1,4-Tetrahydrothiazine-3-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    20196-21-8

    Molecular formula
    C4H7NOS

    SMILES
    C1CSCC(=O)N1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Nutty 55.25%
    Roasted 53.04%
    Meaty 44.99%
    Popcorn 44.95%
    Cooked 34.91%
    Fishy 34.15%
    Burnt 28.78%
    Green 28.4%
    Savory 25.44%
    Sweet 25.05%

     

    Flavor
    Roasted 45.5%
    Sulfur 34.83%
    Meaty 33.27%
    Nutty 31.62%
    Bitter 31.35%
    Cooked 30.09%
    Garlic 29.55%
    Vegetable 28.0%
    Onion 25.85%
    Sulfurous 25.53%

     

    Odor impact est.
    Medium

  • Properties

    pKa est.
    6.3 (neutral)

    Molecular weight
    117.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    331°C

    Flash point

    • 116.55 ˚C est.

  • Synonyms

    • Thiomorpholin-3-one
    • 3-Thiomorpholinone
    • Thiomorpholinone
    • 1,4-Tetrahydrothiazine-3-one
    • 1,4-Thiazinan-3-one
    • UNII-SK56OUS8CH
    • SK56OUS8CH
    • EINECS 243-581-8
    • NSC 27540
    • BRN 0107799
    • MEXORYL SP
    • NSC-27540
    • DTXSID00174033
    • 4-27-00-02550 (Beilstein Handbook Reference)
    • RefChem:196833
    • THIOMORPHOLINONE [INCI]
    • DTXCID4096524
    • InChI=1/C4H7NOS/c6-4-3-7-2-1-5-4/h1-3H2,(H,5,6
    • 20196-21-8
    • 3-Oxothiomorpholine
    • MFCD00152870
    • 1,4-thiazaperhydroin-3-one
    • F0848-0336
    • NSC27540
    • SCHEMBL89026
    • SCHEMBL116457
    • SCHEMBL116458
    • SCHEMBL10369835
    • SCHEMBL12483162
    • SCHEMBL16212435
    • SMSSF-0613147
    • SBB038173
    • STK547436
    • AKOS000268410
    • CS-W019146
    • AS-11256
    • DA-08491
    • SY082963
    • NS00014156
    • ST45174642
    • EN300-78413
    • F215982
    • Q27289248
    • Z337709368
    • 20196-21-8

  • Applications

    1,4-Tetrahydrothiazine-3-one is primarily used as a synthetic intermediate and building block for heterocyclic compounds containing nitrogen and sulfur in medicinal chemistry; it is commonly evaluated as a precursor for the synthesis of thiazine-lactam–based scaffolds that underpin pharmaceutical research. In polymer and materials science, it can serve as a precursor to specialty monomers or as a starting point for polymeric systems featuring heterocyclic motifs. In process development and library generation work, it is employed as a scaffold for SAR exploration and to probe structure–activity relationships. Depending on formulation needs, it may be explored as a precursor for ligand development or as a component in catalytic systems for metal-catalyzed transformations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 36.99
    methanol 81.81
    isopropanol 14.18
    water 52.41
    ethyl acetate 6.11
    n-propanol 19.48
    acetone 23.32
    n-butanol 12.14
    acetonitrile 11.81
    DMF 116.93
    toluene 1.57
    isobutanol 9.89
    1,4-dioxane 18.93
    methyl acetate 8.01
    THF 33.5
    2-butanone 9.97
    n-pentanol 10.37
    sec-butanol 8.22
    n-hexane 0.23
    ethylene glycol 50.14
    NMP 124.09
    cyclohexane 0.48
    DMSO 174.91
    n-butyl acetate 8.43
    n-octanol 7.27
    chloroform 13.82
    n-propyl acetate 6.7
    acetic acid 161.79
    dichloromethane 10.66
    cyclohexanone 29.11
    propylene glycol 36.37
    isopropyl acetate 4.28
    DMAc 72.13
    2-ethoxyethanol 37.32
    isopentanol 8.16
    n-heptane 0.56
    ethyl formate 12.19
    1,2-dichloroethane 6.04
    n-hexanol 10.85
    2-methoxyethanol 70.76
    isobutyl acetate 4.46
    tetrachloromethane 2.24
    n-pentyl acetate 9.1
    transcutol 126.07
    n-heptanol 9.21
    ethylbenzene 1.08
    MIBK 5.39
    2-propoxyethanol 37.26
    tert-butanol 11.09
    MTBE 1.9
    2-butoxyethanol 28.76
    propionic acid 42.01
    o-xylene 2.11
    formic acid 170.46
    diethyl ether 1.98
    m-xylene 2.24
    p-xylene 2.07
    chlorobenzene 5.11
    dimethyl carbonate 5.47
    n-octane 0.27
    formamide 155.3
    cyclopentanone 47.51
    2-pentanone 7.35
    anisole 5.07
    cyclopentyl methyl ether 7.66
    gamma-butyrolactone 60.59
    1-methoxy-2-propanol 39.37
    pyridine 23.31
    3-pentanone 4.97
    furfural 80.24
    n-dodecane 0.29
    diethylene glycol 58.73
    diisopropyl ether 0.92
    tert-amyl alcohol 7.8
    acetylacetone 15.28
    n-hexadecane 0.32
    acetophenone 11.45
    methyl propionate 7.58
    isopentyl acetate 7.33
    trichloroethylene 18.71
    n-nonanol 6.35
    cyclohexanol 9.44
    benzyl alcohol 13.1
    2-ethylhexanol 5.46
    isooctanol 6.54
    dipropyl ether 3.65
    1,2-dichlorobenzene 6.73
    ethyl lactate 10.6
    propylene carbonate 23.78
    n-methylformamide 72.98
    2-pentanol 4.81
    n-pentane 0.25
    1-propoxy-2-propanol 22.69
    1-methoxy-2-propyl acetate 13.67
    2-(2-methoxypropoxy) propanol 31.56
    mesitylene 1.8
    ε-caprolactone 26.93
    p-cymene 2.42
    epichlorohydrin 28.62
    1,1,1-trichloroethane 4.38
    2-aminoethanol 60.95
    morpholine-4-carbaldehyde 84.13
    sulfolane 97.75
    2,2,4-trimethylpentane 0.2
    2-methyltetrahydrofuran 12.65
    n-hexyl acetate 10.95
    isooctane 0.19
    2-(2-butoxyethoxy)ethanol 44.37
    sec-butyl acetate 3.51
    tert-butyl acetate 5.41
    decalin 0.37
    glycerin 78.75
    diglyme 61.74
    acrylic acid 60.46
    isopropyl myristate 4.19
    n-butyric acid 30.94
    acetyl acetate 8.0
    di(2-ethylhexyl) phthalate 10.58
    ethyl propionate 4.63
    nitromethane 112.36
    1,2-diethoxyethane 11.57
    benzonitrile 14.11
    trioctyl phosphate 6.69
    1-bromopropane 1.63
    gamma-valerolactone 72.8
    n-decanol 4.63
    triethyl phosphate 5.44
    4-methyl-2-pentanol 3.37
    propionitrile 6.54
    vinylene carbonate 26.67
    1,1,2-trichlorotrifluoroethane 66.29
    DMS 9.7
    cumene 1.47
    2-octanol 4.65
    2-hexanone 7.12
    octyl acetate 6.62
    limonene 3.06
    1,2-dimethoxyethane 26.35
    ethyl orthosilicate 4.79
    tributyl phosphate 7.73
    diacetone alcohol 17.65
    N,N-dimethylaniline 6.01
    acrylonitrile 16.54
    aniline 8.54
    1,3-propanediol 49.03
    bromobenzene 3.4
    dibromomethane 5.42
    1,1,2,2-tetrachloroethane 16.34
    2-methyl-cyclohexyl acetate 8.19
    tetrabutyl urea 13.01
    diisobutyl methanol 3.36
    2-phenylethanol 13.87
    styrene 1.41
    dioctyl adipate 9.72
    dimethyl sulfate 18.3
    ethyl butyrate 6.35
    methyl lactate 18.81
    butyl lactate 15.43
    diethyl carbonate 4.73
    propanediol butyl ether 39.0
    triethyl orthoformate 5.82
    p-tert-butyltoluene 2.31
    methyl 4-tert-butylbenzoate 18.11
    morpholine 30.52
    tert-butylamine 3.92
    n-dodecanol 3.5
    dimethoxymethane 16.0
    ethylene carbonate 17.57
    cyrene 38.11
    2-ethoxyethyl acetate 15.04
    2-ethylhexyl acetate 5.78
    1,2,4-trichlorobenzene 9.86
    4-methylpyridine 13.67
    dibutyl ether 3.45
    2,6-dimethyl-4-heptanol 3.36
    DEF 16.61
    dimethyl isosorbide 39.27
    tetrachloroethylene 13.55
    eugenol 25.8
    triacetin 19.19
    span 80 29.01
    1,4-butanediol 23.49
    1,1-dichloroethane 3.63
    2-methyl-1-pentanol 7.25
    methyl formate 33.66
    2-methyl-1-butanol 7.64
    n-decane 0.42
    butyronitrile 6.98
    3,7-dimethyl-1-octanol 6.12
    1-chlorooctane 1.8
    1-chlorotetradecane 0.91
    n-nonane 0.36
    undecane 0.34
    tert-butylcyclohexane 0.34
    cyclooctane 0.22
    cyclopentanol 19.93
    tetrahydropyran 9.07
    tert-amyl methyl ether 2.12
    2,5,8-trioxanonane 54.85
    1-hexene 0.9
    2-isopropoxyethanol 18.83
    2,2,2-trifluoroethanol 53.27
    methyl butyrate 7.97

    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