Thiamethoxam

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  • Identifiers

    CAS number
    153719-23-4

    Molecular formula
    C8H10ClN5O3S

    SMILES
    CN\1COCN(/C1=N/[N+](=O)[O-])CC2=CN=C(S2)Cl

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 63.42%
    Roasted 36.64%
    Meaty 35.42%
    Nutty 32.41%
    Popcorn 29.37%
    Savory 27.49%
    Cooked 25.2%
    Beefy 17.21%
    Burnt 14.88%
    Cocoa 14.15%

     

    Flavor
    Bitter 79.53%
    Odorless 34.85%
    Roasted 25.36%
    Bland 23.92%
    Roasted peanuts 19.41%
    Bread crust 19.38%
    Taco 19.32%
    Sweet-like 19.24%
    Scallion 18.87%
    Nitrile 18.79%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    6.97 (neutral)

    Molecular weight
    291.72 g/mol

    Melting point expt.

    • 139.1 °C

    Flash point

    • 181.68 ˚C est.

    Solubility expt.

    • In acetone 48, ethyl acetate 7.0, dichloromethane 110, toluene 0.680, methanol 13, n-octanol 0.620, hexane <0.001 (all in g/L)
    • In water, 4.1X10+3 mg/L at 25 °C

  • Synonyms

    • Thiamethoxam
    • 153719-23-4
    • Actara
    • Cruiser
    • Diacloden
    • Adage
    • 747IC8B487
    • 3-((2-Chloro-5-thiazolyl)methyl)tetrahydro-5-methyl-N-nitro-4H-1,3,5-oxadiazin-4-imine
    • 4H-1,3,5-Oxadiazin-4-imine, 3-((2-chloro-5-thiazolyl)methyl)tetrahydro-5-methyl-N-nitro-
    • 3-[(2-Chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N-nitro-4H-1,3,5-oxadiazin-4-imine
    • DTXSID2034962
    • 4H-1,3,5-Oxadiazin-4-imine, 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N-nitro-
    • (NE)-N-[3-[(2-chloro-1,3-thiazol-5-yl)methyl]-5-methyl-1,3,5-oxadiazinan-4-ylidene]nitramide
    • DTXCID0014962
    • CHEBI:39185
    • (NE)-N-(3-((2-chloro-1,3-thiazol-5-yl)methyl)-5-methyl-1,3,5-oxadiazinan-4-ylidene)nitramide
    • CGA293343
    • CGA-293343
    • RefChem:389311
    • 3-((2-Chloro-1,3-thiazol-5-yl)methyl)-5-methyl-N-nitro-1,3,5-oxadiazinan-4-imine
    • 3-(2-chloro-1,3-thiazol-5-ylmethyl)-5-methyl-1,3,5-oxadiazinan-4-ylidene(nitro)amine
    • 428-650-4
    • 604-921-4
    • Actara 25WG
    • Thiamethoxam [ISO]
    • C8H10CLN5O3S
    • (E)-thiamethoxam
    • n-(3-((2-chlorothiazol-5-yl)methyl)-5-methyl-1,3,5-oxadiazinan-4-ylidene)nitramide
    • Actara 2GR
    • (4E)-3-[(2-chloro-1,3-thiazol-5-yl)methyl]-5-methyl-N-nitro-1,3,5-oxadiazinan-4-imine
    • Adage 5FS
    • MFCD03792862
    • CGA 293343
    • CCRIS 9026
    • UNII-747IC8B487
    • HSDB 7938
    • 3-(2-Chloro-5-thiazolylmethyl)tetrahydro-5-methyl-N-nitro-4H-1,3,5-oxadiazin-4-imine
    • Thiamethoxam 10 microg/mL in Acetonitrile
    • Thiamethoxam 100 microg/mL in Acetonitrile
    • Thiamethoxam (Standard)
    • THIAMETHOXAM [MI]
    • EC 428-650-4
    • SCHEMBL22916
    • orb1706543
    • CHEBI:39186
    • HY-B0833R
    • (E)-N-(3-((2-chlorothiazol-5-yl)methyl)-5-methyl-1,3,5-oxadiazinan-4-ylidene)nitramide
    • 3-(2-Chloro-thiazol-5-ylmethyl)-5-methyl(1,3,5)oxadiazinan-4-ylidene-N-nitroamine
    • HY-B0833
    • MSK20350
    • AKOS015963217
    • AKOS040742726
    • AC-8802
    • FT28199
    • MSK20350-1000B
    • (NE)-N-[3-[(2-chlorothiazol-5-yl)methyl]-5-methyl-1,3,5-oxadiazinan-4-ylidene]nitramide
    • 4H-1,3,5-Oxadiazin-4-imine, 3-(2-chloro-5-thiazolyl)methyltetrahydro-5-methyl-N-nitro-
    • AS-14085
    • CS-0012847
    • NS00010175
    • Thiamethoxam Solution in Acetone, 1000ug/mL
    • C18513
    • Thiamethoxam, PESTANAL(R), analytical standard
    • A809460
    • Q63398180
    • (EZ)-3-(2-CHLORO-1,3-THIAZOL-5-YLMETHYL)-5-METHYL-1,3,5-OXADIAZINAN-4-YLIDENE(NITRO)AMINE
    • 153719-23-4

  • Applications

    Thiamethoxam (CAS 153719-23-4) is a systemic neonicotinoid insecticide used in agriculture to protect crops from piercing and chewing pests across vegetables, fruits, cereals, cotton, and oilseed crops. Typical applications include seed treatments to protect seedlings from germination onward, foliar sprays and soil drenches for in-season control, and formulations suitable for greenhouse and open-field crops. It is commonly formulated as seed-treated coatings, suspension concentrates, or water-dispersible granules to fit diverse agronomic practices.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 6.08
    methanol 11.1
    isopropanol 3.0
    water 3.33
    ethyl acetate 6.33
    n-propanol 3.27
    acetone 45.95
    n-butanol 2.69
    acetonitrile 86.94
    DMF 348.37
    toluene 3.81
    isobutanol 2.58
    1,4-dioxane 13.32
    methyl acetate 20.69
    THF 33.55
    2-butanone 25.54
    n-pentanol 2.94
    sec-butanol 2.15
    n-hexane 0.06
    ethylene glycol 12.5
    NMP 337.04
    cyclohexane 0.17
    DMSO 364.02
    n-butyl acetate 8.7
    n-octanol 1.7
    chloroform 71.27
    n-propyl acetate 9.77
    acetic acid 102.17
    dichloromethane 95.01
    cyclohexanone 32.84
    propylene glycol 7.17
    isopropyl acetate 4.28
    DMAc 342.53
    2-ethoxyethanol 21.78
    isopentanol 3.07
    n-heptane 0.18
    ethyl formate 26.63
    1,2-dichloroethane 38.07
    n-hexanol 3.2
    2-methoxyethanol 53.43
    isobutyl acetate 6.07
    tetrachloromethane 4.05
    n-pentyl acetate 6.11
    transcutol 36.64
    n-heptanol 2.59
    ethylbenzene 1.52
    MIBK 7.41
    2-propoxyethanol 24.69
    tert-butanol 4.39
    MTBE 2.33
    2-butoxyethanol 16.03
    propionic acid 10.57
    o-xylene 3.15
    formic acid 136.02
    diethyl ether 1.78
    m-xylene 3.0
    p-xylene 3.31
    chlorobenzene 10.67
    dimethyl carbonate 22.04
    n-octane 0.08
    formamide 190.85
    cyclopentanone 64.06
    2-pentanone 12.16
    anisole 7.29
    cyclopentyl methyl ether 5.78
    gamma-butyrolactone 83.02
    1-methoxy-2-propanol 25.26
    pyridine 44.34
    3-pentanone 9.79
    furfural 151.5
    n-dodecane 0.09
    diethylene glycol 36.7
    diisopropyl ether 0.58
    tert-amyl alcohol 3.43
    acetylacetone 27.37
    n-hexadecane 0.11
    acetophenone 20.74
    methyl propionate 12.7
    isopentyl acetate 7.7
    trichloroethylene 138.11
    n-nonanol 1.79
    cyclohexanol 3.06
    benzyl alcohol 15.06
    2-ethylhexanol 2.32
    isooctanol 2.23
    dipropyl ether 2.44
    1,2-dichlorobenzene 13.43
    ethyl lactate 15.23
    propylene carbonate 44.45
    n-methylformamide 122.12
    2-pentanol 1.25
    n-pentane 0.08
    1-propoxy-2-propanol 14.59
    1-methoxy-2-propyl acetate 14.62
    2-(2-methoxypropoxy) propanol 21.56
    mesitylene 1.65
    ε-caprolactone 26.55
    p-cymene 2.27
    epichlorohydrin 91.06
    1,1,1-trichloroethane 22.03
    2-aminoethanol 12.15
    morpholine-4-carbaldehyde 153.78
    sulfolane 153.3
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 11.12
    n-hexyl acetate 5.45
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 19.89
    sec-butyl acetate 4.17
    tert-butyl acetate 5.48
    decalin 0.12
    glycerin 27.36
    diglyme 43.75
    acrylic acid 28.38
    isopropyl myristate 2.25
    n-butyric acid 12.2
    acetyl acetate 9.82
    di(2-ethylhexyl) phthalate 7.99
    ethyl propionate 6.52
    nitromethane 266.21
    1,2-diethoxyethane 6.18
    benzonitrile 29.54
    trioctyl phosphate 4.37
    1-bromopropane 5.19
    gamma-valerolactone 117.75
    n-decanol 1.45
    triethyl phosphate 6.84
    4-methyl-2-pentanol 1.33
    propionitrile 18.6
    vinylene carbonate 54.25
    1,1,2-trichlorotrifluoroethane 158.22
    DMS 12.73
    cumene 1.24
    2-octanol 1.32
    2-hexanone 11.49
    octyl acetate 3.8
    limonene 2.45
    1,2-dimethoxyethane 34.32
    ethyl orthosilicate 5.0
    tributyl phosphate 5.58
    diacetone alcohol 17.57
    N,N-dimethylaniline 7.38
    acrylonitrile 59.23
    aniline 10.27
    1,3-propanediol 12.6
    bromobenzene 9.72
    dibromomethane 34.43
    1,1,2,2-tetrachloroethane 74.18
    2-methyl-cyclohexyl acetate 8.23
    tetrabutyl urea 10.9
    diisobutyl methanol 1.43
    2-phenylethanol 13.2
    styrene 2.25
    dioctyl adipate 6.82
    dimethyl sulfate 71.91
    ethyl butyrate 7.81
    methyl lactate 27.92
    butyl lactate 11.23
    diethyl carbonate 6.84
    propanediol butyl ether 15.49
    triethyl orthoformate 5.92
    p-tert-butyltoluene 2.03
    methyl 4-tert-butylbenzoate 16.09
    morpholine 22.71
    tert-butylamine 1.58
    n-dodecanol 1.13
    dimethoxymethane 45.53
    ethylene carbonate 29.6
    cyrene 47.18
    2-ethoxyethyl acetate 12.38
    2-ethylhexyl acetate 5.68
    1,2,4-trichlorobenzene 23.03
    4-methylpyridine 37.22
    dibutyl ether 1.37
    2,6-dimethyl-4-heptanol 1.43
    DEF 32.15
    dimethyl isosorbide 39.89
    tetrachloroethylene 35.32
    eugenol 22.9
    triacetin 15.42
    span 80 13.52
    1,4-butanediol 7.17
    1,1-dichloroethane 21.87
    2-methyl-1-pentanol 3.01
    methyl formate 108.6
    2-methyl-1-butanol 2.67
    n-decane 0.12
    butyronitrile 14.16
    3,7-dimethyl-1-octanol 2.08
    1-chlorooctane 0.87
    1-chlorotetradecane 0.43
    n-nonane 0.1
    undecane 0.1
    tert-butylcyclohexane 0.1
    cyclooctane 0.07
    cyclopentanol 6.23
    tetrahydropyran 4.68
    tert-amyl methyl ether 2.35
    2,5,8-trioxanonane 33.85
    1-hexene 0.45
    2-isopropoxyethanol 12.42
    2,2,2-trifluoroethanol 66.81
    methyl butyrate 13.87

    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