Demeton-O-methyl

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  • Identifiers

    CAS number
    867-27-6

    Molecular formula
    C6H15O3PS2

    SMILES
    CCSCCOP(=S)(OC)OC

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Sulfurous 76.39%
    Meaty 54.16%
    Onion 51.19%
    Savory 45.36%
    Roasted 44.76%
    Garlic 37.51%
    Tropical 35.65%
    Cooked 34.95%
    Alliaceous 33.99%
    Vegetable 31.24%

     

    Flavor
    Sulfurous 47.84%
    Fruity 42.77%
    Sulfury 41.95%
    Onion 41.31%
    Cabbage 35.95%
    Meaty 31.58%
    Garlic 31.51%
    Vegetable 31.41%
    Tropical 31.11%
    Green 29.12%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    5.78 (weak acid)

    Molecular weight
    230.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point

    • at 0.07kPa: 93 °C

    Flash point

    • 109.41 ˚C est.

    Solubility expt.

    • Solubility in water, g/100ml at 20 °C: 0.03

  • Synonyms

    • Demeton-O-methyl
    • 867-27-6
    • Methyl-demeton-O
    • Methyl-O-demeton
    • Demeton-O-metile
    • Demeton-O-methyl [ISO]
    • Demeton-O-metile [Italian]
    • O,O-Dimethyl O-ethylmercaptoethyl thiophosphate
    • O-Methyldemeton
    • Metasystox thiono
    • UNII-V8S3QU9IT2
    • EINECS 212-758-1
    • 2-(Ethylthio)ethyl dimethyl phosphorothionate
    • V8S3QU9IT2
    • BRN 1707378
    • O,O-Dimethyl O-2-(ethylthio)ethyl phosphorothioate
    • O-(2-(Ethylthio)ethyl) O,O-dimethyl phosphorothioate
    • beta-Ethylmercaptoethyl dimethyl thionophosphate
    • O,O-Dimethyl 2-ethylmercaptoethyl thiophosphate, thiono isomer
    • O,O-Dimetil-O-(2-etiltio-etil)-monotiofosfato
    • Phosphorothioic acid, O-(2-(ethylthio)ethyl) O,O-dimethyl ester
    • O-(2-(Ethylthio)ethyl) O,O-dimethyl thiophosphate
    • O,O-Dimethyl-O-(2-aethylthio-aethyl)monothiophosphat
    • O,O-Dimethyl-O-(2-ethyl-thio-ethyl)-monothiofosfaat
    • DEMETON-O-METHYL [MI]
    • O,O-Dimetil-O-(2-etiltio-etil)-monotiofosfato [Italian]
    • Thiophosphate de O,O-dimethyle et de O-2-ethylthio-ethyle
    • BAY 15203 (Salt/Mix)
    • DTXSID6041840
    • 2-ethylsulfanylethoxy-dimethoxy-sulfanylidene-lambda5-phosphane
    • O,O-Dimethyl-O-(2-aethylthio-aethyl)monothiophosphat [German]
    • O,O-Dimethyl-O-(2-ethyl-thio-ethyl)-monothiofosfaat [Dutch]
    • Phosphorothioic acid, O-[2-(ethylthio)ethyl] O,O-dimethyl ester
    • Thiophosphate de O,O-dimethyle et de O-2-ethylthio-ethyle [French]
    • 4-01-00-02445 (Beilstein Handbook Reference)
    • ENT 18,862
    • .beta.-Ethylmercaptoethyl dimethyl thionophosphate
    • O-2-Ethylthioethyl O,O-dimethyl phosphorothioate
    • O,O-Dimethyl O-[2-(ethylthio)ethyl] thiophosphate
    • O-[2-(Ethylthio)ethyl] O,O-dimethyl thiophosphate
    • O,O-Dimethyl O-[2-(ethylthio)ethyl] phosphorothioate
    • O-[2-(Ethylthio)ethyl] O,O-dimethyl phosphorothioate
    • Ethanol, 2-(ethylthio)-, O-ester with O,O-dimethyl phosphorothioate
    • O,O-Dimethyl O-(2-(ethylthio)ethyl) thiophosphate
    • O,O-Dimethyl O-(2-(ethylthio)ethyl) phosphorothioate
    • SCHEMBL118720
    • DTXCID4021840
    • NS00002577
    • o,o-dimethyl o-[2-(ethylthio)ethyl]thiophosphate
    • Q3394410
    • O-[2-(Ethylsulfanyl)ethyl] O,O-dimethyl thiophosphate #
    • 212-758-1

  • Applications

    Demeton-O-methyl (CAS 867-27-6) is primarily used as an organophosphate insecticide in agricultural pest control, where it is applied as an active ingredient in foliar sprays or soil treatments to manage chewing and sucking insect pests. It also serves as an industrial intermediate in the synthesis of related organophosphate pesticides and other chemical products. In laboratory settings, it is used as a research reagent to study acetylcholinesterase inhibition, toxicology, and analytical method development. Because of its high toxicity, its use is subject to strict regulatory controls and handling requirements, with formulation and application guided by local regulations and label directions.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 443.13
    methanol 730.13
    isopropanol 281.02
    water 22.13
    ethyl acetate 230.79
    n-propanol 327.74
    acetone 409.28
    n-butanol 288.1
    acetonitrile 310.8
    DMF 1125.8
    toluene 104.71
    isobutanol 215.08
    1,4-dioxane 680.07
    methyl acetate 312.99
    THF 720.5
    2-butanone 299.07
    n-pentanol 221.33
    sec-butanol 270.05
    n-hexane 12.48
    ethylene glycol 232.59
    NMP 923.63
    cyclohexane 56.71
    DMSO 1156.86
    n-butyl acetate 219.68
    n-octanol 103.69
    chloroform 1036.32
    n-propyl acetate 215.3
    acetic acid 1167.3
    dichloromethane 773.67
    cyclohexanone 531.31
    propylene glycol 237.04
    isopropyl acetate 167.49
    DMAc 825.13
    2-ethoxyethanol 609.37
    isopentanol 225.42
    n-heptane 19.93
    ethyl formate 318.6
    1,2-dichloroethane 440.11
    n-hexanol 188.71
    2-methoxyethanol 888.29
    isobutyl acetate 136.37
    tetrachloromethane 184.91
    n-pentyl acetate 188.6
    transcutol 844.93
    n-heptanol 131.36
    ethylbenzene 57.51
    MIBK 150.54
    2-propoxyethanol 398.19
    tert-butanol 349.02
    MTBE 246.56
    2-butoxyethanol 288.33
    propionic acid 374.52
    o-xylene 100.44
    formic acid 945.03
    diethyl ether 230.61
    m-xylene 76.37
    p-xylene 75.73
    chlorobenzene 218.52
    dimethyl carbonate 157.39
    n-octane 9.69
    formamide 1057.93
    cyclopentanone 544.96
    2-pentanone 229.3
    anisole 209.65
    cyclopentyl methyl ether 314.44
    gamma-butyrolactone 602.86
    1-methoxy-2-propanol 465.13
    pyridine 454.48
    3-pentanone 189.82
    furfural 877.9
    n-dodecane 8.3
    diethylene glycol 414.78
    diisopropyl ether 70.53
    tert-amyl alcohol 317.26
    acetylacetone 301.46
    n-hexadecane 9.36
    acetophenone 231.36
    methyl propionate 218.44
    isopentyl acetate 201.58
    trichloroethylene 1012.07
    n-nonanol 97.03
    cyclohexanol 326.03
    benzyl alcohol 231.97
    2-ethylhexanol 127.54
    isooctanol 110.56
    dipropyl ether 123.24
    1,2-dichlorobenzene 246.62
    ethyl lactate 159.66
    propylene carbonate 368.06
    n-methylformamide 660.33
    2-pentanol 178.93
    n-pentane 23.92
    1-propoxy-2-propanol 268.41
    1-methoxy-2-propyl acetate 243.01
    2-(2-methoxypropoxy) propanol 226.39
    mesitylene 59.34
    ε-caprolactone 471.2
    p-cymene 72.8
    epichlorohydrin 716.81
    1,1,1-trichloroethane 409.4
    2-aminoethanol 382.92
    morpholine-4-carbaldehyde 949.06
    sulfolane 853.13
    2,2,4-trimethylpentane 20.03
    2-methyltetrahydrofuran 464.94
    n-hexyl acetate 196.56
    isooctane 12.4
    2-(2-butoxyethoxy)ethanol 323.4
    sec-butyl acetate 139.81
    tert-butyl acetate 218.99
    decalin 21.86
    glycerin 428.53
    diglyme 696.04
    acrylic acid 452.75
    isopropyl myristate 80.44
    n-butyric acid 451.71
    acetyl acetate 223.55
    di(2-ethylhexyl) phthalate 103.09
    ethyl propionate 147.68
    nitromethane 1301.73
    1,2-diethoxyethane 271.94
    benzonitrile 265.36
    trioctyl phosphate 76.26
    1-bromopropane 186.49
    gamma-valerolactone 921.78
    n-decanol 70.18
    triethyl phosphate 120.27
    4-methyl-2-pentanol 106.35
    propionitrile 217.52
    vinylene carbonate 430.42
    1,1,2-trichlorotrifluoroethane 875.76
    DMS 159.47
    cumene 49.02
    2-octanol 87.65
    2-hexanone 193.16
    octyl acetate 107.37
    limonene 118.48
    1,2-dimethoxyethane 704.94
    ethyl orthosilicate 124.22
    tributyl phosphate 90.84
    diacetone alcohol 267.63
    N,N-dimethylaniline 175.84
    acrylonitrile 321.07
    aniline 235.61
    1,3-propanediol 462.61
    bromobenzene 196.6
    dibromomethane 455.26
    1,1,2,2-tetrachloroethane 882.77
    2-methyl-cyclohexyl acetate 182.38
    tetrabutyl urea 120.41
    diisobutyl methanol 84.24
    2-phenylethanol 198.38
    styrene 82.98
    dioctyl adipate 135.3
    dimethyl sulfate 316.84
    ethyl butyrate 176.36
    methyl lactate 206.13
    butyl lactate 180.41
    diethyl carbonate 141.39
    propanediol butyl ether 265.2
    triethyl orthoformate 164.01
    p-tert-butyltoluene 75.4
    methyl 4-tert-butylbenzoate 223.59
    morpholine 798.4
    tert-butylamine 208.3
    n-dodecanol 53.31
    dimethoxymethane 459.65
    ethylene carbonate 339.12
    cyrene 318.71
    2-ethoxyethyl acetate 271.77
    2-ethylhexyl acetate 170.93
    1,2,4-trichlorobenzene 310.49
    4-methylpyridine 409.35
    dibutyl ether 94.1
    2,6-dimethyl-4-heptanol 84.24
    DEF 395.62
    dimethyl isosorbide 363.36
    tetrachloroethylene 616.15
    eugenol 238.54
    triacetin 245.09
    span 80 229.66
    1,4-butanediol 234.17
    1,1-dichloroethane 358.98
    2-methyl-1-pentanol 189.59
    methyl formate 478.83
    2-methyl-1-butanol 226.54
    n-decane 13.88
    butyronitrile 223.25
    3,7-dimethyl-1-octanol 103.23
    1-chlorooctane 62.8
    1-chlorotetradecane 26.06
    n-nonane 12.42
    undecane 10.2
    tert-butylcyclohexane 18.71
    cyclooctane 18.37
    cyclopentanol 321.91
    tetrahydropyran 453.67
    tert-amyl methyl ether 211.79
    2,5,8-trioxanonane 423.17
    1-hexene 47.09
    2-isopropoxyethanol 338.25
    2,2,2-trifluoroethanol 517.4
    methyl butyrate 233.7

    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