3,6-Dimethyl-7a-hydroxy-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one

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  • Identifiers

    CAS number
    514-93-2

    Molecular formula
    C10H14O3

    SMILES
    CC1CCC2=C(C(=O)OC2(C1)O)C

    Safety labels

  • Odor profile

    Fragrance
    Sweet 60.23%
    Coconut 43.58%
    Coumarinic 42.91%
    Lactonic 41.07%
    Mint 36.99%
    Spicy 33.96%
    Creamy 33.85%
    Tobacco 33.35%
    Herbal 31.91%
    Hay 31.68%

     

    Flavor
    Bitter 40.47%
    Minty 32.2%
    Coumarin 27.88%
    Maple 23.35%
    Tonka 22.54%
    Ripe apricot 22.34%
    Red fruit 22.15%
    Extremely sweet 22.12%
    Cotton candy 22.01%
    Seedy 21.87%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    9.12 (weak base)

    Molecular weight
    182.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    305°C

    Melting point expt.

    • 191 °C

    Flash point

    • 165.81 ˚C est.

  • Synonyms

    • Peperinic acid
    • 514-93-2
    • 3,6-Dimethyl-7a-hydroxy-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one
    • 2(4H)-Benzofuranone, 5,6,7,7a-tetrahydro-7a-hydroxy-3,6-dimethyl-
    • 43A7SQ7ZFR
    • 7a-hydroxy-3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran-2-one
    • 7a-hydroxy-3,6-dimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-one
    • RefChem:1066088
    • 208-190-9
    • 71656-71-8
    • 3-Hydroxy-4(8)-ene-p-menthane-3(9)-lactone
    • 2,4,5,6,7,7a-hexahydro-7a-hydroxy-3,6-dimethyl-2-benzofuranone
    • 7A-hydroxy-3,6-dimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one
    • EINECS 208-190-9
    • D-Menthofuranoxide
    • 7a-Hydroxymintlactone
    • (-)-Menthofuran oxide
    • SCHEMBL6757027
    • DTXSID30965714
    • CHEBI:178176
    • 3-hydroxy-p-menth-4(8)-en-9,3-olide
    • NS00043614
    • 7a-hydroxy-3,6-dimethyl-4,5,6,7-tetrahydro-1-benzouran-2-one
    • (6R)-7a-Hydroxy-3,6-dimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one
    • 5,6,7,7a-tetrahydro-7a-hydroxy-3,6-dimethyl-4H-benzo[b]furan-2-one
    • 7a-Hydroxy-3,6-dimethyl-5,6,7,7a-tetrahydro-1-benzofuran-2(4H)-one
    • 2(4H)-Benzofuranone, 5,6,7,7a-tetrahydro-7a-hydroxy-3,6-dimethyl-, (6R)-
    • 514-93-2

  • Applications

    3,6-Dimethyl-7a-hydroxy-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one (CAS 514-93-2) is primarily used as a synthetic intermediate in pharmaceutical manufacturing, serving as a scaffold for medicinal chemistry lead compounds and for preparing more complex drugs. It is also evaluated as a fragrance/odorant precursor in the perfumery industry, providing a benzofuranone-derived framework for aroma materials. In cosmetics and personal care, it may be used as an intermediate in the synthesis of functional ingredients and specialty chemicals. In broader fine chemicals and industrial research, it is considered a building block for benzofuranone derivatives and related specialty compounds, often used in academic and industrial R&D settings.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 90.1
    methanol 164.23
    isopropanol 110.97
    water 0.91
    ethyl acetate 110.49
    n-propanol 77.47
    acetone 162.99
    n-butanol 78.97
    acetonitrile 114.65
    DMF 384.86
    toluene 55.97
    isobutanol 62.2
    1,4-dioxane 344.42
    methyl acetate 132.07
    THF 395.26
    2-butanone 119.25
    n-pentanol 59.58
    sec-butanol 77.07
    n-hexane 1.43
    ethylene glycol 34.28
    NMP 229.21
    cyclohexane 4.02
    DMSO 190.14
    n-butyl acetate 75.83
    n-octanol 56.21
    chloroform 284.24
    n-propyl acetate 70.41
    acetic acid 129.55
    dichloromethane 241.34
    cyclohexanone 188.46
    propylene glycol 47.61
    isopropyl acetate 76.95
    DMAc 182.76
    2-ethoxyethanol 105.47
    isopentanol 79.85
    n-heptane 2.01
    ethyl formate 105.92
    1,2-dichloroethane 103.31
    n-hexanol 83.06
    2-methoxyethanol 220.41
    isobutyl acetate 50.06
    tetrachloromethane 24.4
    n-pentyl acetate 71.21
    transcutol 265.92
    n-heptanol 45.44
    ethylbenzene 26.87
    MIBK 81.46
    2-propoxyethanol 188.99
    tert-butanol 132.22
    MTBE 55.84
    2-butoxyethanol 92.68
    propionic acid 86.81
    o-xylene 38.25
    formic acid 66.81
    diethyl ether 50.54
    m-xylene 49.06
    p-xylene 41.79
    chlorobenzene 95.17
    dimethyl carbonate 74.11
    n-octane 1.87
    formamide 111.26
    cyclopentanone 229.97
    2-pentanone 97.44
    anisole 81.32
    cyclopentyl methyl ether 91.59
    gamma-butyrolactone 289.64
    1-methoxy-2-propanol 188.65
    pyridine 179.58
    3-pentanone 63.55
    furfural 263.67
    n-dodecane 3.48
    diethylene glycol 171.38
    diisopropyl ether 20.06
    tert-amyl alcohol 79.44
    acetylacetone 154.49
    n-hexadecane 4.12
    acetophenone 88.52
    methyl propionate 90.67
    isopentyl acetate 74.91
    trichloroethylene 235.91
    n-nonanol 52.22
    cyclohexanol 77.96
    benzyl alcohol 86.31
    2-ethylhexanol 42.09
    isooctanol 38.54
    dipropyl ether 26.58
    1,2-dichlorobenzene 87.4
    ethyl lactate 52.85
    propylene carbonate 161.72
    n-methylformamide 163.35
    2-pentanol 54.99
    n-pentane 1.88
    1-propoxy-2-propanol 111.75
    1-methoxy-2-propyl acetate 108.08
    2-(2-methoxypropoxy) propanol 116.9
    mesitylene 29.4
    ε-caprolactone 165.09
    p-cymene 24.23
    epichlorohydrin 272.23
    1,1,1-trichloroethane 101.28
    2-aminoethanol 63.25
    morpholine-4-carbaldehyde 293.96
    sulfolane 244.79
    2,2,4-trimethylpentane 2.63
    2-methyltetrahydrofuran 166.85
    n-hexyl acetate 111.91
    isooctane 2.78
    2-(2-butoxyethoxy)ethanol 146.77
    sec-butyl acetate 50.0
    tert-butyl acetate 85.01
    decalin 4.09
    glycerin 85.32
    diglyme 214.74
    acrylic acid 86.05
    isopropyl myristate 47.69
    n-butyric acid 116.29
    acetyl acetate 95.16
    di(2-ethylhexyl) phthalate 57.21
    ethyl propionate 63.24
    nitromethane 256.09
    1,2-diethoxyethane 82.87
    benzonitrile 132.82
    trioctyl phosphate 41.63
    1-bromopropane 47.16
    gamma-valerolactone 320.72
    n-decanol 40.5
    triethyl phosphate 36.72
    4-methyl-2-pentanol 45.08
    propionitrile 96.4
    vinylene carbonate 171.68
    1,1,2-trichlorotrifluoroethane 152.06
    DMS 105.67
    cumene 22.63
    2-octanol 38.88
    2-hexanone 67.79
    octyl acetate 60.48
    limonene 29.12
    1,2-dimethoxyethane 188.97
    ethyl orthosilicate 32.82
    tributyl phosphate 46.27
    diacetone alcohol 121.84
    N,N-dimethylaniline 52.49
    acrylonitrile 143.27
    aniline 87.55
    1,3-propanediol 111.95
    bromobenzene 85.34
    dibromomethane 119.19
    1,1,2,2-tetrachloroethane 170.26
    2-methyl-cyclohexyl acetate 61.62
    tetrabutyl urea 64.15
    diisobutyl methanol 30.14
    2-phenylethanol 106.04
    styrene 31.38
    dioctyl adipate 64.16
    dimethyl sulfate 105.01
    ethyl butyrate 55.3
    methyl lactate 76.32
    butyl lactate 69.38
    diethyl carbonate 46.35
    propanediol butyl ether 98.69
    triethyl orthoformate 44.28
    p-tert-butyltoluene 23.55
    methyl 4-tert-butylbenzoate 94.41
    morpholine 288.93
    tert-butylamine 57.91
    n-dodecanol 30.79
    dimethoxymethane 214.63
    ethylene carbonate 137.12
    cyrene 113.46
    2-ethoxyethyl acetate 104.4
    2-ethylhexyl acetate 56.02
    1,2,4-trichlorobenzene 103.78
    4-methylpyridine 171.02
    dibutyl ether 38.26
    2,6-dimethyl-4-heptanol 30.14
    DEF 105.29
    dimethyl isosorbide 184.13
    tetrachloroethylene 96.49
    eugenol 103.0
    triacetin 100.64
    span 80 97.3
    1,4-butanediol 47.4
    1,1-dichloroethane 115.18
    2-methyl-1-pentanol 62.14
    methyl formate 155.04
    2-methyl-1-butanol 61.08
    n-decane 4.85
    butyronitrile 103.97
    3,7-dimethyl-1-octanol 55.56
    1-chlorooctane 25.58
    1-chlorotetradecane 13.12
    n-nonane 3.76
    undecane 4.09
    tert-butylcyclohexane 3.76
    cyclooctane 1.62
    cyclopentanol 94.27
    tetrahydropyran 146.66
    tert-amyl methyl ether 42.63
    2,5,8-trioxanonane 181.52
    1-hexene 9.89
    2-isopropoxyethanol 81.47
    2,2,2-trifluoroethanol 58.8
    methyl butyrate 84.74

    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