3-(2-Methylpropyl)-3a,4,5,6-tetrahydro-2-benzofuran-1(3h)-one

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  • Identifiers

    CAS number
    66211-45-8

    Molecular formula
    C12H18O2

    SMILES
    CC(C)CC1C2CCCC=C2C(=O)O1

  • Odor profile

    Fragrance
    Herbal 68.2%
    Mint 48.61%
    Spicy 46.6%
    Celery 43.34%
    Lactonic 38.92%
    Coconut 33.04%
    Woody 32.46%
    Coumarinic 30.35%
    Sweet 29.09%
    Tobacco 24.83%

     

    Flavor
    Herbal 55.41%
    Bitter 49.37%
    Minty 29.78%
    Spice 29.65%
    Celery 26.97%
    Lovage 21.98%
    Cedarleaf 21.42%
    Fresh 20.95%
    Spearmint 20.58%
    Spicy 20.52%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    7.68 (neutral)

    Molecular weight
    194.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    327°C

    Flash point

    • 135.22 ˚C est.

  • Synonyms

    • 3-(2-methylpropyl)-3a,4,5,6-tetrahydro-2-benzofuran-1(3h)-one
    • 66211-45-8
    • DTXSID40276101
    • CCG-208610
    • NCGC00163665-01
    • SR-05000002171
    • SR-05000002171-2

  • Applications

    3-(2-Methylpropyl)-3a,4,5,6-tetrahydro-2-benzofuran-1(3h)-one (CAS 66211-45-8) is primarily used as a synthetic intermediate and building block in organic synthesis; in practice it is commonly evaluated for fragrance chemistry as an aroma compound or fragrance intermediate and may be incorporated into cosmetics/personal care formulations as a fragrance ingredient; it also serves as a scaffold in medicinal chemistry, supporting pharmaceutical research as a chiral or cyclic lactone building block; in industrial manufacturing it is employed as a specialty chemical intermediary to enable synthesis of more complex molecules; potential additional applications include use in coatings/inks as an odorant additive, all subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 620.41
    methanol 594.41
    isopropanol 741.09
    water 0.72
    ethyl acetate 396.46
    n-propanol 591.1
    acetone 561.63
    n-butanol 563.81
    acetonitrile 452.78
    DMF 696.21
    toluene 317.89
    isobutanol 503.13
    1,4-dioxane 785.34
    methyl acetate 384.7
    THF 1012.08
    2-butanone 525.33
    n-pentanol 315.02
    sec-butanol 596.52
    n-hexane 27.85
    ethylene glycol 119.94
    NMP 560.23
    cyclohexane 87.16
    DMSO 398.3
    n-butyl acetate 369.35
    n-octanol 234.93
    chloroform 1955.95
    n-propyl acetate 233.45
    acetic acid 469.2
    dichloromethane 1321.38
    cyclohexanone 785.55
    propylene glycol 232.64
    isopropyl acetate 299.87
    DMAc 443.28
    2-ethoxyethanol 305.97
    isopentanol 458.91
    n-heptane 21.42
    ethyl formate 321.98
    1,2-dichloroethane 678.02
    n-hexanol 432.1
    2-methoxyethanol 593.24
    isobutyl acetate 189.42
    tetrachloromethane 200.96
    n-pentyl acetate 259.87
    transcutol 1099.06
    n-heptanol 200.71
    ethylbenzene 151.29
    MIBK 282.56
    2-propoxyethanol 515.07
    tert-butanol 587.87
    MTBE 375.75
    2-butoxyethanol 300.01
    propionic acid 399.39
    o-xylene 182.94
    formic acid 131.96
    diethyl ether 343.2
    m-xylene 226.9
    p-xylene 208.82
    chlorobenzene 489.93
    dimethyl carbonate 150.85
    n-octane 17.01
    formamide 188.29
    cyclopentanone 768.19
    2-pentanone 419.46
    anisole 276.19
    cyclopentyl methyl ether 392.88
    gamma-butyrolactone 740.07
    1-methoxy-2-propanol 521.21
    pyridine 784.19
    3-pentanone 275.67
    furfural 626.17
    n-dodecane 23.88
    diethylene glycol 400.73
    diisopropyl ether 120.08
    tert-amyl alcohol 425.0
    acetylacetone 384.4
    n-hexadecane 27.45
    acetophenone 278.84
    methyl propionate 293.54
    isopentyl acetate 367.19
    trichloroethylene 1355.5
    n-nonanol 196.34
    cyclohexanol 513.5
    benzyl alcohol 292.16
    2-ethylhexanol 211.02
    isooctanol 167.13
    dipropyl ether 143.68
    1,2-dichlorobenzene 410.69
    ethyl lactate 159.17
    propylene carbonate 497.75
    n-methylformamide 348.29
    2-pentanol 393.49
    n-pentane 37.86
    1-propoxy-2-propanol 367.17
    1-methoxy-2-propyl acetate 324.53
    2-(2-methoxypropoxy) propanol 318.0
    mesitylene 142.31
    ε-caprolactone 647.37
    p-cymene 106.81
    epichlorohydrin 819.23
    1,1,1-trichloroethane 625.23
    2-aminoethanol 261.17
    morpholine-4-carbaldehyde 596.06
    sulfolane 653.96
    2,2,4-trimethylpentane 29.5
    2-methyltetrahydrofuran 675.6
    n-hexyl acetate 405.73
    isooctane 27.36
    2-(2-butoxyethoxy)ethanol 428.5
    sec-butyl acetate 180.66
    tert-butyl acetate 280.36
    decalin 44.42
    glycerin 258.48
    diglyme 583.71
    acrylic acid 320.11
    isopropyl myristate 166.02
    n-butyric acid 591.08
    acetyl acetate 256.84
    di(2-ethylhexyl) phthalate 184.49
    ethyl propionate 196.61
    nitromethane 553.7
    1,2-diethoxyethane 332.07
    benzonitrile 471.15
    trioctyl phosphate 129.98
    1-bromopropane 433.76
    gamma-valerolactone 809.64
    n-decanol 151.1
    triethyl phosphate 107.68
    4-methyl-2-pentanol 223.57
    propionitrile 412.84
    vinylene carbonate 493.21
    1,1,2-trichlorotrifluoroethane 540.46
    DMS 278.99
    cumene 115.74
    2-octanol 165.96
    2-hexanone 249.76
    octyl acetate 210.89
    limonene 142.72
    1,2-dimethoxyethane 431.46
    ethyl orthosilicate 102.0
    tributyl phosphate 152.23
    diacetone alcohol 324.75
    N,N-dimethylaniline 174.59
    acrylonitrile 476.14
    aniline 401.42
    1,3-propanediol 421.09
    bromobenzene 537.86
    dibromomethane 902.1
    1,1,2,2-tetrachloroethane 1122.27
    2-methyl-cyclohexyl acetate 205.45
    tetrabutyl urea 184.06
    diisobutyl methanol 123.86
    2-phenylethanol 330.94
    styrene 190.64
    dioctyl adipate 219.68
    dimethyl sulfate 195.61
    ethyl butyrate 188.05
    methyl lactate 206.5
    butyl lactate 237.14
    diethyl carbonate 152.85
    propanediol butyl ether 366.15
    triethyl orthoformate 147.13
    p-tert-butyltoluene 102.95
    methyl 4-tert-butylbenzoate 272.91
    morpholine 853.62
    tert-butylamine 339.8
    n-dodecanol 121.33
    dimethoxymethane 391.24
    ethylene carbonate 427.22
    cyrene 264.54
    2-ethoxyethyl acetate 319.72
    2-ethylhexyl acetate 272.64
    1,2,4-trichlorobenzene 472.8
    4-methylpyridine 729.5
    dibutyl ether 190.52
    2,6-dimethyl-4-heptanol 123.86
    DEF 380.55
    dimethyl isosorbide 454.15
    tetrachloroethylene 657.48
    eugenol 288.43
    triacetin 308.69
    span 80 323.22
    1,4-butanediol 179.78
    1,1-dichloroethane 810.84
    2-methyl-1-pentanol 301.96
    methyl formate 280.43
    2-methyl-1-butanol 436.43
    n-decane 34.96
    butyronitrile 500.49
    3,7-dimethyl-1-octanol 220.96
    1-chlorooctane 148.09
    1-chlorotetradecane 70.18
    n-nonane 30.82
    undecane 28.19
    tert-butylcyclohexane 37.21
    cyclooctane 26.75
    cyclopentanol 518.82
    tetrahydropyran 811.94
    tert-amyl methyl ether 236.52
    2,5,8-trioxanonane 450.2
    1-hexene 128.68
    2-isopropoxyethanol 238.0
    2,2,2-trifluoroethanol 162.74
    methyl butyrate 279.11

    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