Fenitrothion

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  • Identifiers

    CAS number
    122-14-5

    Molecular formula
    C9H12NO5PS

    SMILES
    CC1=C(C=CC(=C1)OP(=S)(OC)OC)[N+](=O)[O-]

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 57.09%
    Grape 22.98%
    Roasted 22.07%
    Savory 20.35%
    Floral 19.95%
    Milky 19.64%
    Cooked 19.27%
    Meaty 18.85%
    Sulfurous 18.62%
    Animal 18.6%

     

    Flavor
    Bitter 48.46%
    Odorless 42.12%
    Mild 28.49%
    Bland 27.06%
    Fruity 26.87%
    Very mild 23.3%
    Orange flower 20.03%
    Taco 19.17%
    Orange blossom 19.1%
    Sweet-like 19.01%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    7.81 (neutral)

    Molecular weight
    277.24 g/mol

    Melting point expt.

    • 0.3 °C
    • 3.4 °C

    Boiling point

    • 244 °F at 0.05 mmHg (EPA, 1998)
    • BP: 118 °C at 0.05 mm Hg

    Flash point

    • 144.04 ˚C est.
    • > 100.00 °C (> 212.00 °F)
    • 157 °C

    Solubility expt.

    • In water, 38.0 mg/L at 25 °C
    • Readily soluble in alcohols, esters, ketones, aromatic hydrocarbons and chlorinated hydrocarbons. In hexane 24 g/L, isopropanol 138 g/L (20 °C)
    • Readily soluble in dichloromethane, 2-propanol, toluene, hardly sol in n-hexane.
    • Low solubility in aliphatic hydrocarbons; soluble in most organic solvents
    • 0.038 mg/mL at 25 °C
    • Solubility in water at 20 °C: none

  • Synonyms

    • FENITROTHION
    • 122-14-5
    • Phenitrothion
    • Methylnitrophos
    • Sumithion
    • Oleosumifene
    • Folithion
    • Metathion
    • Nitrophos
    • Ovadofos
    • Owadofos
    • Owadophos
    • Sumifene
    • Verthion
    • Accothion
    • Agrothion
    • Cekutrothion
    • Falithion
    • Metathione
    • Metathionine
    • Metation
    • Novathion
    • Akotion
    • Arbogal
    • Fenitox
    • Kotion
    • Macbar
    • Nuvanol
    • Cyfen
    • Cytel
    • Mglawik F
    • Folithion ec 50
    • MEP (Pesticide)
    • Super Sumithion
    • Pennwalt C-4852
    • Agriya 1050
    • O,O-Dimethyl O-4-nitro-m-tolyl phosphorothioate
    • Sumitomo S-1102A
    • Fentrothione
    • Oleometathion
    • Fenition
    • Sumigran
    • Agria 1050
    • Bayer S 5660
    • Insectigas F
    • Metathionine E50
    • Metation E50
    • Monsanto CP 47114
    • Metathion E 50
    • Bayer 41831
    • Fenitrothion [BAN]
    • Fenitrotion
    • Aceothion
    • American cyanamid CL-47,300
    • Dicofen
    • Sumithian
    • Tionfos 50 LE
    • Cyten
    • Caswell No. 373
    • Phosphorothioic acid, O,O-dimethyl O-(3-methyl-4-nitrophenyl) ester
    • Fenitrotion (Hungarian)
    • S 112A
    • OMS 43
    • O,O-Dimethyl O-(3-methyl-4-nitrophenyl) phosphorothioate
    • Metathion E-50
    • Metathio E-50
    • Metation E-50
    • O,O-Dimethyl O-(3-methyl-4-nitrophenyl) thiophosphate
    • Metathionine E-50
    • Dimethyl 4-nitro-m-tolyl phosphorothionate
    • BAY 41831
    • CCRIS 1559
    • ENT 25,715
    • S-1102A
    • HSDB 1590
    • AC-47300
    • CL 47300
    • CP 47114
    • Dimethyl 3-methyl-4-nitrophenyl phosphorothionate
    • EI 47300
    • Fenitrothion [BSI:ISO]
    • UNII-W8M4X3Y7ZY
    • O,O-Dimethyl O-(4-nitro-3-methylphenyl)thiophosphate
    • EINECS 204-524-2
    • W8M4X3Y7ZY
    • 8057HC
    • MEP (Phosphorus insecticide)
    • EPA Pesticide Chemical Code 105901
    • BRN 1887367
    • DTXSID4032613
    • CHEBI:34757
    • AI3-25715
    • O,O-Dimetil-O-(3-metil-4-nitro-fenil)-monotiofosfato
    • O,O-Dimethyl-O-(3-methyl-4-nitrofenyl)-monothiofosfaat
    • Dimethyl-(3-methyl-4-nitrophenyl)thiophosphate
    • C-9146
    • FENITROTHION [MI]
    • Phosphorothioic acid, O,O-dimethyl O-(4-nitro-m-tolyl) ester
    • 3-Methyl-4-nitrophenyl dimethyl phosphorothioate
    • Dimethyl (3-methyl-4-nitrophenyl) thiophosphate
    • FENITROTHION [ISO]
    • m-Cresol, 4-nitro-, O-ester with O,O-dimethyl phosphorothioate
    • FENITROTHION [HSDB]
    • FENITROTHION [MART.]
    • O,O-Dimethyl O-(4-nitro-3-methylphenyl) thiophosphate
    • O,O-Dimethyl O-(3-methyl-4-nitrophenyl) phosphorothionate
    • DTXCID2012613
    • O,O-Dimethyl O-4-nitro-m-tolyl thiophosphate
    • O,O-Dimethyl-O-(3-methyl-4-nitrofenyl)-monothiofosfaat [Dutch]
    • O,O-Dimethyl-O-(4-nitro-5-methylphenyl)-thionophosphat [German]
    • O,O-Dimetil-O-(3-metil-4-nitro-fenil)-monotiofosfato [Italian]
    • O,O-Dimetil-O-(3-metil-4-nitrofenil) fosforotioato (Portugese)
    • Thiophosphate de O,O-dimethyle et de O-(3-methyl-4-nitrophenyle)
    • S 5660
    • BAY S 5660
    • O,O-Dimethyl-O-(3-methyl-4-nitro-phenyl)-monothiophosphat [German]
    • Tionofosforan O,O-dwumetylo-O-(3-metylo)-4-nitrofenylowy [Polish]
    • O,O-DiMe O-(3-methyl-4-nitrophenyl) thiophosphate
    • Thiophosphate de O,O-dimethyle et de O-(3-methyl-4-nitrophenyle) [French]
    • O,O-Dimetil-O-(3-metil-4-nitrofenil) fosforotioato
    • O,O-dimethyl O-(3-methyl-4-nitrophenyl)phosphorothioate
    • O,O-Dimethyl-O-(4-nitro-5-methylphenyl)-thionophosphat
    • O,O-Dimethyl-O-(4-nitro-5-methylphenyl)-thionophosphate
    • O,O-Dimethyl-O-(3-methyl-4-nitro-phenyl)-monothiophosphat
    • Tionofosforan O,O-dwumetylo-O-(3-metylo)-4-nitrofenylowy
    • Fenitrothion 1000 microg/mL in Toluene
    • Fenitrothion 10 microg/mL in Cyclohexane
    • O,O-Dimethyl-O-(3-methyl-4-nitro-phenyl)-monothiophosphate

  • Applications

    Fenitrothion (CAS 122-14-5) is an organophosphate insecticide widely used in agriculture to protect crops from a broad range of pests on cereals, fruits, and vegetables, typically applied as foliar sprays or emulsifiable concentrates (EC). It is also used in forestry to protect trees and timber from pests, and in stored-product protection to guard grain and feed facilities against infestation. In public health programs, fenitrothion is employed for vector control, notably mosquito management, through space spraying or ULV applications. Formulations commonly used include ECs and ULV products, and use is subject to local regulatory requirements.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 38.56
    methanol 54.94
    isopropanol 35.86
    water 2.25
    ethyl acetate 53.01
    n-propanol 31.36
    acetone 131.27
    n-butanol 27.81
    acetonitrile 64.42
    DMF 410.0
    toluene 16.59
    isobutanol 22.87
    1,4-dioxane 115.26
    methyl acetate 78.27
    THF 169.64
    2-butanone 83.46
    n-pentanol 29.76
    sec-butanol 36.61
    n-hexane 0.39
    ethylene glycol 29.33
    NMP 287.89
    cyclohexane 1.15
    DMSO 247.29
    n-butyl acetate 37.47
    n-octanol 20.88
    chloroform 110.26
    n-propyl acetate 51.91
    acetic acid 90.23
    dichloromethane 97.96
    cyclohexanone 119.33
    propylene glycol 35.25
    isopropyl acetate 39.75
    DMAc 306.76
    2-ethoxyethanol 115.91
    isopentanol 25.71
    n-heptane 1.19
    ethyl formate 62.61
    1,2-dichloroethane 65.85
    n-hexanol 26.72
    2-methoxyethanol 164.57
    isobutyl acetate 31.48
    tetrachloromethane 6.87
    n-pentyl acetate 37.48
    transcutol 115.36
    n-heptanol 22.4
    ethylbenzene 10.51
    MIBK 43.62
    2-propoxyethanol 93.61
    tert-butanol 53.83
    MTBE 34.14
    2-butoxyethanol 58.05
    propionic acid 47.32
    o-xylene 16.0
    formic acid 93.64
    diethyl ether 27.52
    m-xylene 14.84
    p-xylene 15.87
    chlorobenzene 34.76
    dimethyl carbonate 67.02
    n-octane 1.09
    formamide 186.5
    cyclopentanone 155.66
    2-pentanone 64.7
    anisole 51.49
    cyclopentyl methyl ether 51.66
    gamma-butyrolactone 183.11
    1-methoxy-2-propanol 124.53
    pyridine 83.06
    3-pentanone 47.67
    furfural 200.74
    n-dodecane 1.48
    diethylene glycol 102.49
    diisopropyl ether 8.92
    tert-amyl alcohol 45.55
    acetylacetone 113.1
    n-hexadecane 1.7
    acetophenone 74.56
    methyl propionate 64.35
    isopentyl acetate 34.56
    trichloroethylene 162.05
    n-nonanol 21.26
    cyclohexanol 33.84
    benzyl alcohol 57.85
    2-ethylhexanol 18.42
    isooctanol 18.85
    dipropyl ether 19.15
    1,2-dichlorobenzene 40.72
    ethyl lactate 53.52
    propylene carbonate 98.85
    n-methylformamide 153.91
    2-pentanol 24.13
    n-pentane 0.58
    1-propoxy-2-propanol 65.11
    1-methoxy-2-propyl acetate 64.07
    2-(2-methoxypropoxy) propanol 65.9
    mesitylene 9.81
    ε-caprolactone 102.58
    p-cymene 12.79
    epichlorohydrin 163.9
    1,1,1-trichloroethane 44.86
    2-aminoethanol 42.18
    morpholine-4-carbaldehyde 266.12
    sulfolane 236.97
    2,2,4-trimethylpentane 0.96
    2-methyltetrahydrofuran 78.3
    n-hexyl acetate 40.03
    isooctane 0.67
    2-(2-butoxyethoxy)ethanol 69.46
    sec-butyl acetate 31.98
    tert-butyl acetate 52.5
    decalin 1.2
    glycerin 83.1
    diglyme 118.03
    acrylic acid 60.95
    isopropyl myristate 21.13
    n-butyric acid 53.52
    acetyl acetate 47.96
    di(2-ethylhexyl) phthalate 28.79
    ethyl propionate 41.87
    nitromethane 264.59
    1,2-diethoxyethane 47.95
    benzonitrile 57.96
    trioctyl phosphate 20.06
    1-bromopropane 18.05
    gamma-valerolactone 257.27
    n-decanol 16.97
    triethyl phosphate 29.96
    4-methyl-2-pentanol 15.69
    propionitrile 41.43
    vinylene carbonate 102.44
    1,1,2-trichlorotrifluoroethane 143.38
    DMS 52.71
    cumene 8.65
    2-octanol 18.65
    2-hexanone 53.82
    octyl acetate 27.35
    limonene 16.53
    1,2-dimethoxyethane 164.23
    ethyl orthosilicate 26.18
    tributyl phosphate 23.01
    diacetone alcohol 83.93
    N,N-dimethylaniline 43.17
    acrylonitrile 76.4
    aniline 40.35
    1,3-propanediol 62.16
    bromobenzene 28.1
    dibromomethane 44.67
    1,1,2,2-tetrachloroethane 120.57
    2-methyl-cyclohexyl acetate 40.62
    tetrabutyl urea 37.02
    diisobutyl methanol 14.02
    2-phenylethanol 49.15
    styrene 13.75
    dioctyl adipate 34.84
    dimethyl sulfate 133.25
    ethyl butyrate 36.42
    methyl lactate 75.5
    butyl lactate 39.31
    diethyl carbonate 29.15
    propanediol butyl ether 51.9
    triethyl orthoformate 30.81
    p-tert-butyltoluene 13.18
    methyl 4-tert-butylbenzoate 62.21
    morpholine 125.89
    tert-butylamine 21.4
    n-dodecanol 13.34
    dimethoxymethane 166.18
    ethylene carbonate 75.91
    cyrene 111.37
    2-ethoxyethyl acetate 59.9
    2-ethylhexyl acetate 27.07
    1,2,4-trichlorobenzene 54.13
    4-methylpyridine 88.6
    dibutyl ether 18.3
    2,6-dimethyl-4-heptanol 14.02
    DEF 104.14
    dimethyl isosorbide 114.66
    tetrachloroethylene 59.34
    eugenol 68.34
    triacetin 65.07
    span 80 50.01
    1,4-butanediol 37.83
    1,1-dichloroethane 48.82
    2-methyl-1-pentanol 27.37
    methyl formate 140.5
    2-methyl-1-butanol 24.52
    n-decane 2.08
    butyronitrile 37.43
    3,7-dimethyl-1-octanol 20.49
    1-chlorooctane 10.82
    1-chlorotetradecane 5.4
    n-nonane 1.6
    undecane 1.71
    tert-butylcyclohexane 1.17
    cyclooctane 0.58
    cyclopentanol 41.89
    tetrahydropyran 53.73
    tert-amyl methyl ether 32.58
    2,5,8-trioxanonane 103.16
    1-hexene 3.01
    2-isopropoxyethanol 78.19
    2,2,2-trifluoroethanol 77.18
    methyl butyrate 60.55

    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