4,4-Dimethyl-1,3-oxathiane

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  • Identifiers

    CAS number
    27959-66-6

    Molecular formula
    C6H12OS

    SMILES
    CC1(CCOCS1)C

  • Odor profile

    Fragrance
    Sulfurous 82.19%
    Tropical 75.04%
    Herbal 72.4%
    Fruity 67.83%
    Spicy 51.35%
    Black currant 51.0%
    Mint 48.22%
    Woody 47.59%
    Green 44.45%
    Onion 43.83%

     

    Flavor
    Green 79.32%
    Earthy 50.38%
    Vegetable 50.24%
    Sulfurous 37.43%
    Raw 28.85%
    Roasted 28.04%
    Tropical 27.95%
    Potato 27.17%
    Burnt 26.78%
    Minty 25.9%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.6

    pKa est.
    5.61 (weak acid)

    Molecular weight
    132.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    179°C

    Flash point

    • 51.84 ˚C est.

  • Synonyms

    • 4,4-DIMETHYL-1,3-OXATHIANE
    • 27959-66-6
    • DTXSID30594927
    • SCHEMBL6360393
    • DTXCID70545690

  • Applications

    4,4-Dimethyl-1,3-oxathiane (CAS 27959-66-6) is primarily used in organic synthesis as a thioacetal protecting group for aldehydes and ketones, enabling multi-step sequences by masking carbonyl reactivity; it also serves as a versatile intermediate and building block in pharmaceutical and agrochemical synthesis; in fine chemicals and specialty polymers it functions as a manageable scaffold for constructing carbonyl-derived structures and enabling controlled functionalization; additionally, it is employed as a synthetic precursor for the preparation of more complex heterocycles in research and process development, with use governed by regulatory and formulation considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 360.03
    methanol 283.15
    isopropanol 257.4
    water 12.54
    ethyl acetate 335.06
    n-propanol 291.95
    acetone 298.69
    n-butanol 244.46
    acetonitrile 303.84
    DMF 273.37
    toluene 121.63
    isobutanol 187.98
    1,4-dioxane 560.79
    methyl acetate 314.59
    THF 547.09
    2-butanone 272.27
    n-pentanol 111.82
    sec-butanol 218.96
    n-hexane 13.85
    ethylene glycol 153.51
    NMP 270.34
    cyclohexane 55.97
    DMSO 282.66
    n-butyl acetate 245.48
    n-octanol 148.92
    chloroform 1000.5
    n-propyl acetate 152.25
    acetic acid 583.12
    dichloromethane 570.47
    cyclohexanone 361.9
    propylene glycol 239.09
    isopropyl acetate 168.56
    DMAc 228.24
    2-ethoxyethanol 259.95
    isopentanol 153.48
    n-heptane 39.59
    ethyl formate 219.36
    1,2-dichloroethane 274.27
    n-hexanol 242.74
    2-methoxyethanol 475.97
    isobutyl acetate 101.99
    tetrachloromethane 188.13
    n-pentyl acetate 138.37
    transcutol 960.38
    n-heptanol 149.33
    ethylbenzene 56.6
    MIBK 122.43
    2-propoxyethanol 415.29
    tert-butanol 272.56
    MTBE 150.49
    2-butoxyethanol 252.03
    propionic acid 370.4
    o-xylene 94.19
    formic acid 240.92
    diethyl ether 193.0
    m-xylene 97.48
    p-xylene 86.9
    chlorobenzene 211.79
    dimethyl carbonate 121.4
    n-octane 15.54
    formamide 261.26
    cyclopentanone 406.45
    2-pentanone 201.94
    anisole 157.34
    cyclopentyl methyl ether 246.82
    gamma-butyrolactone 494.75
    1-methoxy-2-propanol 365.85
    pyridine 357.96
    3-pentanone 172.38
    furfural 482.23
    n-dodecane 14.82
    diethylene glycol 373.73
    diisopropyl ether 69.25
    tert-amyl alcohol 215.56
    acetylacetone 247.53
    n-hexadecane 16.86
    acetophenone 144.75
    methyl propionate 244.94
    isopentyl acetate 191.38
    trichloroethylene 674.24
    n-nonanol 132.46
    cyclohexanol 235.54
    benzyl alcohol 136.74
    2-ethylhexanol 142.0
    isooctanol 108.64
    dipropyl ether 163.07
    1,2-dichlorobenzene 211.84
    ethyl lactate 122.09
    propylene carbonate 323.76
    n-methylformamide 252.78
    2-pentanol 163.0
    n-pentane 26.55
    1-propoxy-2-propanol 335.49
    1-methoxy-2-propyl acetate 284.89
    2-(2-methoxypropoxy) propanol 239.65
    mesitylene 66.13
    ε-caprolactone 342.37
    p-cymene 78.21
    epichlorohydrin 453.8
    1,1,1-trichloroethane 423.18
    2-aminoethanol 257.62
    morpholine-4-carbaldehyde 416.66
    sulfolane 422.86
    2,2,4-trimethylpentane 17.69
    2-methyltetrahydrofuran 361.81
    n-hexyl acetate 198.28
    isooctane 15.13
    2-(2-butoxyethoxy)ethanol 347.73
    sec-butyl acetate 107.94
    tert-butyl acetate 181.55
    decalin 21.99
    glycerin 316.13
    diglyme 540.86
    acrylic acid 331.75
    isopropyl myristate 87.36
    n-butyric acid 416.66
    acetyl acetate 244.36
    di(2-ethylhexyl) phthalate 85.14
    ethyl propionate 144.37
    nitromethane 599.59
    1,2-diethoxyethane 259.9
    benzonitrile 192.24
    trioctyl phosphate 67.33
    1-bromopropane 155.33
    gamma-valerolactone 566.93
    n-decanol 98.67
    triethyl phosphate 97.57
    4-methyl-2-pentanol 94.65
    propionitrile 252.03
    vinylene carbonate 333.95
    1,1,2-trichlorotrifluoroethane 506.23
    DMS 158.35
    cumene 46.8
    2-octanol 93.0
    2-hexanone 120.92
    octyl acetate 118.17
    limonene 114.84
    1,2-dimethoxyethane 266.85
    ethyl orthosilicate 95.51
    tributyl phosphate 78.44
    diacetone alcohol 239.5
    N,N-dimethylaniline 94.47
    acrylonitrile 292.33
    aniline 223.43
    1,3-propanediol 327.23
    bromobenzene 194.94
    dibromomethane 360.24
    1,1,2,2-tetrachloroethane 547.6
    2-methyl-cyclohexyl acetate 148.13
    tetrabutyl urea 89.82
    diisobutyl methanol 93.44
    2-phenylethanol 192.5
    styrene 69.48
    dioctyl adipate 121.87
    dimethyl sulfate 160.17
    ethyl butyrate 181.52
    methyl lactate 188.38
    butyl lactate 150.11
    diethyl carbonate 137.24
    propanediol butyl ether 262.85
    triethyl orthoformate 152.62
    p-tert-butyltoluene 84.77
    methyl 4-tert-butylbenzoate 176.93
    morpholine 536.98
    tert-butylamine 170.93
    n-dodecanol 74.14
    dimethoxymethane 227.39
    ethylene carbonate 279.36
    cyrene 185.63
    2-ethoxyethyl acetate 206.67
    2-ethylhexyl acetate 155.54
    1,2,4-trichlorobenzene 272.82
    4-methylpyridine 261.22
    dibutyl ether 123.51
    2,6-dimethyl-4-heptanol 93.44
    DEF 193.67
    dimethyl isosorbide 339.91
    tetrachloroethylene 397.68
    eugenol 178.09
    triacetin 236.36
    span 80 232.24
    1,4-butanediol 113.23
    1,1-dichloroethane 359.11
    2-methyl-1-pentanol 83.35
    methyl formate 208.44
    2-methyl-1-butanol 158.05
    n-decane 25.09
    butyronitrile 214.51
    3,7-dimethyl-1-octanol 127.24
    1-chlorooctane 82.62
    1-chlorotetradecane 36.47
    n-nonane 23.25
    undecane 18.91
    tert-butylcyclohexane 21.04
    cyclooctane 22.15
    cyclopentanol 253.4
    tetrahydropyran 399.28
    tert-amyl methyl ether 129.61
    2,5,8-trioxanonane 370.37
    1-hexene 44.95
    2-isopropoxyethanol 180.75
    2,2,2-trifluoroethanol 283.6
    methyl butyrate 158.5

    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