Chlorpyrifos-methyl

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  • Identifiers

    CAS number
    5598-13-0

    Molecular formula
    C7H7Cl3NO3PS

    SMILES
    COP(=S)(OC)OC1=NC(=C(C=C1Cl)Cl)Cl

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 66.87%
    Savory 20.46%
    Meaty 19.72%
    Cooked 17.85%
    Grape 17.69%
    Milky 17.64%
    Roasted 17.4%
    Fresh 15.99%
    Sulfurous 15.64%
    Cooling 14.96%

     

    Flavor
    Bitter 61.11%
    Odorless 38.93%
    Mild 27.49%
    Bland 27.14%
    Sweet-like 20.6%
    Scallion 20.16%
    Taco 19.68%
    Roasted 19.46%
    Yeast 19.36%
    Nitrile 19.29%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.3

    pKa est.
    6.2 (neutral)

    Molecular weight
    322.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    309°C

    Melting point expt.

    • 45.5-46.5 °C

    Flash point

    • 157.94 ˚C est.
    • 182 °C (Cleveland open cup)

    Solubility expt.

    • In water, 4.0 mg/L at 25 °C
    • In water, 4.76 mg/L at 20 °C
    • In acetone > 400; methanol 190; hexane 120 (all in g/kg at 20 °C)

  • Synonyms

    • Chlorpyrifos-methyl
    • 5598-13-0
    • Reldan
    • Trichlormethylfos
    • Chloropyriphos-methyl
    • Methyl chlorpyrifos
    • Methyl dursban
    • Methyl chlorpyriphos
    • CHLORPYRIFOS METHYL
    • Noltran
    • Zertell
    • Dowco 214
    • Dursban methyl
    • Phosphorothioic acid, O,O-dimethyl O-(3,5,6-trichloro-2-pyridinyl) ester
    • Chlorpyriphos-methyl
    • Tumar
    • Reldan 50 EC
    • Methylchlorpyrifos
    • ENT 27520
    • DTXSID6032352
    • Phosphorothioic acid, O,O-dimethyl O-(3,5,6-trichloro-2-pyridyl) ester
    • M 3196
    • O,O-Dimethyl-O-(3,5,6-trichloro-2-pyridyl)phosphorothioate
    • O,O-Dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
    • NSC-60380
    • O,O-Dimethyl O-(3,5,6-trichloro-2-pyridyl) phosphorothioate
    • O,O-dimethyl O-(3,5,6-trichloropyridin-2-yl) phosphorothioate
    • O49S38267J
    • DTXCID4012352
    • CHEBI:34632
    • O,O-dimethyl O-(3,5,6-trichloropyridin-2-yl) thiophosphate
    • RefChem:125581
    • 227-011-5
    • OMS-1155
    • NSC 60380
    • O,O-Dimethyl O-(3,5,6-trichloro-2-pyridyl)phosphorothioate
    • MFCD00055310
    • O,O-dimethyl O-(3,5,6-trichloro-2-pyridinyl) phosphorothioate
    • Chlorpyrifos-methyl 1000 microg/mL in Toluene
    • Chlorpyrifos-methyl 10 microg/mL in Cyclohexane
    • Chlorpyrifos-methyl 100 microg/mL in Cyclohexane
    • Caswell No. 179AA
    • Chloropyrifos-methyl
    • HSDB 6981
    • Chlorpyrifos-methyl D6, 98%, 98 atom%D
    • Chlorpyriphos-methyl [ISO-French]
    • C7H7Cl3NO3PS
    • EINECS 227-011-5
    • Chlorpyrifos-methyl [ANSI:BSI:ISO]
    • EPA Pesticide Chemical Code 059102
    • BRN 1541078
    • Chlorpyrifos M
    • AI3-27520
    • CCRIS 8081
    • Cooper graincote
    • UNII-O49S38267J
    • Reldan F
    • SCHEMBL27546
    • BIDD:ER0537
    • orb1705317
    • CHEMBL1370646
    • CHLORPYRIFOS-METHYL [ISO]
    • CHLORPYRIFOS-METHYL [JAN]
    • CHLORPYRIFOS-METHYL [HSDB]
    • MSK20099
    • Tox21_300700
    • O,O-DIMETHYL O-3,5,6-TRICHLOROPYRIDIN-2-YL PHOSPHOROTHIOATE
    • AKOS016010066
    • NCGC00163710-01
    • NCGC00163710-03
    • NCGC00163710-04
    • NCGC00163710-05
    • NCGC00254608-01
    • FC174984
    • CAS-5598-13-0
    • DB-052832
    • NS00000446
    • H57858
    • 598C130
    • A830878
    • Q2964145
    • Chlorpyrifos-methyl, PESTANAL(R), analytical standard
    • O,O-Dimethyl O-3,5,6-trichloropyridin-2-yl-phosphorothioate
    • dimethoxy-sulfanylidene-(3,5,6-trichloropyridin-2-yl)oxy-|E5-phosphane
    • dimethoxy-sulfanylidene-(3,5,6-trichloropyridin-2-yl)oxy-lambda5-phosphane
    • dimethoxy-sulfanylidene-[(3,5,6-trichloro-2-pyridinyl)oxy]phosphorane
    • dimethoxy-thioxo-[(3,5,6-trichloro-2-pyridyl)oxy]-lambda5-phosphane
    • dimethoxy-sulfanylidene-[3,5,6-tris(chloranyl)pyridin-2-yl]oxy-$l^{5}-phosphane
    • 5598-13-0

  • Applications

    Chlorpyrifos-methyl (CAS 5598-13-0) is an organophosphate insecticide commonly used in agricultural pest control to protect crops such as fruits, vegetables, and cereals from various pests; it is also employed for post-harvest storage protection to limit damage in stored products. It is formulated in common pesticide forms such as emulsifiable concentrates, wettable powders, and granules for spraying or application to crop surfaces or storage facilities; in industrial contexts, chlorpyrifos-methyl may serve as an intermediate or building block in the synthesis of other organophosphate pesticides, but use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 25.21
    methanol 27.12
    isopropanol 22.19
    water 1.5
    ethyl acetate 35.56
    n-propanol 24.4
    acetone 58.85
    n-butanol 23.73
    acetonitrile 35.09
    DMF 191.19
    toluene 11.55
    isobutanol 18.23
    1,4-dioxane 59.82
    methyl acetate 44.68
    THF 154.5
    2-butanone 52.64
    n-pentanol 21.3
    sec-butanol 24.93
    n-hexane 1.19
    ethylene glycol 13.91
    NMP 201.43
    cyclohexane 4.08
    DMSO 113.08
    n-butyl acetate 34.64
    n-octanol 15.65
    chloroform 51.85
    n-propyl acetate 37.16
    acetic acid 49.2
    dichloromethane 49.85
    cyclohexanone 70.69
    propylene glycol 11.62
    isopropyl acetate 30.78
    DMAc 209.11
    2-ethoxyethanol 63.77
    isopentanol 22.26
    n-heptane 4.26
    ethyl formate 40.78
    1,2-dichloroethane 29.61
    n-hexanol 21.13
    2-methoxyethanol 87.8
    isobutyl acetate 21.84
    tetrachloromethane 7.71
    n-pentyl acetate 30.21
    transcutol 73.21
    n-heptanol 19.55
    ethylbenzene 7.59
    MIBK 30.16
    2-propoxyethanol 59.19
    tert-butanol 28.29
    MTBE 30.5
    2-butoxyethanol 46.35
    propionic acid 23.36
    o-xylene 12.51
    formic acid 42.56
    diethyl ether 30.13
    m-xylene 8.95
    p-xylene 10.79
    chlorobenzene 14.89
    dimethyl carbonate 40.73
    n-octane 1.98
    formamide 76.8
    cyclopentanone 110.77
    2-pentanone 45.5
    anisole 35.74
    cyclopentyl methyl ether 56.61
    gamma-butyrolactone 102.29
    1-methoxy-2-propanol 59.53
    pyridine 58.06
    3-pentanone 37.91
    furfural 110.4
    n-dodecane 1.52
    diethylene glycol 45.23
    diisopropyl ether 11.1
    tert-amyl alcohol 29.51
    acetylacetone 54.53
    n-hexadecane 1.75
    acetophenone 45.36
    methyl propionate 40.1
    isopentyl acetate 30.38
    trichloroethylene 63.82
    n-nonanol 15.65
    cyclohexanol 28.81
    benzyl alcohol 33.11
    2-ethylhexanol 17.52
    isooctanol 16.18
    dipropyl ether 27.59
    1,2-dichlorobenzene 17.74
    ethyl lactate 25.81
    propylene carbonate 57.18
    n-methylformamide 73.04
    2-pentanol 19.22
    n-pentane 2.49
    1-propoxy-2-propanol 44.4
    1-methoxy-2-propyl acetate 45.52
    2-(2-methoxypropoxy) propanol 40.71
    mesitylene 7.01
    ε-caprolactone 63.21
    p-cymene 11.74
    epichlorohydrin 95.09
    1,1,1-trichloroethane 23.56
    2-aminoethanol 19.64
    morpholine-4-carbaldehyde 145.62
    sulfolane 115.1
    2,2,4-trimethylpentane 1.87
    2-methyltetrahydrofuran 82.33
    n-hexyl acetate 25.45
    isooctane 1.09
    2-(2-butoxyethoxy)ethanol 45.11
    sec-butyl acetate 24.68
    tert-butyl acetate 34.49
    decalin 1.78
    glycerin 25.89
    diglyme 99.49
    acrylic acid 28.09
    isopropyl myristate 13.12
    n-butyric acid 34.23
    acetyl acetate 29.1
    di(2-ethylhexyl) phthalate 15.91
    ethyl propionate 32.36
    nitromethane 103.92
    1,2-diethoxyethane 39.06
    benzonitrile 32.65
    trioctyl phosphate 12.52
    1-bromopropane 18.04
    gamma-valerolactone 131.13
    n-decanol 12.03
    triethyl phosphate 22.59
    4-methyl-2-pentanol 13.02
    propionitrile 30.45
    vinylene carbonate 52.13
    1,1,2-trichlorotrifluoroethane 83.39
    DMS 25.15
    cumene 6.7
    2-octanol 14.79
    2-hexanone 38.81
    octyl acetate 17.15
    limonene 16.85
    1,2-dimethoxyethane 112.46
    ethyl orthosilicate 22.18
    tributyl phosphate 13.08
    diacetone alcohol 44.56
    N,N-dimethylaniline 36.88
    acrylonitrile 39.3
    aniline 26.98
    1,3-propanediol 31.08
    bromobenzene 12.18
    dibromomethane 28.24
    1,1,2,2-tetrachloroethane 53.04
    2-methyl-cyclohexyl acetate 30.49
    tetrabutyl urea 25.45
    diisobutyl methanol 12.84
    2-phenylethanol 30.05
    styrene 9.27
    dioctyl adipate 21.09
    dimethyl sulfate 59.17
    ethyl butyrate 36.28
    methyl lactate 34.21
    butyl lactate 27.27
    diethyl carbonate 26.42
    propanediol butyl ether 29.38
    triethyl orthoformate 32.21
    p-tert-butyltoluene 11.93
    methyl 4-tert-butylbenzoate 39.54
    morpholine 86.34
    tert-butylamine 16.04
    n-dodecanol 9.09
    dimethoxymethane 110.69
    ethylene carbonate 42.01
    cyrene 63.2
    2-ethoxyethyl acetate 41.63
    2-ethylhexyl acetate 25.14
    1,2,4-trichlorobenzene 26.1
    4-methylpyridine 56.46
    dibutyl ether 16.85
    2,6-dimethyl-4-heptanol 12.84
    DEF 83.01
    dimethyl isosorbide 74.85
    tetrachloroethylene 33.26
    eugenol 41.75
    triacetin 32.49
    span 80 29.29
    1,4-butanediol 17.19
    1,1-dichloroethane 25.51
    2-methyl-1-pentanol 20.32
    methyl formate 64.02
    2-methyl-1-butanol 21.67
    n-decane 2.53
    butyronitrile 31.23
    3,7-dimethyl-1-octanol 14.43
    1-chlorooctane 8.17
    1-chlorotetradecane 3.79
    n-nonane 2.27
    undecane 1.91
    tert-butylcyclohexane 1.63
    cyclooctane 1.82
    cyclopentanol 42.73
    tetrahydropyran 51.8
    tert-amyl methyl ether 31.01
    2,5,8-trioxanonane 71.25
    1-hexene 4.86
    2-isopropoxyethanol 43.47
    2,2,2-trifluoroethanol 37.33
    methyl butyrate 44.45

    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