Phenol, 2-methoxy-4-(4,4,6-trimethyl-1,3-dioxan-2-yl)-

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  • Identifiers

    CAS number
    52514-66-6

    Molecular formula
    C14H20O4

    SMILES
    CC1CC(OC(O1)C2=CC(=C(C=C2)O)OC)(C)C

  • Odor profile

    Fragrance
    Sweet 81.7%
    Vanilla 75.71%
    Phenolic 56.0%
    Creamy 55.42%
    Spicy 45.86%
    Smoky 41.51%
    Powdery 40.46%
    Balsamic 34.08%
    Aromatic 31.22%
    Clove 29.06%

     

    Flavor
    Bitter 47.08%
    Sweet 42.24%
    Woody 41.63%
    Spice 35.9%
    Spicy 33.2%
    Earthy 30.31%
    Musty 29.98%
    Smoky 29.29%
    Phenolic 28.5%
    Vanilla 26.12%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    9.12 (weak base)

    Molecular weight
    252.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    349°C

    Flash point

    • 132.44 ˚C est.

  • Synonyms

    • 2-Methoxy-4-(4,4,6-trimethyl-1,3-dioxan-2-yl)phenol
    • 52514-66-6
    • EINECS 257-986-2
    • Phenol, 2-methoxy-4-(4,4,6-trimethyl-1,3-dioxan-2-yl)-
    • DTXSID40886007
    • 2-(3'-Methoxy-4'-hydroxyphenyl)-4,4,6-trimethyl-1,3-dioxane
    • vanillin hexylene glycol acetal
    • CIOMDFVGRMKKNB-UHFFFAOYSA-N
    • DTXCID101025357
    • DB-324017
    • NS00059047
    • 257-986-2

  • Applications

    Phenol, 2-methoxy-4-(4,4,6-trimethyl-1,3-dioxan-2-yl)- (CAS 52514-66-6) is primarily used as an organic-synthesis intermediate and building block in medicinal chemistry, enabling the construction of more complex aromatic molecules. The 1,3-dioxan-2-yl group is a sugar-derived acetal that serves as a protecting group for diols, supporting multi-step carbohydrate chemistry and enabling subsequent deprotection to reveal the phenol. Consequently, the compound is commonly employed in pharmaceutical development and agrochemical research as a protected-phenol precursor and versatile building block for downstream functionalization, including cross-coupling or other aromatic substitutions. Its methoxy substituent further facilitates downstream transformations in typical drug-discovery workflows.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 319.66
    methanol 346.77
    isopropanol 236.27
    water 1.23
    ethyl acetate 421.0
    n-propanol 268.1
    acetone 443.04
    n-butanol 215.7
    acetonitrile 275.9
    DMF 776.22
    toluene 65.18
    isobutanol 185.46
    1,4-dioxane 383.58
    methyl acetate 388.02
    THF 712.15
    2-butanone 305.62
    n-pentanol 151.04
    sec-butanol 209.46
    n-hexane 8.81
    ethylene glycol 120.36
    NMP 499.43
    cyclohexane 12.03
    DMSO 946.81
    n-butyl acetate 249.63
    n-octanol 93.82
    chloroform 745.2
    n-propyl acetate 215.81
    acetic acid 596.23
    dichloromethane 636.26
    cyclohexanone 364.21
    propylene glycol 193.25
    isopropyl acetate 264.3
    DMAc 686.58
    2-ethoxyethanol 374.11
    isopentanol 209.92
    n-heptane 7.23
    ethyl formate 214.85
    1,2-dichloroethane 442.91
    n-hexanol 169.85
    2-methoxyethanol 582.11
    isobutyl acetate 164.27
    tetrachloromethane 67.06
    n-pentyl acetate 137.15
    transcutol 1289.1
    n-heptanol 79.44
    ethylbenzene 49.83
    MIBK 203.58
    2-propoxyethanol 370.74
    tert-butanol 390.14
    MTBE 338.67
    2-butoxyethanol 186.38
    propionic acid 303.06
    o-xylene 64.09
    formic acid 309.83
    diethyl ether 280.1
    m-xylene 74.96
    p-xylene 69.46
    chlorobenzene 162.56
    dimethyl carbonate 236.07
    n-octane 4.54
    formamide 439.85
    cyclopentanone 482.65
    2-pentanone 291.13
    anisole 172.3
    cyclopentyl methyl ether 295.69
    gamma-butyrolactone 620.99
    1-methoxy-2-propanol 455.6
    pyridine 211.25
    3-pentanone 225.9
    furfural 470.69
    n-dodecane 5.3
    diethylene glycol 343.74
    diisopropyl ether 91.3
    tert-amyl alcohol 298.07
    acetylacetone 428.72
    n-hexadecane 6.07
    acetophenone 193.59
    methyl propionate 359.17
    isopentyl acetate 241.9
    trichloroethylene 821.56
    n-nonanol 84.31
    cyclohexanol 184.82
    benzyl alcohol 151.17
    2-ethylhexanol 104.78
    isooctanol 70.84
    dipropyl ether 101.91
    1,2-dichlorobenzene 185.34
    ethyl lactate 148.22
    propylene carbonate 368.61
    n-methylformamide 359.89
    2-pentanol 175.68
    n-pentane 8.53
    1-propoxy-2-propanol 242.01
    1-methoxy-2-propyl acetate 322.14
    2-(2-methoxypropoxy) propanol 240.5
    mesitylene 48.69
    ε-caprolactone 391.5
    p-cymene 49.72
    epichlorohydrin 717.89
    1,1,1-trichloroethane 342.38
    2-aminoethanol 211.6
    morpholine-4-carbaldehyde 582.85
    sulfolane 713.67
    2,2,4-trimethylpentane 12.04
    2-methyltetrahydrofuran 427.03
    n-hexyl acetate 218.55
    isooctane 9.22
    2-(2-butoxyethoxy)ethanol 321.73
    sec-butyl acetate 171.29
    tert-butyl acetate 313.42
    decalin 11.8
    glycerin 292.16
    diglyme 593.0
    acrylic acid 292.81
    isopropyl myristate 84.39
    n-butyric acid 347.38
    acetyl acetate 328.71
    di(2-ethylhexyl) phthalate 87.23
    ethyl propionate 200.82
    nitromethane 940.66
    1,2-diethoxyethane 298.22
    benzonitrile 166.64
    trioctyl phosphate 67.8
    1-bromopropane 185.24
    gamma-valerolactone 595.81
    n-decanol 62.92
    triethyl phosphate 107.22
    4-methyl-2-pentanol 117.41
    propionitrile 183.67
    vinylene carbonate 336.59
    1,1,2-trichlorotrifluoroethane 551.94
    DMS 260.21
    cumene 46.17
    2-octanol 60.91
    2-hexanone 175.24
    octyl acetate 110.84
    limonene 66.29
    1,2-dimethoxyethane 474.29
    ethyl orthosilicate 98.78
    tributyl phosphate 98.63
    diacetone alcohol 331.82
    N,N-dimethylaniline 126.02
    acrylonitrile 237.11
    aniline 153.63
    1,3-propanediol 288.41
    bromobenzene 155.96
    dibromomethane 376.82
    1,1,2,2-tetrachloroethane 661.66
    2-methyl-cyclohexyl acetate 147.64
    tetrabutyl urea 109.32
    diisobutyl methanol 66.4
    2-phenylethanol 155.05
    styrene 56.81
    dioctyl adipate 130.05
    dimethyl sulfate 400.67
    ethyl butyrate 165.89
    methyl lactate 237.85
    butyl lactate 137.67
    diethyl carbonate 138.89
    propanediol butyl ether 220.89
    triethyl orthoformate 133.79
    p-tert-butyltoluene 50.8
    methyl 4-tert-butylbenzoate 181.06
    morpholine 507.68
    tert-butylamine 177.31
    n-dodecanol 47.79
    dimethoxymethane 507.52
    ethylene carbonate 292.64
    cyrene 220.71
    2-ethoxyethyl acetate 244.76
    2-ethylhexyl acetate 181.23
    1,2,4-trichlorobenzene 229.55
    4-methylpyridine 267.05
    dibutyl ether 107.1
    2,6-dimethyl-4-heptanol 66.4
    DEF 348.24
    dimethyl isosorbide 365.01
    tetrachloroethylene 357.93
    eugenol 159.44
    triacetin 278.11
    span 80 174.47
    1,4-butanediol 120.16
    1,1-dichloroethane 381.34
    2-methyl-1-pentanol 147.41
    methyl formate 333.85
    2-methyl-1-butanol 192.08
    n-decane 9.12
    butyronitrile 174.2
    3,7-dimethyl-1-octanol 104.62
    1-chlorooctane 54.95
    1-chlorotetradecane 21.22
    n-nonane 8.05
    undecane 6.73
    tert-butylcyclohexane 12.9
    cyclooctane 5.61
    cyclopentanol 192.01
    tetrahydropyran 309.33
    tert-amyl methyl ether 235.32
    2,5,8-trioxanonane 390.42
    1-hexene 41.38
    2-isopropoxyethanol 254.83
    2,2,2-trifluoroethanol 290.0
    methyl butyrate 236.1

    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