2,4,6-Trimethyl-1,3,5-dioxathiane

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  • Identifiers

    CAS number
    53897-55-5

    Molecular formula
    C6H12O2S

    SMILES
    CC1OC(SC(O1)C)C

    Safety labels

  • Odor profile

    Fragrance
    Fruity 73.09%
    Sweet 58.46%
    Green 45.96%
    Tropical 40.81%
    Sulfurous 38.86%
    Onion 31.37%
    Ethereal 27.88%
    Musty 27.51%
    Fresh 25.93%
    Meaty 25.79%

     

    Flavor
    Green 68.45%
    Vegetable 53.19%
    Earthy 41.22%
    Sulfurous 36.57%
    Nutty 34.96%
    Roasted 31.59%
    Potato 30.53%
    Tropical 26.76%
    Musty 24.94%
    Raw 24.65%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    6.45 (neutral)

    Molecular weight
    148.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    154°C

    Melting point expt.

    • 53.5 - 54 °C

    Flash point

    • 44.82 ˚C est.

  • Synonyms

    • 2,4,6-trimethyl-1,3,5-dioxathiane
    • 53897-55-5
    • RefChem:82138
    • Monothiotriacetaldehyde
    • CHEBI:193666
    • DTXSID901300713
    • 53897-55-5

  • Applications

    Primarily, 2,4,6-Trimethyl-1,3,5-dioxathiane is used as an organic synthesis intermediate. The 1,3,5-dioxathiane ring can function as a masked carbonyl equivalent (carbonyl-protecting/umpolung) and as a platform for constructing more complex sulfur- and oxygen-containing heterocycles. It may be employed as a synthetic building block in the preparation of fine chemicals, pharmaceutical and agrochemical intermediates, and related specialty compounds. In research and development, it is evaluated as a precursor for route development and scalable process chemistry. Overall, it is used as an intermediate rather than a bulk chemical, with usage governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 289.57
    methanol 372.47
    isopropanol 204.79
    water 14.84
    ethyl acetate 520.08
    n-propanol 238.8
    acetone 582.31
    n-butanol 206.29
    acetonitrile 515.66
    DMF 504.47
    toluene 325.87
    isobutanol 163.33
    1,4-dioxane 844.98
    methyl acetate 474.74
    THF 930.22
    2-butanone 409.85
    n-pentanol 123.87
    sec-butanol 204.0
    n-hexane 62.09
    ethylene glycol 110.52
    NMP 900.07
    cyclohexane 178.43
    DMSO 603.04
    n-butyl acetate 271.6
    n-octanol 136.91
    chloroform 1492.7
    n-propyl acetate 214.39
    acetic acid 704.15
    dichloromethane 1381.19
    cyclohexanone 730.5
    propylene glycol 105.11
    isopropyl acetate 265.65
    DMAc 575.89
    2-ethoxyethanol 259.63
    isopentanol 151.78
    n-heptane 58.27
    ethyl formate 280.19
    1,2-dichloroethane 662.47
    n-hexanol 171.1
    2-methoxyethanol 466.03
    isobutyl acetate 128.25
    tetrachloromethane 290.99
    n-pentyl acetate 220.76
    transcutol 759.32
    n-heptanol 96.37
    ethylbenzene 122.43
    MIBK 169.34
    2-propoxyethanol 340.28
    tert-butanol 243.73
    MTBE 264.83
    2-butoxyethanol 174.02
    propionic acid 348.9
    o-xylene 189.89
    formic acid 256.79
    diethyl ether 398.75
    m-xylene 205.23
    p-xylene 165.64
    chlorobenzene 469.48
    dimethyl carbonate 171.13
    n-octane 25.09
    formamide 302.55
    cyclopentanone 768.29
    2-pentanone 318.25
    anisole 269.36
    cyclopentyl methyl ether 481.62
    gamma-butyrolactone 988.12
    1-methoxy-2-propanol 302.64
    pyridine 641.14
    3-pentanone 328.6
    furfural 861.8
    n-dodecane 22.76
    diethylene glycol 288.84
    diisopropyl ether 117.14
    tert-amyl alcohol 208.85
    acetylacetone 485.31
    n-hexadecane 26.11
    acetophenone 234.92
    methyl propionate 372.19
    isopentyl acetate 217.14
    trichloroethylene 1259.87
    n-nonanol 117.54
    cyclohexanol 323.3
    benzyl alcohol 169.67
    2-ethylhexanol 116.41
    isooctanol 79.11
    dipropyl ether 204.72
    1,2-dichlorobenzene 416.32
    ethyl lactate 104.64
    propylene carbonate 488.44
    n-methylformamide 326.28
    2-pentanol 145.65
    n-pentane 66.35
    1-propoxy-2-propanol 234.75
    1-methoxy-2-propyl acetate 308.53
    2-(2-methoxypropoxy) propanol 204.47
    mesitylene 129.69
    ε-caprolactone 648.6
    p-cymene 97.92
    epichlorohydrin 859.2
    1,1,1-trichloroethane 730.07
    2-aminoethanol 159.99
    morpholine-4-carbaldehyde 777.75
    sulfolane 982.98
    2,2,4-trimethylpentane 34.86
    2-methyltetrahydrofuran 725.06
    n-hexyl acetate 313.71
    isooctane 21.85
    2-(2-butoxyethoxy)ethanol 262.24
    sec-butyl acetate 149.09
    tert-butyl acetate 253.45
    decalin 55.52
    glycerin 184.73
    diglyme 496.68
    acrylic acid 343.48
    isopropyl myristate 124.67
    n-butyric acid 357.79
    acetyl acetate 471.42
    di(2-ethylhexyl) phthalate 111.71
    ethyl propionate 217.24
    nitromethane 980.21
    1,2-diethoxyethane 330.53
    benzonitrile 310.75
    trioctyl phosphate 78.96
    1-bromopropane 380.91
    gamma-valerolactone 957.84
    n-decanol 82.4
    triethyl phosphate 132.87
    4-methyl-2-pentanol 73.66
    propionitrile 305.98
    vinylene carbonate 476.5
    1,1,2-trichlorotrifluoroethane 553.63
    DMS 290.09
    cumene 81.88
    2-octanol 83.12
    2-hexanone 184.29
    octyl acetate 159.11
    limonene 157.61
    1,2-dimethoxyethane 421.69
    ethyl orthosilicate 123.53
    tributyl phosphate 109.49
    diacetone alcohol 213.07
    N,N-dimethylaniline 160.78
    acrylonitrile 372.7
    aniline 310.21
    1,3-propanediol 209.86
    bromobenzene 493.4
    dibromomethane 898.04
    1,1,2,2-tetrachloroethane 884.78
    2-methyl-cyclohexyl acetate 187.35
    tetrabutyl urea 139.59
    diisobutyl methanol 74.11
    2-phenylethanol 180.16
    styrene 165.52
    dioctyl adipate 181.47
    dimethyl sulfate 297.05
    ethyl butyrate 220.36
    methyl lactate 168.16
    butyl lactate 140.57
    diethyl carbonate 165.52
    propanediol butyl ether 154.18
    triethyl orthoformate 176.99
    p-tert-butyltoluene 100.04
    methyl 4-tert-butylbenzoate 231.55
    morpholine 765.65
    tert-butylamine 163.66
    n-dodecanol 65.3
    dimethoxymethane 377.32
    ethylene carbonate 392.78
    cyrene 221.32
    2-ethoxyethyl acetate 319.16
    2-ethylhexyl acetate 201.35
    1,2,4-trichlorobenzene 504.22
    4-methylpyridine 559.87
    dibutyl ether 193.26
    2,6-dimethyl-4-heptanol 74.11
    DEF 372.93
    dimethyl isosorbide 420.61
    tetrachloroethylene 650.92
    eugenol 183.39
    triacetin 323.81
    span 80 192.19
    1,4-butanediol 84.04
    1,1-dichloroethane 656.72
    2-methyl-1-pentanol 108.3
    methyl formate 301.77
    2-methyl-1-butanol 166.86
    n-decane 37.41
    butyronitrile 272.83
    3,7-dimethyl-1-octanol 124.97
    1-chlorooctane 129.76
    1-chlorotetradecane 55.23
    n-nonane 38.67
    undecane 27.6
    tert-butylcyclohexane 44.69
    cyclooctane 61.78
    cyclopentanol 349.96
    tetrahydropyran 662.02
    tert-amyl methyl ether 242.06
    2,5,8-trioxanonane 385.78
    1-hexene 131.88
    2-isopropoxyethanol 176.21
    2,2,2-trifluoroethanol 298.73
    methyl butyrate 232.61

    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