Endothion

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  • Identifiers

    CAS number
    2778-04-3

    Molecular formula
    C9H13O6PS

    SMILES
    COC1=COC(=CC1=O)CSP(=O)(OC)OC

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Sulfurous 48.76%
    Roasted 45.24%
    Meaty 39.88%
    Savory 32.06%
    Fruity 30.63%
    Cooked 30.33%
    Coffee 28.64%
    Burnt 26.32%
    Tropical 25.97%
    Odorless 25.9%

     

    Flavor
    Fruity 43.0%
    Roasted 28.4%
    Cooked 25.9%
    Sulfury 24.77%
    Creamy 24.72%
    Meaty 22.6%
    Coffee 22.28%
    Bitter 22.2%
    Mushroom 22.15%
    Nutty 22.06%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.2

    pKa est.
    5.68 (weak acid)

    Molecular weight
    280.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    452°C

    Melting point expt.

    • 194 to 205 °F (EPA, 1998)
    • 90-91 °C

    Flash point

    • 164.87 ˚C est.

    Solubility expt.

    • In water, 1.5X10+6 mg/L
    • Soluble in olive oil; insoluble in light petroleum and cyclohexane
    • Soluble in acetone, benzene; insoluble in ether or carbon tetrachloride
    • Soluble in chloroform and ethanol

  • Synonyms

    • ENDOTHION
    • Endocide
    • Endocid
    • 2778-04-3
    • Phosphopyron
    • Phosphopyrone
    • Exothion
    • Endothion [ISO]
    • Phosphate 100
    • Niagara 5767
    • Caswell No. 422
    • FMC 5767
    • NIA-5767
    • ENT 24,653
    • 7175 RP
    • V047DQ6B7X
    • Phosphorothioic acid, O,O-dimethyl ester, S-ester with 2-(mercaptomethyl)-5-methoxy-4H-pyran-4-one
    • 5-Methoxy-2-(dimethoxyphosphinylthiomethyl)pyrone-4
    • AC-18,737
    • HSDB 1706
    • ENDOTHION [HSDB]
    • EINECS 220-472-3
    • EPA Pesticide Chemical Code 422100
    • BRN 0252435
    • UNII-V047DQ6B7X
    • NIAGARA-5767
    • AC-18737
    • AI3-24653
    • 2-(dimethoxyphosphorylsulfanylmethyl)-5-methoxypyran-4-one
    • O,O-Dimethyl S-(5-methoxypyronyl-2-methyl) thiophosphate
    • S-(5-Methoxy-4-pyron-2-ylmethyl) dimethyl phosphorothiolate
    • S-5-Methoxy-4-oxopyran-2-ylmethyl dimethyl phosphorothioate
    • DTXSID2041911
    • O,O-Dimethyl S-(5-methoxy-4-oxo-4H-pyran-2-yl)phosphorothioate
    • 5-Methoxy-2-(dimethoxyphosphinylthiomethyl) pyrone-4
    • Phosphorothioic acid, S-((5-methoxy-4-oxo-4H-pyran-2-yl)methyl) O,O-dimethyl ester
    • S-(5-Methoxy-4-pyron-2-ylmethyl) dimethyl phosphorothioate
    • O,O-Dimethyl-S-((5-methoxy-pyron-2-yl)-methyl)-thiolphosphat
    • S-5-Methoxy-4-pyron-2-ylmethyl O,O-dimethyl phosphorothioate
    • O,O-Dimethyl S-(5-methoxy-4-oxo-4H-pyran-2-yl) phosphorothioate
    • S-((5-Methoxy-4H-pyron-2-yl)-methyl)-O,O-dimethyl-monothiofosfaat
    • S-((5-Metossi-4H-piron-2-il)-metil)-O,O-dimetil-monotiofosfato
    • O,O-Dimethyl-S-((5-methoxy-pyron-2-yl)-methyl)-thiolphosphat [German]
    • Thiophosphate de O,O-dimethyle et de S-((5-methoxy-4-pyronyl)-methyle)
    • S-((5-Methoxy-4-oxo-4H-pyran-2-yl)methyl) O,O-dimethyl phosphorothioate
    • S-((5-Methoxy-4H-pyron-2-yl)-methyl)-O,O-dimethyl-monothiofosfaat [Dutch]
    • S-((5-Methoxy-4H-pyron-2-yl)-methyl)-O,O-dimethyl-monothiophosphat [German]
    • S-((5-Metossi-4H-piron-2-IL)-metil)-O,O-dimetil-monotiofosfato [Italian]
    • O,O-Dimethyl phosphorothioate S-ester with 2-(mercaptomethyl)-5-methoxy-4H-pyran-4-one
    • Thiophosphate de O,O-dimethyle et de S-((5-methoxy-4-pyronyl)-methyle) [French]
    • 4-18-00-01160 (Beilstein Handbook Reference)
    • 2-DIMETHOXYPHOSPHINOYLTHIOMETHYL-5-METHOXYPYRAN-4-ONE
    • S-(5-Methoxy-4-pyron-2-ylmethyl) OO-dimethyl phosphorothioate
    • S-((5-Methoxy-4H-pyron-2-yl)-methyl)-O,O-dimethyl-monothiophosphat
    • S-((5-Methoxy-4H-pyron-2-yl)-methyl)-O,O-dimethyl-monothiophosphate
    • S-(5-METHOXY-4-PYRON-2-YLMETHYL) O,O-DIMETHYL PHOSPHOROTHIOATE
    • Phosphorothioic acid, S-[(5-methoxy-4-oxo-4H-pyran-2-yl)methyl] O,O-dimethyl ester
    • S-((5-METHOXY-4-OXO-4H-PYRAN-2-YL)METHYL) O,O-DIMETHYLPHOSPHOROTHIOATE
    • S-((5-Methoxy-4H-pyron-2-yl)-methyl)-O,O-dimethyl-monothiofosfaat (Dutch)
    • S-((5-Metossi-4H-piron-2-IL)-metil)-O,O-dimetil-monotiofosfato (Italian)
    • S-[(5-Methoxy-4-oxo-4H-pyran-2-yl)methyl] O,O-dimethyl phosphorothioate
    • PHOSPHOROTHIOIC ACID, S-((5-METHOXY-4-OXO-4H-PYRAN-2-YL)METHYL)O,O-DIMETHYL ESTER
    • PHOSPHOROTHIOIC ACID, S-[(5-METHOXY-4-OXO-4H-PYRAN-2-YL)METHYL]O,O-DIMETHYL ESTER
    • S-((5-Methoxy-4H-pyron-2-yl)-methyl)-O,O-dimethyl-monothiophosphat (German)
    • Thiophosphate de O,O-dimethyle et de S-((5-methoxy-4-pyronyl)-methyle) (French)
    • SCHEMBL117738
    • DTXCID0021911
    • CHEBI:82121
    • NIA5767
    • CAA77804
    • NIA 5767
    • ENT 24653
    • USEPA/OPP Pesticide Code: 422100
    • AC 18737
    • AC18,737
    • HY-116883
    • CS-0066743
    • NS00028366
    • 5Methoxy2(dimethoxyphosphinylthiomethyl)pyrone4
    • C18982
    • 5Methoxy2(dimethoxyphosphinylthiomethyl) pyrone4
    • O,ODimethyl S(5methoxypyronyl2methyl) thiophosphate
    • O,ODimethylS((5methoxypyron2yl)methyl)thiolphosphat
    • Q5376442
    • S(5Methoxy4pyron2ylmethyl) dimethyl phosphorothioate
    • S5Methoxy4oxopyran2ylmethyl dimethyl phosphorothioate
    • S((5Metossi4Hpiron2IL)metil)O,Odimetilmonotiofosfato
    • S(5Methoxy4pyron2ylmethyl) dimethyl phosphorothiolate
    • S5Methoxy4pyron2ylmethyl O,Odimethyl phosphorothioate
    • S((5Methoxy4Hpyron2yl)methyl)O,Odimethylmonothiofosfaat
    • S((5Methoxy4Hpyron2yl)methyl)O,Odimethylmonothiophosphat
    • 2-(S-DIMETHYLPHOSPHOROTHIO-METHYL)-5-METHOXY-4-PYRONE
    • S((5Methoxy4oxo4Hpyran2yl)methyl) O,Odimethyl phosphorothioate
    • Thiophosphate de O,Odimethyle et de S((5methoxy4pyronyl)methyle)
    • Phosphorothioic acid, S((5methoxy4oxo4Hpyran2yl)methyl) O,Odimethyl ester
    • S-[(5-Methoxy-4-oxo-4H-pyran-2-yl)methyl] O,O-dimethyl thiophosphate #
    • O,ODimethyl phosphorothioate Sester with 2(mercaptomethyl)5methoxy4Hpyran4one
    • Phosphorothioic acid, O,Odimethyl ester, Sester with 2(mercaptomethyl)5methoxy4Hpyran4one
    • 220-472-3
    • O,O-DIMETHYL PHOSPHOROTHIOATE, S-ESTER WITH 2-(MERCAPTOMETHYL)-5-METHOXY-4H-PYRAN-4-ONE

  • Applications

    Endothion (CAS 2778-04-3) is primarily used as an organophosphate insecticide in agriculture, where it serves as an active ingredient in crop-protection products and is formulated for foliar sprays and seed treatments to control pests. In chemical manufacturing, it can function as an intermediate in organophosphorus chemistry for the synthesis of related pesticides and derivatives. Its real-world use is largely limited to agricultural pest control and formulation development, and use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 12.15
    methanol 22.32
    isopropanol 9.59
    water 4.98
    ethyl acetate 17.79
    n-propanol 10.22
    acetone 18.47
    n-butanol 8.85
    acetonitrile 21.57
    DMF 85.34
    toluene 3.68
    isobutanol 7.31
    1,4-dioxane 48.58
    methyl acetate 23.49
    THF 55.42
    2-butanone 18.75
    n-pentanol 7.93
    sec-butanol 10.92
    n-hexane 0.24
    ethylene glycol 12.69
    NMP 77.85
    cyclohexane 1.48
    DMSO 85.3
    n-butyl acetate 8.89
    n-octanol 6.32
    chloroform 24.17
    n-propyl acetate 10.98
    acetic acid 39.6
    dichloromethane 27.17
    cyclohexanone 32.51
    propylene glycol 8.47
    isopropyl acetate 10.42
    DMAc 110.73
    2-ethoxyethanol 54.82
    isopentanol 8.28
    n-heptane 0.97
    ethyl formate 20.33
    1,2-dichloroethane 16.07
    n-hexanol 6.52
    2-methoxyethanol 76.12
    isobutyl acetate 5.76
    tetrachloromethane 2.87
    n-pentyl acetate 10.05
    transcutol 61.13
    n-heptanol 6.82
    ethylbenzene 2.61
    MIBK 9.36
    2-propoxyethanol 29.82
    tert-butanol 16.59
    MTBE 10.86
    2-butoxyethanol 23.89
    propionic acid 14.7
    o-xylene 5.24
    formic acid 61.44
    diethyl ether 10.89
    m-xylene 3.13
    p-xylene 3.65
    chlorobenzene 5.79
    dimethyl carbonate 15.55
    n-octane 0.61
    formamide 114.51
    cyclopentanone 34.62
    2-pentanone 13.32
    anisole 13.08
    cyclopentyl methyl ether 17.22
    gamma-butyrolactone 49.18
    1-methoxy-2-propanol 39.05
    pyridine 25.32
    3-pentanone 11.8
    furfural 63.81
    n-dodecane 0.54
    diethylene glycol 39.76
    diisopropyl ether 2.93
    tert-amyl alcohol 16.22
    acetylacetone 22.68
    n-hexadecane 0.62
    acetophenone 19.65
    methyl propionate 18.21
    isopentyl acetate 8.71
    trichloroethylene 32.19
    n-nonanol 6.76
    cyclohexanol 13.72
    benzyl alcohol 14.94
    2-ethylhexanol 5.4
    isooctanol 5.91
    dipropyl ether 7.56
    1,2-dichlorobenzene 9.1
    ethyl lactate 11.64
    propylene carbonate 22.88
    n-methylformamide 48.01
    2-pentanol 6.52
    n-pentane 0.41
    1-propoxy-2-propanol 18.62
    1-methoxy-2-propyl acetate 17.3
    2-(2-methoxypropoxy) propanol 26.84
    mesitylene 2.54
    ε-caprolactone 33.67
    p-cymene 3.83
    epichlorohydrin 49.39
    1,1,1-trichloroethane 9.81
    2-aminoethanol 16.98
    morpholine-4-carbaldehyde 91.18
    sulfolane 54.19
    2,2,4-trimethylpentane 0.49
    2-methyltetrahydrofuran 31.05
    n-hexyl acetate 10.43
    isooctane 0.23
    2-(2-butoxyethoxy)ethanol 30.62
    sec-butyl acetate 7.31
    tert-butyl acetate 13.26
    decalin 0.66
    glycerin 28.37
    diglyme 67.01
    acrylic acid 18.63
    isopropyl myristate 5.28
    n-butyric acid 18.06
    acetyl acetate 15.05
    di(2-ethylhexyl) phthalate 8.11
    ethyl propionate 11.0
    nitromethane 95.79
    1,2-diethoxyethane 19.05
    benzonitrile 14.24
    trioctyl phosphate 5.33
    1-bromopropane 5.42
    gamma-valerolactone 73.56
    n-decanol 5.19
    triethyl phosphate 10.13
    4-methyl-2-pentanol 4.46
    propionitrile 12.72
    vinylene carbonate 25.18
    1,1,2-trichlorotrifluoroethane 54.43
    DMS 11.92
    cumene 2.29
    2-octanol 5.18
    2-hexanone 10.25
    octyl acetate 7.04
    limonene 5.51
    1,2-dimethoxyethane 69.62
    ethyl orthosilicate 9.87
    tributyl phosphate 5.69
    diacetone alcohol 22.51
    N,N-dimethylaniline 12.21
    acrylonitrile 21.58
    aniline 10.93
    1,3-propanediol 25.15
    bromobenzene 4.54
    dibromomethane 13.06
    1,1,2,2-tetrachloroethane 29.51
    2-methyl-cyclohexyl acetate 12.54
    tetrabutyl urea 10.57
    diisobutyl methanol 4.8
    2-phenylethanol 12.54
    styrene 3.16
    dioctyl adipate 9.58
    dimethyl sulfate 30.56
    ethyl butyrate 11.49
    methyl lactate 19.34
    butyl lactate 10.32
    diethyl carbonate 9.48
    propanediol butyl ether 15.52
    triethyl orthoformate 11.89
    p-tert-butyltoluene 3.8
    methyl 4-tert-butylbenzoate 20.03
    morpholine 56.3
    tert-butylamine 7.47
    n-dodecanol 4.01
    dimethoxymethane 48.21
    ethylene carbonate 20.58
    cyrene 36.87
    2-ethoxyethyl acetate 18.44
    2-ethylhexyl acetate 7.01
    1,2,4-trichlorobenzene 12.46
    4-methylpyridine 21.73
    dibutyl ether 6.04
    2,6-dimethyl-4-heptanol 4.8
    DEF 31.55
    dimethyl isosorbide 44.05
    tetrachloroethylene 17.66
    eugenol 22.58
    triacetin 18.54
    span 80 16.33
    1,4-butanediol 13.56
    1,1-dichloroethane 9.33
    2-methyl-1-pentanol 7.98
    methyl formate 38.61
    2-methyl-1-butanol 8.6
    n-decane 0.89
    butyronitrile 10.93
    3,7-dimethyl-1-octanol 5.91
    1-chlorooctane 2.91
    1-chlorotetradecane 1.52
    n-nonane 0.75
    undecane 0.66
    tert-butylcyclohexane 0.47
    cyclooctane 0.63
    cyclopentanol 15.59
    tetrahydropyran 22.74
    tert-amyl methyl ether 10.93
    2,5,8-trioxanonane 50.78
    1-hexene 0.94
    2-isopropoxyethanol 27.84
    2,2,2-trifluoroethanol 32.53
    methyl butyrate 15.3

    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