4-(Menthoxymethyl)-2-(3'-methoxy-4'-hydroxyphenyl)-1,3-dioxolane

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  • Identifiers

    CAS number
    180964-47-0

    Molecular formula
    C21H32O5

    SMILES
    CC1CCC(C(C1)OCC2COC(O2)C3=CC(=C(C=C3)O)OC)C(C)C

  • Odor profile

    Fragrance
    Vanilla 45.91%
    Mint 39.92%
    Odorless 39.66%
    Sweet 28.92%
    Cooling 28.29%
    Phenolic 27.68%
    Spicy 27.55%
    Creamy 24.79%
    Balsamic 24.41%
    Animal 21.19%

     

    Flavor
    Bitter 41.23%
    Earthy 24.73%
    Spice 22.86%
    Metallic 22.6%
    Herbal 22.54%
    Cedarleaf 21.77%
    Sweet-like 21.3%
    Parsley 21.2%
    Green pepper 21.15%
    Green tea 21.14%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.3

    pKa est.
    7.56 (neutral)

    Molecular weight
    364.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    482°C

    Melting point expt.

    • 78.00 to 80.00 °C. @ 760.00 mm Hg

    Flash point

    • 156.88 ˚C est.

    Solubility expt.

    • Slightly soluble in water; soluble in fats, non-polar solvents and acetone
    • Soluble (in ethanol)

  • Synonyms

    • DTXSID601170325
    • 2-methoxy-4-[4-({[5-methyl-2-(propan-2-yl)cyclohexyl]oxy}methyl)-1,3-dioxolan-2-yl]phenol
    • 180964-47-0
    • SCHEMBL1617665
    • DTXCID90218319
    • ZOGKSXQLOOQXFG-UHFFFAOYSA-N
    • 4-(Menthoxymethyl)-2-(3'-methoxy-4'-hydroxyphenyl)-1,3-dioxolane
    • 4-(Menthoxymethyl)-2-(3a(2)-methoxy-4a(2)-hydroxyphenyl)-1,3-dioxolane

  • Applications

    4-(Menthoxymethyl)-2-(3'-methoxy-4'-hydroxyphenyl)-1,3-dioxolane (CAS 180964-47-0) has applications primarily as a synthetic intermediate and building block in fine chemical manufacture. In the fragrance and cosmetics arena, it can be regarded as a precursor for complex aroma compounds and as a useful chiral framework for perfume formulations and personal-care products. In industrial manufacturing, the compound may function as a protecting-group-bearing 1,3-dioxolane intermediate to enable selective transformations in synthetic sequences. It may also be evaluated as a precursor for pharmaceutical and agrochemical syntheses, and as a target for research and development related to new materials and synthetic methodologies, subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 178.42
    methanol 220.82
    isopropanol 116.07
    water 1.34
    ethyl acetate 517.66
    n-propanol 148.38
    acetone 412.76
    n-butanol 140.39
    acetonitrile 229.71
    DMF 216.06
    toluene 121.39
    isobutanol 104.77
    1,4-dioxane 377.4
    methyl acetate 316.6
    THF 740.96
    2-butanone 254.02
    n-pentanol 82.97
    sec-butanol 93.58
    n-hexane 2.54
    ethylene glycol 29.35
    NMP 237.0
    cyclohexane 12.6
    DMSO 609.49
    n-butyl acetate 169.99
    n-octanol 49.25
    chloroform 1332.35
    n-propyl acetate 191.99
    acetic acid 618.05
    dichloromethane 1370.02
    cyclohexanone 417.94
    propylene glycol 49.17
    isopropyl acetate 316.67
    DMAc 330.69
    2-ethoxyethanol 296.42
    isopentanol 128.8
    n-heptane 3.99
    ethyl formate 200.39
    1,2-dichloroethane 630.77
    n-hexanol 75.79
    2-methoxyethanol 403.97
    isobutyl acetate 135.03
    tetrachloromethane 123.37
    n-pentyl acetate 156.87
    transcutol 917.18
    n-heptanol 60.32
    ethylbenzene 44.74
    MIBK 190.66
    2-propoxyethanol 261.37
    tert-butanol 154.77
    MTBE 165.26
    2-butoxyethanol 184.62
    propionic acid 235.46
    o-xylene 76.39
    formic acid 198.44
    diethyl ether 183.6
    m-xylene 94.18
    p-xylene 58.74
    chlorobenzene 215.28
    dimethyl carbonate 191.22
    n-octane 2.64
    formamide 308.12
    cyclopentanone 477.01
    2-pentanone 284.41
    anisole 135.04
    cyclopentyl methyl ether 264.98
    gamma-butyrolactone 629.68
    1-methoxy-2-propanol 303.72
    pyridine 283.79
    3-pentanone 188.16
    furfural 453.2
    n-dodecane 2.6
    diethylene glycol 195.5
    diisopropyl ether 54.1
    tert-amyl alcohol 116.74
    acetylacetone 512.47
    n-hexadecane 3.08
    acetophenone 170.55
    methyl propionate 313.7
    isopentyl acetate 175.45
    trichloroethylene 1258.06
    n-nonanol 50.28
    cyclohexanol 154.74
    benzyl alcohol 131.8
    2-ethylhexanol 50.7
    isooctanol 59.15
    dipropyl ether 63.72
    1,2-dichlorobenzene 216.17
    ethyl lactate 115.51
    propylene carbonate 347.44
    n-methylformamide 177.48
    2-pentanol 85.68
    n-pentane 3.34
    1-propoxy-2-propanol 164.51
    1-methoxy-2-propyl acetate 274.91
    2-(2-methoxypropoxy) propanol 162.96
    mesitylene 54.73
    ε-caprolactone 401.61
    p-cymene 38.05
    epichlorohydrin 823.25
    1,1,1-trichloroethane 512.12
    2-aminoethanol 79.41
    morpholine-4-carbaldehyde 335.61
    sulfolane 597.82
    2,2,4-trimethylpentane 5.75
    2-methyltetrahydrofuran 351.51
    n-hexyl acetate 157.65
    isooctane 4.58
    2-(2-butoxyethoxy)ethanol 231.26
    sec-butyl acetate 151.36
    tert-butyl acetate 291.44
    decalin 7.35
    glycerin 108.32
    diglyme 495.99
    acrylic acid 222.18
    isopropyl myristate 55.08
    n-butyric acid 428.84
    acetyl acetate 465.92
    di(2-ethylhexyl) phthalate 65.54
    ethyl propionate 170.5
    nitromethane 950.13
    1,2-diethoxyethane 209.98
    benzonitrile 153.87
    trioctyl phosphate 48.08
    1-bromopropane 188.02
    gamma-valerolactone 642.06
    n-decanol 33.38
    triethyl phosphate 83.15
    4-methyl-2-pentanol 63.75
    propionitrile 137.71
    vinylene carbonate 338.35
    1,1,2-trichlorotrifluoroethane 554.38
    DMS 176.61
    cumene 31.81
    2-octanol 37.96
    2-hexanone 133.79
    octyl acetate 71.58
    limonene 51.51
    1,2-dimethoxyethane 319.23
    ethyl orthosilicate 78.16
    tributyl phosphate 60.97
    diacetone alcohol 249.61
    N,N-dimethylaniline 74.95
    acrylonitrile 194.59
    aniline 164.11
    1,3-propanediol 197.16
    bromobenzene 243.58
    dibromomethane 671.99
    1,1,2,2-tetrachloroethane 853.98
    2-methyl-cyclohexyl acetate 123.66
    tetrabutyl urea 65.75
    diisobutyl methanol 37.61
    2-phenylethanol 119.44
    styrene 56.91
    dioctyl adipate 94.78
    dimethyl sulfate 291.58
    ethyl butyrate 137.17
    methyl lactate 157.89
    butyl lactate 128.32
    diethyl carbonate 110.41
    propanediol butyl ether 132.46
    triethyl orthoformate 106.35
    p-tert-butyltoluene 36.53
    methyl 4-tert-butylbenzoate 166.07
    morpholine 423.33
    tert-butylamine 61.5
    n-dodecanol 23.16
    dimethoxymethane 375.17
    ethylene carbonate 306.37
    cyrene 163.36
    2-ethoxyethyl acetate 266.06
    2-ethylhexyl acetate 126.19
    1,2,4-trichlorobenzene 261.37
    4-methylpyridine 242.31
    dibutyl ether 55.33
    2,6-dimethyl-4-heptanol 37.61
    DEF 236.56
    dimethyl isosorbide 290.0
    tetrachloroethylene 524.6
    eugenol 143.14
    triacetin 253.54
    span 80 122.42
    1,4-butanediol 67.06
    1,1-dichloroethane 503.4
    2-methyl-1-pentanol 84.74
    methyl formate 187.71
    2-methyl-1-butanol 109.2
    n-decane 4.94
    butyronitrile 131.98
    3,7-dimethyl-1-octanol 56.75
    1-chlorooctane 32.51
    1-chlorotetradecane 11.21
    n-nonane 4.02
    undecane 3.4
    tert-butylcyclohexane 5.84
    cyclooctane 5.4
    cyclopentanol 155.65
    tetrahydropyran 313.29
    tert-amyl methyl ether 114.1
    2,5,8-trioxanonane 296.92
    1-hexene 14.43
    2-isopropoxyethanol 187.66
    2,2,2-trifluoroethanol 306.23
    methyl butyrate 208.75

    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