[(3,3-dimethyl-1-methylsulfanylbutan-2-ylidene)amino] N-methylcarbamate

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  • Identifiers

    CAS number
    39196-18-4

    Molecular formula
    C9H18N2O2S

    SMILES
    CC(C)(C)C(=NOC(=O)NC)CSC

    Safety labels

    Acute Toxic
    Acute Toxic

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Sulfurous 61.5%
    Tropical 44.32%
    Meaty 42.97%
    Roasted 35.95%
    Savory 35.21%
    Green 34.32%
    Vegetable 33.33%
    Fruity 32.95%
    Grapefruit 32.15%
    Onion 32.07%

     

    Flavor
    Fruity 25.89%
    Cooked 22.03%
    Sulfury 21.8%
    Roasted 21.72%
    Acrid 20.57%
    Taco 19.82%
    Carrot 19.69%
    Green pepper 19.56%
    Matches 19.46%
    Green 19.46%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    7.91 (neutral)

    Molecular weight
    218.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    363°C

    Melting point expt.

    • 133.7 to 135.5 °F (EPA, 1998)
    • 56.5 TO 57.5 °C

    Flash point

    • 120.34 ˚C est.

    Solubility expt.

    • 5.2 G/L WATER AT 22 °C
    • VERY SOL IN CHLORINATED & AROMATIC HYDROCARBONS, KETONES, INCLUDING APOLAR SOLVENTS; SPARINGLY SOL IN POLAR ALIPHATIC HYDROCARBONS.

  • Synonyms

    • THIOFANOX
    • 39196-18-4
    • [(3,3-dimethyl-1-methylsulfanylbutan-2-ylidene)amino] N-methylcarbamate
    • 2-Butanone, 3,3-dimethyl-1-(methylthio)-, O-[(methylamino)carbonyl]oxime
    • 3,3-Dimethyl-1-(methylthio)-2-butanone O-(methylcarbamoyl)oxime; DS 15647; Dacamox; Thiofanox; 2-Butanone, 3,3-dimethyl-1-(methylthio)-, O-[(methylamino)carbonyl]oxime
    • SCHEMBL122112
    • 3,3-Dimethyl-1-(methylthio)-2-butanone O-(methylcarbamoyl)oxime
    • CHEMBL3184740
    • 3,3-Dimethyl-2-(([(methylamino)carbonyl]oxy)imino)-1-(methylsulfanyl)butane #
    • Thiofanox 10 microg/mL in Cyclohexane
    • Thiofanox 1000 microg/mL in Methanol
    • NS00006956
    • Q1286435

  • Applications

    [(3,3-dimethyl-1-methylsulfanylbutan-2-ylidene)amino] N-methylcarbamate (CAS 39196-18-4) is typically regarded as a useful intermediate in the synthesis of carbamate compounds for agrochemical applications, including precursors to pesticides and herbicides, and can serve as a building block for carbamate derivatives in medicinal chemistry; in the polymers and plastics sector, and in coatings and adhesives, it can function as a functional precursor for polyurethane-related formulations and covalent binder systems; in general industrial manufacturing it is used as a reagent or building block for specialized synthetic routes, with use subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 503.4
    methanol 512.16
    isopropanol 517.21
    water 1.85
    ethyl acetate 422.24
    n-propanol 432.9
    acetone 1013.7
    n-butanol 358.06
    acetonitrile 398.77
    DMF 1571.27
    toluene 382.0
    isobutanol 395.18
    1,4-dioxane 613.18
    methyl acetate 501.9
    THF 1459.56
    2-butanone 764.8
    n-pentanol 266.47
    sec-butanol 458.44
    n-hexane 25.57
    ethylene glycol 137.38
    NMP 1775.8
    cyclohexane 70.51
    DMSO 1468.86
    n-butyl acetate 372.03
    n-octanol 162.54
    chloroform 2183.02
    n-propyl acetate 287.66
    acetic acid 933.67
    dichloromethane 1672.87
    cyclohexanone 1404.92
    propylene glycol 268.65
    isopropyl acetate 321.35
    DMAc 1190.46
    2-ethoxyethanol 337.94
    isopentanol 336.28
    n-heptane 15.77
    ethyl formate 399.6
    1,2-dichloroethane 1070.93
    n-hexanol 286.45
    2-methoxyethanol 605.48
    isobutyl acetate 198.69
    tetrachloromethane 226.23
    n-pentyl acetate 260.82
    transcutol 766.63
    n-heptanol 168.16
    ethylbenzene 181.58
    MIBK 357.82
    2-propoxyethanol 413.19
    tert-butanol 619.27
    MTBE 342.98
    2-butoxyethanol 320.68
    propionic acid 526.73
    o-xylene 248.0
    formic acid 369.69
    diethyl ether 218.8
    m-xylene 273.6
    p-xylene 274.58
    chlorobenzene 565.23
    dimethyl carbonate 225.0
    n-octane 9.69
    formamide 471.1
    cyclopentanone 1825.69
    2-pentanone 600.84
    anisole 299.1
    cyclopentyl methyl ether 599.44
    gamma-butyrolactone 1567.6
    1-methoxy-2-propanol 528.4
    pyridine 865.82
    3-pentanone 415.14
    furfural 1286.48
    n-dodecane 7.73
    diethylene glycol 305.32
    diisopropyl ether 83.53
    tert-amyl alcohol 503.55
    acetylacetone 727.41
    n-hexadecane 9.13
    acetophenone 430.92
    methyl propionate 409.67
    isopentyl acetate 371.23
    trichloroethylene 2635.16
    n-nonanol 133.98
    cyclohexanol 583.59
    benzyl alcohol 369.63
    2-ethylhexanol 169.95
    isooctanol 136.66
    dipropyl ether 116.09
    1,2-dichlorobenzene 546.88
    ethyl lactate 183.57
    propylene carbonate 868.36
    n-methylformamide 669.27
    2-pentanol 286.92
    n-pentane 26.84
    1-propoxy-2-propanol 313.69
    1-methoxy-2-propyl acetate 377.0
    2-(2-methoxypropoxy) propanol 255.27
    mesitylene 149.18
    ε-caprolactone 955.04
    p-cymene 105.75
    epichlorohydrin 1450.01
    1,1,1-trichloroethane 1040.16
    2-aminoethanol 284.35
    morpholine-4-carbaldehyde 1059.59
    sulfolane 2189.01
    2,2,4-trimethylpentane 20.43
    2-methyltetrahydrofuran 956.22
    n-hexyl acetate 367.77
    isooctane 13.87
    2-(2-butoxyethoxy)ethanol 349.14
    sec-butyl acetate 199.47
    tert-butyl acetate 379.5
    decalin 31.65
    glycerin 310.21
    diglyme 594.66
    acrylic acid 535.94
    isopropyl myristate 109.9
    n-butyric acid 659.75
    acetyl acetate 360.47
    di(2-ethylhexyl) phthalate 153.39
    ethyl propionate 239.93
    nitromethane 1255.27
    1,2-diethoxyethane 204.67
    benzonitrile 480.44
    trioctyl phosphate 109.44
    1-bromopropane 493.62
    gamma-valerolactone 1651.6
    n-decanol 92.25
    triethyl phosphate 118.42
    4-methyl-2-pentanol 161.57
    propionitrile 370.74
    vinylene carbonate 729.29
    1,1,2-trichlorotrifluoroethane 1268.9
    DMS 303.19
    cumene 120.6
    2-octanol 135.13
    2-hexanone 358.32
    octyl acetate 156.85
    limonene 154.83
    1,2-dimethoxyethane 524.01
    ethyl orthosilicate 110.65
    tributyl phosphate 132.58
    diacetone alcohol 525.24
    N,N-dimethylaniline 250.41
    acrylonitrile 506.81
    aniline 477.2
    1,3-propanediol 358.94
    bromobenzene 551.75
    dibromomethane 1143.07
    1,1,2,2-tetrachloroethane 2321.93
    2-methyl-cyclohexyl acetate 229.92
    tetrabutyl urea 179.27
    diisobutyl methanol 99.58
    2-phenylethanol 330.79
    styrene 214.55
    dioctyl adipate 174.03
    dimethyl sulfate 489.54
    ethyl butyrate 213.55
    methyl lactate 293.79
    butyl lactate 259.84
    diethyl carbonate 146.26
    propanediol butyl ether 386.86
    triethyl orthoformate 145.07
    p-tert-butyltoluene 102.37
    methyl 4-tert-butylbenzoate 332.18
    morpholine 840.28
    tert-butylamine 303.74
    n-dodecanol 66.33
    dimethoxymethane 479.83
    ethylene carbonate 570.23
    cyrene 372.04
    2-ethoxyethyl acetate 304.33
    2-ethylhexyl acetate 277.93
    1,2,4-trichlorobenzene 739.52
    4-methylpyridine 973.87
    dibutyl ether 108.78
    2,6-dimethyl-4-heptanol 99.58
    DEF 612.63
    dimethyl isosorbide 503.07
    tetrachloroethylene 1248.15
    eugenol 324.56
    triacetin 310.47
    span 80 277.44
    1,4-butanediol 180.9
    1,1-dichloroethane 1185.5
    2-methyl-1-pentanol 258.2
    methyl formate 547.49
    2-methyl-1-butanol 343.34
    n-decane 13.71
    butyronitrile 406.29
    3,7-dimethyl-1-octanol 155.29
    1-chlorooctane 102.52
    1-chlorotetradecane 31.85
    n-nonane 13.4
    undecane 9.96
    tert-butylcyclohexane 27.36
    cyclooctane 19.56
    cyclopentanol 707.4
    tetrahydropyran 727.51
    tert-amyl methyl ether 263.75
    2,5,8-trioxanonane 362.77
    1-hexene 121.68
    2-isopropoxyethanol 253.65
    2,2,2-trifluoroethanol 359.48
    methyl butyrate 394.03

    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