(4Z,4aR,7R,8aR)-4-Ethylidene-3,4,4a,7,8,8a-hexahydro-8-methylene-5-(1-methylethyl)-3-oxo-1H-2-benzopyran-7-yl (2E)-3-methyl-2-pentenoate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    189389-03-5

    Molecular formula
    C21H28O4

    SMILES
    CC/C(=C/C(=O)O[C@@H]1C=C([C@H]\2[C@H](C1=C)COC(=O)/C2=C\C)C(C)C)/C

    Safety labels

  • Odor profile

    Fragrance
    Mint 54.16%
    Herbal 51.1%
    Spicy 39.78%
    Woody 29.14%
    Celery 28.48%
    Sweet 25.94%
    Cooling 25.71%
    Warm 24.96%
    Tobacco 22.28%
    Fresh 21.82%

     

    Flavor
    Bitter 63.89%
    Herbal 20.94%
    Lovage 20.45%
    Cedarleaf 20.21%
    Basil 20.02%
    Leaves 19.2%
    Parsley 18.9%
    Broom 18.89%
    Heather 18.88%
    Genet 18.68%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    4.1

    pKa est.
    5.82 (weak acid)

    Molecular weight
    344.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    397°C

    Flash point

    • 173.49 ˚C est.

  • Synonyms

    • DTXSID701101686
    • (4Z,4aR,7R,8aR)-4-Ethylidene-3,4,4a,7,8,8a-hexahydro-8-methylene-5-(1-methylethyl)-3-oxo-1H-2-benzopyran-7-yl (2E)-3-methyl-2-pentenoate
    • 189389-03-5
    • 189389-03-5

  • Applications

    The compound (4Z,4aR,7R,8aR)-4-Ethylidene-3,4,4a,7,8,8a-hexahydro-8-methylene-5-(1-methylethyl)-3-oxo-1H-2-benzopyran-7-yl (2E)-3-methyl-2-pentenoate (CAS 189389-03-5) is used primarily as an intermediate in organic synthesis and as a fragrance-related material; in perfumery it can act as a fragrance ingredient or aroma intermediate, while in cosmetics and personal care it may contribute to fragrance profiles. It also finds use as a building block in flavor chemistry and in the development of specialty chemicals for household products and industrial formulations; its role is typically governed by formulation needs and local regulatory limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 97.91
    methanol 77.97
    isopropanol 121.72
    water 0.02
    ethyl acetate 111.78
    n-propanol 133.21
    acetone 152.92
    n-butanol 146.94
    acetonitrile 63.19
    DMF 244.32
    toluene 196.86
    isobutanol 115.94
    1,4-dioxane 247.09
    methyl acetate 134.56
    THF 442.35
    2-butanone 226.71
    n-pentanol 127.55
    sec-butanol 166.7
    n-hexane 3.51
    ethylene glycol 5.7
    NMP 272.87
    cyclohexane 10.07
    DMSO 153.16
    n-butyl acetate 102.27
    n-octanol 33.91
    chloroform 653.99
    n-propyl acetate 85.45
    acetic acid 77.85
    dichloromethane 547.15
    cyclohexanone 290.53
    propylene glycol 17.28
    isopropyl acetate 82.6
    DMAc 304.05
    2-ethoxyethanol 127.69
    isopentanol 138.58
    n-heptane 1.61
    ethyl formate 64.15
    1,2-dichloroethane 322.16
    n-hexanol 103.1
    2-methoxyethanol 133.59
    isobutyl acetate 66.88
    tetrachloromethane 48.98
    n-pentyl acetate 90.24
    transcutol 233.76
    n-heptanol 47.77
    ethylbenzene 72.92
    MIBK 101.08
    2-propoxyethanol 158.46
    tert-butanol 117.73
    MTBE 93.28
    2-butoxyethanol 104.19
    propionic acid 69.86
    o-xylene 92.53
    formic acid 16.73
    diethyl ether 93.12
    m-xylene 97.19
    p-xylene 89.12
    chlorobenzene 191.44
    dimethyl carbonate 53.36
    n-octane 1.36
    formamide 34.12
    cyclopentanone 319.68
    2-pentanone 157.14
    anisole 116.31
    cyclopentyl methyl ether 155.67
    gamma-butyrolactone 256.75
    1-methoxy-2-propanol 150.09
    pyridine 339.31
    3-pentanone 127.1
    furfural 216.25
    n-dodecane 1.48
    diethylene glycol 76.26
    diisopropyl ether 25.69
    tert-amyl alcohol 135.3
    acetylacetone 130.84
    n-hexadecane 1.8
    acetophenone 124.0
    methyl propionate 113.51
    isopentyl acetate 106.65
    trichloroethylene 633.34
    n-nonanol 36.19
    cyclohexanol 151.19
    benzyl alcohol 134.07
    2-ethylhexanol 54.07
    isooctanol 44.12
    dipropyl ether 33.22
    1,2-dichlorobenzene 149.85
    ethyl lactate 49.74
    propylene carbonate 128.31
    n-methylformamide 80.58
    2-pentanol 112.52
    n-pentane 4.73
    1-propoxy-2-propanol 111.05
    1-methoxy-2-propyl acetate 110.92
    2-(2-methoxypropoxy) propanol 96.83
    mesitylene 44.06
    ε-caprolactone 220.82
    p-cymene 32.14
    epichlorohydrin 446.41
    1,1,1-trichloroethane 240.65
    2-aminoethanol 27.69
    morpholine-4-carbaldehyde 247.38
    sulfolane 252.68
    2,2,4-trimethylpentane 4.84
    2-methyltetrahydrofuran 294.22
    n-hexyl acetate 96.39
    isooctane 2.95
    2-(2-butoxyethoxy)ethanol 122.52
    sec-butyl acetate 68.54
    tert-butyl acetate 88.28
    decalin 7.89
    glycerin 22.88
    diglyme 195.81
    acrylic acid 53.48
    isopropyl myristate 37.07
    n-butyric acid 105.87
    acetyl acetate 65.86
    di(2-ethylhexyl) phthalate 56.68
    ethyl propionate 69.62
    nitromethane 126.2
    1,2-diethoxyethane 101.9
    benzonitrile 129.21
    trioctyl phosphate 35.9
    1-bromopropane 176.98
    gamma-valerolactone 338.9
    n-decanol 27.13
    triethyl phosphate 40.78
    4-methyl-2-pentanol 60.55
    propionitrile 92.33
    vinylene carbonate 114.11
    1,1,2-trichlorotrifluoroethane 182.87
    DMS 89.85
    cumene 41.06
    2-octanol 36.66
    2-hexanone 118.92
    octyl acetate 51.86
    limonene 40.64
    1,2-dimethoxyethane 183.09
    ethyl orthosilicate 41.15
    tributyl phosphate 41.19
    diacetone alcohol 122.7
    N,N-dimethylaniline 73.73
    acrylonitrile 99.35
    aniline 173.7
    1,3-propanediol 64.5
    bromobenzene 200.53
    dibromomethane 342.63
    1,1,2,2-tetrachloroethane 475.02
    2-methyl-cyclohexyl acetate 77.32
    tetrabutyl urea 55.47
    diisobutyl methanol 29.13
    2-phenylethanol 123.44
    styrene 87.06
    dioctyl adipate 58.5
    dimethyl sulfate 82.88
    ethyl butyrate 63.5
    methyl lactate 52.35
    butyl lactate 70.07
    diethyl carbonate 44.93
    propanediol butyl ether 78.83
    triethyl orthoformate 50.69
    p-tert-butyltoluene 29.03
    methyl 4-tert-butylbenzoate 98.43
    morpholine 327.61
    tert-butylamine 59.85
    n-dodecanol 20.07
    dimethoxymethane 154.4
    ethylene carbonate 98.71
    cyrene 122.74
    2-ethoxyethyl acetate 123.02
    2-ethylhexyl acetate 87.51
    1,2,4-trichlorobenzene 192.84
    4-methylpyridine 322.32
    dibutyl ether 35.38
    2,6-dimethyl-4-heptanol 29.13
    DEF 148.78
    dimethyl isosorbide 172.1
    tetrachloroethylene 244.14
    eugenol 103.37
    triacetin 89.73
    span 80 83.26
    1,4-butanediol 37.12
    1,1-dichloroethane 303.15
    2-methyl-1-pentanol 135.49
    methyl formate 62.1
    2-methyl-1-butanol 151.0
    n-decane 2.44
    butyronitrile 101.77
    3,7-dimethyl-1-octanol 44.69
    1-chlorooctane 21.91
    1-chlorotetradecane 9.22
    n-nonane 1.8
    undecane 1.86
    tert-butylcyclohexane 5.87
    cyclooctane 2.6
    cyclopentanol 139.96
    tetrahydropyran 283.87
    tert-amyl methyl ether 81.89
    2,5,8-trioxanonane 137.16
    1-hexene 30.46
    2-isopropoxyethanol 112.51
    2,2,2-trifluoroethanol 29.11
    methyl butyrate 96.39

    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