Tetrahydrothiopyran-3-ol

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  • Identifiers

    CAS number
    22072-19-1

    Molecular formula
    C5H10OS

    SMILES
    C1CC(CSC1)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sulfurous 67.06%
    Meaty 56.64%
    Roasted 40.9%
    Onion 37.77%
    Alliaceous 37.36%
    Savory 36.48%
    Garlic 36.17%
    Fishy 33.63%
    Vegetable 31.15%
    Cooked 30.13%

     

    Flavor
    Sulfurous 46.36%
    Roasted 40.85%
    Vegetable 33.72%
    Onion 30.7%
    Ammoniacal 29.98%
    Chicken 29.68%
    Amine 29.17%
    Fishy 28.09%
    Animal 26.43%
    Alkaline 26.21%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    6.82 (neutral)

    Molecular weight
    118.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    225°C

    Flash point

    • 86.55 ˚C est.

  • Synonyms

    • Tetrahydrothiopyran-3-ol
    • 22072-19-1
    • 3-Hydroxytetrahydrothiopyran
    • 2H-Thiopyran-3-ol, tetrahydro-
    • Thiacyclohexane-3-ol
    • 3-Thia-1-cyclohexanol
    • Thiopyran-3-ol, tetrahydro-
    • EINECS 244-766-6
    • NSC 140822
    • RefChem:188716
    • 244-766-6
    • 654-065-0
    • 35890-62-1
    • ZHHOMIAGFRSWCU-UHFFFAOYSA-N
    • thian-3-ol
    • Tetrahydro-2H-thiopyran-3-ol
    • 2H-Thiopyran-3-ol,tetrahydro-
    • NSC140822
    • 3-Hydroxythianaphthen
    • tetrahyrothiopyran-3-ol
    • tetrahydrothiapyran-3-ol
    • SCHEMBL1828205
    • SCHEMBL1929406
    • SCHEMBL3149151
    • SCHEMBL10829737
    • SCHEMBL27757265
    • Tetrahydro-2H-thiopyran-3-ol #
    • DTXSID101313069
    • MFCD00023866
    • AKOS022719619
    • NSC-140822
    • SY419430
    • DB-228133
    • DB-294357
    • CS-0256670
    • NS00049804
    • EN300-65061
    • G30584
    • Z993818972
    • 22072-19-1

  • Applications

    Tetrahydrothiopyran-3-ol (CAS 22072-19-1) is primarily used as a versatile intermediate in organic synthesis, serving as a building block for sulfur-containing heterocycles and related fine chemicals. It can be functionalized at the hydroxyl group to give esters and ethers, enabling derivative libraries for pharmaceutical and agrochemical research. The cyclic thioether core provides a scalable platform for further transformation to access intermediates for polymers and specialty materials, including potential use in coatings and adhesives. Additionally, it may be evaluated for fragrance-related applications as a precursor to aroma compounds or fixatives in perfumery. Overall, its use is as a reactive precursor in R&D settings, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 586.55
    methanol 691.45
    isopropanol 281.51
    water 8.36
    ethyl acetate 172.84
    n-propanol 360.25
    acetone 410.96
    n-butanol 294.46
    acetonitrile 140.96
    DMF 258.02
    toluene 37.46
    isobutanol 181.1
    1,4-dioxane 418.12
    methyl acetate 140.09
    THF 680.45
    2-butanone 200.91
    n-pentanol 175.89
    sec-butanol 166.91
    n-hexane 7.59
    ethylene glycol 140.88
    NMP 319.81
    cyclohexane 19.64
    DMSO 682.22
    n-butyl acetate 261.48
    n-octanol 98.04
    chloroform 260.19
    n-propyl acetate 132.18
    acetic acid 785.84
    dichloromethane 157.75
    cyclohexanone 416.22
    propylene glycol 144.22
    isopropyl acetate 103.64
    DMAc 142.73
    2-ethoxyethanol 283.1
    isopentanol 183.15
    n-heptane 20.06
    ethyl formate 177.44
    1,2-dichloroethane 107.58
    n-hexanol 256.15
    2-methoxyethanol 524.87
    isobutyl acetate 78.5
    tetrachloromethane 49.51
    n-pentyl acetate 135.5
    transcutol 1073.04
    n-heptanol 120.89
    ethylbenzene 14.49
    MIBK 102.4
    2-propoxyethanol 417.33
    tert-butanol 242.12
    MTBE 77.47
    2-butoxyethanol 241.24
    propionic acid 339.95
    o-xylene 28.27
    formic acid 369.95
    diethyl ether 108.12
    m-xylene 34.47
    p-xylene 23.37
    chlorobenzene 84.72
    dimethyl carbonate 34.58
    n-octane 6.37
    formamide 391.28
    cyclopentanone 469.97
    2-pentanone 193.44
    anisole 59.66
    cyclopentyl methyl ether 206.97
    gamma-butyrolactone 532.03
    1-methoxy-2-propanol 307.75
    pyridine 287.56
    3-pentanone 91.83
    furfural 451.74
    n-dodecane 4.63
    diethylene glycol 358.6
    diisopropyl ether 33.09
    tert-amyl alcohol 129.14
    acetylacetone 210.8
    n-hexadecane 5.23
    acetophenone 76.22
    methyl propionate 110.06
    isopentyl acetate 163.25
    trichloroethylene 281.04
    n-nonanol 82.69
    cyclohexanol 202.42
    benzyl alcohol 95.16
    2-ethylhexanol 117.53
    isooctanol 86.73
    dipropyl ether 124.78
    1,2-dichlorobenzene 76.71
    ethyl lactate 65.84
    propylene carbonate 233.82
    n-methylformamide 304.88
    2-pentanol 131.41
    n-pentane 10.28
    1-propoxy-2-propanol 334.1
    1-methoxy-2-propyl acetate 187.19
    2-(2-methoxypropoxy) propanol 168.04
    mesitylene 24.18
    ε-caprolactone 314.21
    p-cymene 30.32
    epichlorohydrin 358.9
    1,1,1-trichloroethane 107.23
    2-aminoethanol 276.38
    morpholine-4-carbaldehyde 365.86
    sulfolane 482.72
    2,2,4-trimethylpentane 4.89
    2-methyltetrahydrofuran 349.74
    n-hexyl acetate 145.96
    isooctane 6.02
    2-(2-butoxyethoxy)ethanol 291.77
    sec-butyl acetate 67.47
    tert-butyl acetate 106.31
    decalin 6.34
    glycerin 245.61
    diglyme 446.17
    acrylic acid 288.04
    isopropyl myristate 49.14
    n-butyric acid 455.05
    acetyl acetate 113.23
    di(2-ethylhexyl) phthalate 57.55
    ethyl propionate 67.05
    nitromethane 707.38
    1,2-diethoxyethane 261.84
    benzonitrile 127.73
    trioctyl phosphate 45.3
    1-bromopropane 52.82
    gamma-valerolactone 623.39
    n-decanol 59.26
    triethyl phosphate 44.04
    4-methyl-2-pentanol 70.95
    propionitrile 109.8
    vinylene carbonate 214.02
    1,1,2-trichlorotrifluoroethane 324.91
    DMS 71.19
    cumene 13.69
    2-octanol 68.9
    2-hexanone 141.55
    octyl acetate 66.0
    limonene 49.33
    1,2-dimethoxyethane 271.47
    ethyl orthosilicate 44.59
    tributyl phosphate 56.69
    diacetone alcohol 164.74
    N,N-dimethylaniline 38.3
    acrylonitrile 148.19
    aniline 127.06
    1,3-propanediol 377.31
    bromobenzene 61.65
    dibromomethane 104.9
    1,1,2,2-tetrachloroethane 228.17
    2-methyl-cyclohexyl acetate 96.36
    tetrabutyl urea 70.94
    diisobutyl methanol 62.18
    2-phenylethanol 140.06
    styrene 20.89
    dioctyl adipate 78.5
    dimethyl sulfate 61.65
    ethyl butyrate 125.67
    methyl lactate 88.87
    butyl lactate 124.29
    diethyl carbonate 62.05
    propanediol butyl ether 212.55
    triethyl orthoformate 91.19
    p-tert-butyltoluene 30.15
    methyl 4-tert-butylbenzoate 94.89
    morpholine 493.38
    tert-butylamine 112.87
    n-dodecanol 42.72
    dimethoxymethane 160.73
    ethylene carbonate 182.99
    cyrene 132.11
    2-ethoxyethyl acetate 172.68
    2-ethylhexyl acetate 120.75
    1,2,4-trichlorobenzene 102.28
    4-methylpyridine 182.41
    dibutyl ether 88.92
    2,6-dimethyl-4-heptanol 62.18
    DEF 148.52
    dimethyl isosorbide 247.96
    tetrachloroethylene 194.49
    eugenol 113.38
    triacetin 138.72
    span 80 177.98
    1,4-butanediol 127.85
    1,1-dichloroethane 95.02
    2-methyl-1-pentanol 109.2
    methyl formate 175.07
    2-methyl-1-butanol 151.23
    n-decane 8.67
    butyronitrile 150.72
    3,7-dimethyl-1-octanol 84.62
    1-chlorooctane 35.48
    1-chlorotetradecane 12.58
    n-nonane 8.36
    undecane 5.98
    tert-butylcyclohexane 7.02
    cyclooctane 7.04
    cyclopentanol 270.58
    tetrahydropyran 353.24
    tert-amyl methyl ether 54.53
    2,5,8-trioxanonane 315.02
    1-hexene 26.68
    2-isopropoxyethanol 168.4
    2,2,2-trifluoroethanol 199.73
    methyl butyrate 111.7

    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