formation and enhanced material properties. The compound provides access to epoxy and lactone chemistries for the preparation of fine chemicals and advanced materials and may be explored in asymmetric synthesis workflows as a chiral auxiliary or ligand precursor. Its use is subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 373.0
    methanol 467.48
    isopropanol 257.17
    water 0.18
    ethyl acetate 707.5
    n-propanol 359.76
    acetone 606.89
    n-butanol 326.82
    acetonitrile 283.47
    DMF 876.27
    toluene 227.1
    isobutanol 241.7
    1,4-dioxane 801.98
    methyl acetate 551.78
    THF 1347.3
    2-butanone 635.62
    n-pentanol 227.73
    sec-butanol 297.31
    n-hexane 5.59
    ethylene glycol 52.02
    NMP 675.53
    cyclohexane 15.91
    DMSO 620.67
    n-butyl acetate 293.68
    n-octanol 77.12
    chloroform 898.11
    n-propyl acetate 345.14
    acetic acid 783.59
    dichloromethane 708.19
    cyclohexanone 706.37
    propylene glycol 77.89
    isopropyl acetate 488.49
    DMAc 1044.22
    2-ethoxyethanol 570.58
    isopentanol 283.77
    n-heptane 3.88
    ethyl formate 303.16
    1,2-dichloroethane 477.56
    n-hexanol 194.0
    2-methoxyethanol 778.88
    isobutyl acetate 210.62
    tetrachloromethane 71.4
    n-pentyl acetate 212.97
    transcutol 1377.92
    n-heptanol 98.52
    ethylbenzene 101.85
    MIBK 349.87
    2-propoxyethanol 559.54
    tert-butanol 244.35
    MTBE 299.56
    2-butoxyethanol 310.94
    propionic acid 343.4
    o-xylene 106.74
    formic acid 297.62
    diethyl ether 421.5
    m-xylene 123.26
    p-xylene 124.88
    chlorobenzene 265.38
    dimethyl carbonate 287.01
    n-octane 2.19
    formamide 462.08
    cyclopentanone 790.89
    2-pentanone 606.88
    anisole 290.28
    cyclopentyl methyl ether 487.66
    gamma-butyrolactone 851.6
    1-methoxy-2-propanol 620.12
    pyridine 670.55
    3-pentanone 393.11
    furfural 627.06
    n-dodecane 2.58
    diethylene glycol 352.27
    diisopropyl ether 96.68
    tert-amyl alcohol 249.43
    acetylacetone 695.52
    n-hexadecane 3.17
    acetophenone 332.32
    methyl propionate 537.23
    isopentyl acetate 289.3
    trichloroethylene 1063.92
    n-nonanol 83.39
    cyclohexanol 264.53
    benzyl alcohol 285.9
    2-ethylhexanol 97.32
    isooctanol 84.64
    dipropyl ether 93.48
    1,2-dichlorobenzene 229.67
    ethyl lactate 175.03
    propylene carbonate 446.16
    n-methylformamide 427.08
    2-pentanol 222.18
    n-pentane 7.56
    1-propoxy-2-propanol 283.54
    1-methoxy-2-propyl acetate 444.88
    2-(2-methoxypropoxy) propanol 284.81
    mesitylene 59.41
    ε-caprolactone 691.49
    p-cymene 45.69
    epichlorohydrin 1132.31
    1,1,1-trichloroethane 389.82
    2-aminoethanol 148.05
    morpholine-4-carbaldehyde 912.78
    sulfolane 664.62
    2,2,4-trimethylpentane 7.96
    2-methyltetrahydrofuran 833.14
    n-hexyl acetate 274.37
    isooctane 5.69
    2-(2-butoxyethoxy)ethanol 437.9
    sec-butyl acetate 284.59
    tert-butyl acetate 392.79
    decalin 11.66
    glycerin 144.36
    diglyme 776.14
    acrylic acid 308.3
    isopropyl myristate 89.58
    n-butyric acid 571.89
    acetyl acetate 444.98
    di(2-ethylhexyl) phthalate 104.39
    ethyl propionate 304.43
    nitromethane 1027.97
    1,2-diethoxyethane 353.88
    benzonitrile 250.36
    trioctyl phosphate 66.77
    1-bromopropane 240.38
    gamma-valerolactone 1233.29
    n-decanol 55.84
    triethyl phosphate 103.89
    4-methyl-2-pentanol 134.08
    propionitrile 261.43
    vinylene carbonate 436.56
    1,1,2-trichlorotrifluoroethane 656.19
    DMS 278.96
    cumene 64.64
    2-octanol 60.53
    2-hexanone 312.23
    octyl acetate 124.75
    limonene 64.7
    1,2-dimethoxyethane 701.3
    ethyl orthosilicate 97.28
    tributyl phosphate 85.14
    diacetone alcohol 399.35
    N,N-dimethylaniline 177.28
    acrylonitrile 319.9
    aniline 299.53
    1,3-propanediol 290.25
    bromobenzene 268.12
    dibromomethane 407.35
    1,1,2,2-tetrachloroethane 751.1
    2-methyl-cyclohexyl acetate 172.94
    tetrabutyl urea 108.53
    diisobutyl methanol 57.68
    2-phenylethanol 253.44
    styrene 133.58
    dioctyl adipate 140.55
    dimethyl sulfate 373.88
    ethyl butyrate 202.82
    methyl lactate 277.55
    butyl lactate 160.35
    diethyl carbonate 143.37
    propanediol butyl ether 222.94
    triethyl orthoformate 140.31
    p-tert-butyltoluene 42.21
    methyl 4-tert-butylbenzoate 207.65
    morpholine 1062.73
    tert-butylamine 101.64
    n-dodecanol 38.61
    dimethoxymethane 720.09
    ethylene carbonate 385.96
    cyrene 302.27
    2-ethoxyethyl acetate 416.49
    2-ethylhexyl acetate 203.57
    1,2,4-trichlorobenzene 312.85
    4-methylpyridine 644.8
    dibutyl ether 87.25
    2,6-dimethyl-4-heptanol 57.68
    DEF 581.3
    dimethyl isosorbide 422.69
    tetrachloroethylene 428.65
    eugenol 214.94
    triacetin 300.76
    span 80 200.55
    1,4-butanediol 107.76
    1,1-dichloroethane 472.25
    2-methyl-1-pentanol 224.51
    methyl formate 326.51
    2-methyl-1-butanol 283.66
    n-decane 4.63
    butyronitrile 277.99
    3,7-dimethyl-1-octanol 97.66
    1-chlorooctane 37.33
    1-chlorotetradecane 14.3
    n-nonane 3.37
    undecane 3.27
    tert-butylcyclohexane 8.3
    cyclooctane 5.0
    cyclopentanol 286.5
    tetrahydropyran 734.73
    tert-amyl methyl ether 247.15
    2,5,8-trioxanonane 463.58
    1-hexene 47.19
    2-isopropoxyethanol 374.25
    2,2,2-trifluoroethanol 238.34
    methyl butyrate 387.06

    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