3,6-Dimethyl-2,3,3a,4,5,7a-hexahydro-1-benzofuran

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  • Identifiers

    CAS number
    70786-44-6

    Molecular formula
    C10H16O

    SMILES
    CC1COC2C1CCC(=C2)C

    Retention indicies (RI)

    • DB5: 1185.5
    • Carbowax: 1513.0

  • Odor profile

    Herbal 72.47%
    Mint 50.81%
    Floral 47.67%
    Spicy 42.85%
    Woody 40.24%
    Fresh 35.71%
    Green 34.65%
    Natural 31.4%
    Grapefruit 29.57%
    Earthy 29.53%

    Scent© AI

  • Properties

    XLogP3-AA
    1.9

    Molecular weight
    152.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    202°C

    Flash point est.
    77.7 ˚C

  • Synonyms

    • 70786-44-6
    • 3,6-Dimethyl-2,3,3a,4,5,7a-hexahydro-1-benzofuran
    • Benzofuran, 2,3,3a,4,5,7a-hexahydro-3,6-dimethyl-
    • (-)-Dill ether
    • 3,6-Dimethyl-2,3,3a,4,5,7a-hexahydrobenzofuran
    • 3,9-Epoxy-p-menth-1-en
    • (3S,3aS,7aR)-3,6-Dimethyl-2,3,3a,4,5,7a-hexahydrobenzofuran
    • SCHEMBL6328928
    • Benzofuran, 2,3,3a,4,5,7a-hexahydro-3,6-dimethyl-, (3S,3aS,7aR)-
    • DTXSID40868308
    • Benzofuran, 2,3,3a,4,5,7a-hexahydro-3,6-dimethyl-, [3S-(3.alpha.,3a.alpha.,7a.alpha.)]-
    • NS00122767
    • 2,3,3a,4,5,7a-Hexahydro-3,6-dimethylbenzofuran
    • 3,6-Dimethyl-2,3,4,5,8,9-hexahydrobenzofuran
    • 3,6-dime-thyl-2,3,3a,4,5,7a-hexahydrobenzofuran

  • Applications

    3,6-Dimethyl-2,3,3a,4,5,7a-hexahydro-1-benzofuran (CAS 70786-44-6) is a saturated benzofuran-type bicyclic ether that is hydrophobic and relatively resistant to mild oxidation, and it is leveraged as a versatile building block in organic synthesis to access substituted benzofurans and related bicyclic frameworks via allylic functionalization, selective oxidation, ring opening, and carbon–carbon bond construction; it serves as a useful intermediate in fragrance–flavor work, where the bicyclic ether motif can contribute or modulate warm woody–ambery or resinous–spicy facets and act as a precursor to tailored odorants; it is employed in medicinal-chemistry research as a rigid lipophilic scaffold for appending pharmacophoric groups (e.g., halogen, carbonyl, nitrile) during screening of receptor ligands or enzyme inhibitors; and it finds roles in materials and analytical contexts as a model compound to probe how a saturated furan ring influences polymer refractive index, permeability, and thermal stability, and as a GC/MS reference standard or odor marker in method development for complex flavor–fragrance or environmental matrices.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 632.55
    methanol 463.25
    isopropanol 553.79
    water 4.98
    ethyl acetate 483.48
    n-propanol 542.82
    acetone 398.66
    n-butanol 537.81
    acetonitrile 755.88
    DMF 286.19
    toluene 493.78
    isobutanol 413.72
    1,4-dioxane 1016.27
    methyl acetate 427.48
    THF 895.38
    2-butanone 425.28
    n-pentanol 322.4
    sec-butanol 452.78
    n-hexane 85.2
    ethylene glycol 136.73
    NMP 252.74
    cyclohexane 219.95
    DMSO 249.97
    n-butyl acetate 409.76
    n-octanol 312.85
    chloroform 2067.65
    n-propyl acetate 256.81
    acetic acid 428.23
    dichloromethane 1398.41
    cyclohexanone 522.13
    propylene glycol 216.27
    isopropyl acetate 291.92
    DMAc 259.75
    2-ethoxyethanol 377.64
    isopentanol 423.09
    n-heptane 121.6
    ethyl formate 347.59
    1,2-dichloroethane 564.67
    n-hexanol 582.51
    2-methoxyethanol 582.09
    isobutyl acetate 191.76
    tetrachloromethane 406.8
    n-pentyl acetate 254.01
    transcutol 1434.39
    n-heptanol 270.61
    ethylbenzene 222.84
    MIBK 251.95
    2-propoxyethanol 638.08
    tert-butanol 501.41
    MTBE 394.46
    2-butoxyethanol 399.75
    propionic acid 344.19
    o-xylene 275.7
    formic acid 139.66
    diethyl ether 478.53
    m-xylene 306.86
    p-xylene 281.38
    chlorobenzene 470.62
    dimethyl carbonate 138.25
    n-octane 53.29
    formamide 190.04
    cyclopentanone 464.09
    2-pentanone 350.61
    anisole 349.2
    cyclopentyl methyl ether 424.09
    gamma-butyrolactone 500.67
    1-methoxy-2-propanol 495.15
    pyridine 807.63
    3-pentanone 275.64
    furfural 545.24
    n-dodecane 53.76
    diethylene glycol 443.01
    diisopropyl ether 182.5
    tert-amyl alcohol 366.28
    acetylacetone 323.91
    n-hexadecane 59.77
    acetophenone 278.55
    methyl propionate 301.55
    isopentyl acetate 370.68
    trichloroethylene 1031.19
    n-nonanol 263.13
    cyclohexanol 447.26
    benzyl alcohol 295.44
    2-ethylhexanol 320.97
    isooctanol 211.48
    dipropyl ether 322.06
    1,2-dichlorobenzene 401.2
    ethyl lactate 155.47
    propylene carbonate 381.91
    n-methylformamide 229.43
    2-pentanol 369.64
    n-pentane 128.93
    1-propoxy-2-propanol 453.88
    1-methoxy-2-propyl acetate 355.67
    2-(2-methoxypropoxy) propanol 377.03
    mesitylene 201.88
    ε-caprolactone 483.83
    p-cymene 189.94
    epichlorohydrin 659.78
    1,1,1-trichloroethane 711.9
    2-aminoethanol 279.99
    morpholine-4-carbaldehyde 469.59
    sulfolane 361.72
    2,2,4-trimethylpentane 64.19
    2-methyltetrahydrofuran 676.85
    n-hexyl acetate 407.09
    isooctane 64.62
    2-(2-butoxyethoxy)ethanol 540.88
    sec-butyl acetate 198.88
    tert-butyl acetate 262.3
    decalin 85.41
    glycerin 237.97
    diglyme 872.7
    acrylic acid 283.41
    isopropyl myristate 191.95
    n-butyric acid 520.52
    acetyl acetate 325.99
    di(2-ethylhexyl) phthalate 175.52
    ethyl propionate 233.69
    nitromethane 481.49
    1,2-diethoxyethane 495.66
    benzonitrile 497.07
    trioctyl phosphate 129.54
    1-bromopropane 517.12
    gamma-valerolactone 593.46
    n-decanol 201.59
    triethyl phosphate 138.12
    4-methyl-2-pentanol 233.88
    propionitrile 562.54
    vinylene carbonate 426.32
    1,1,2-trichlorotrifluoroethane 405.1
    DMS 236.99
    cumene 165.16
    2-octanol 184.78
    2-hexanone 246.06
    octyl acetate 228.29
    limonene 237.52
    1,2-dimethoxyethane 521.22
    ethyl orthosilicate 143.99
    tributyl phosphate 152.87
    diacetone alcohol 270.88
    N,N-dimethylaniline 210.37
    acrylonitrile 542.23
    aniline 462.08
    1,3-propanediol 392.74
    bromobenzene 543.11
    dibromomethane 1014.78
    1,1,2,2-tetrachloroethane 787.42
    2-methyl-cyclohexyl acetate 242.04
    tetrabutyl urea 172.61
    diisobutyl methanol 188.18
    2-phenylethanol 359.2
    styrene 266.52
    dioctyl adipate 222.9
    dimethyl sulfate 132.5
    ethyl butyrate 297.67
    methyl lactate 170.5
    butyl lactate 208.12
    diethyl carbonate 216.97
    propanediol butyl ether 351.11
    triethyl orthoformate 226.66
    p-tert-butyltoluene 168.8
    methyl 4-tert-butylbenzoate 275.51
    morpholine 909.73
    tert-butylamine 401.52
    n-dodecanol 161.25
    dimethoxymethane 352.76
    ethylene carbonate 371.35
    cyrene 229.04
    2-ethoxyethyl acetate 338.44
    2-ethylhexyl acetate 299.38
    1,2,4-trichlorobenzene 432.11
    4-methylpyridine 641.32
    dibutyl ether 312.66
    2,6-dimethyl-4-heptanol 188.18
    DEF 288.74
    dimethyl isosorbide 455.57
    tetrachloroethylene 547.55
    eugenol 285.21
    triacetin 345.52
    span 80 335.26
    1,4-butanediol 175.61
    1,1-dichloroethane 789.71
    2-methyl-1-pentanol 281.8
    methyl formate 185.67
    2-methyl-1-butanol 377.93
    n-decane 82.2
    butyronitrile 617.91
    3,7-dimethyl-1-octanol 293.47
    1-chlorooctane 214.77
    1-chlorotetradecane 99.98
    n-nonane 80.62
    undecane 63.88
    tert-butylcyclohexane 76.23
    cyclooctane 88.35
    cyclopentanol 405.27
    tetrahydropyran 857.49
    tert-amyl methyl ether 254.7
    2,5,8-trioxanonane 598.56
    1-hexene 220.8
    2-isopropoxyethanol 286.84
    2,2,2-trifluoroethanol 174.74
    methyl butyrate 268.46

    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

Botanical

Name CAS Botanical Proportion
Dill herb (Finland) 2 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 27.1%
Dill herb (Finland) 3 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 36.7%
Dill herb (Finland) 1 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 33.2%
Dill herb (Tasmania) 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 0.92%
Dill herb (Europa) 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 25.0%
Dill herb (Cuba) 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 14.85%
Dill herb (U.S.A.) 2 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 5.0%
Dill herb (U.S.A.) 1 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 23.0%
Dill herb (Reunion Island) 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 20.9%
Dill herb (Lithuania) 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 21.0%
Ocimum gratissimum (Cameroon) 2 Ocimum gratissimum L., fam. Lamiaceae (Labiatae) 0.8%
Calamintha nepeta (France) Calamintha nepeta (L.) Savi ssp. nepeta, fam. Lamiaceae (Labiatae) 0.01%