Mesotrione

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  • Identifiers

    CAS number
    104206-82-8

    Molecular formula
    C14H13NO7S

    SMILES
    CS(=O)(=O)C1=CC(=C(C=C1)C(=O)C2C(=O)CCCC2=O)[N+](=O)[O-]

    Safety labels

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 56.15%
    Burnt 35.82%
    Caramellic 33.3%
    Roasted 29.11%
    Nutty 26.55%
    Sweet 24.29%
    Cooked 22.29%
    Savory 20.37%
    Popcorn 20.33%
    Bitter 20.15%

     

    Flavor
    Bitter 74.08%
    Odorless 34.82%
    Very mild 22.9%
    Nitrile 20.27%
    Bland 19.89%
    Bread crust 19.5%
    Taco 19.49%
    Roasted peanuts 19.07%
    Sweet-like 18.74%
    Lovage 18.61%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    4.83 (weak acid)

    Molecular weight
    339.32 g/mol

    Melting point expt.

    • 165 °C

    Flash point

    • 243.32 ˚C est.

    Solubility expt.

    • In water, (g/L at 20 °C): 2.2 (pH 4.8); 15 (pH 6.9); 22 (pH 9); 0.16 (unbuffered water)
    • Solubility in g/L at 20 °C): in acetonitrile 117.0, acetone 93.3, 1,2-dichloroethane 66.3, ethyl acetate 18.6, methanol 4.6, toluene 3.1, xylene 1.6, n-heptane <0.5

  • Synonyms

    • Mesotrione
    • 104206-82-8
    • DTXSID7032424
    • CHEBI:38321
    • 48TR68G21T
    • (2-nitro-4-(methylsullfonyl))benzoylcyclohexane-1,3-dione
    • 1,3-Cyclohexanedione, 2-[4-(methylsulfonyl)-2-nitrobenzoyl]-
    • ZA 1296
    • 2-[4-(methylsulfonyl)-2-nitrobenzoyl]-1,3-cyclohexanedione
    • DTXCID5012424
    • 2-(4-mesyl-2-nitrobenzoyl)cyclohexane-1,3-dione
    • 2-[4-(methanesulfonyl)-2-nitrobenzoyl]cyclohexane-1,3-dione
    • 1,3-Cyclohexanedione, 2-(4-(methylsulfonyl)-2-nitrobenzoyl)-
    • 2-(4-(METHYLSULFONYL)-2-NITROBENZOYL)-1,3-CYCLOHEXANEDIONE
    • 2-(4-(methanesulfonyl)-2-nitrobenzoyl)cyclohexane-1,3-dione
    • RefChem:156682
    • mesotrione (ISO); 2-(4-(methylsulfonyl)-2-nitrobenzoyl)-1,3-cyclohexanedione
    • 600-533-4
    • 2-(4-(Methylsulfonyl)-2-nitrobenzoyl)cyclohexane-1,3-dione
    • Mesotrione [ISO]
    • C14H13NO7S
    • 2-(4-methylsulfonyl-2-nitrobenzoyl)cyclohexane-1,3-dione
    • MFCD04112617
    • NCGC00163843-03
    • 2-(4-methylsulphonyl-2-nitrobenzoyl)-1,3-cyclohexanedione
    • 2-(2'-nitro-4'-methylsulfonylbenzoyl)cyclohexane-1,3-dione
    • Callisto herbicide
    • 2-(4-Mesyl-2-nitrobenzoyl)-1,3-cyclohexanedione
    • Tenacity
    • 2-[4-(methylsulfonyl)-2-nitrobenzoyl]cyclohexane-1,3-dione
    • UNII-48TR68G21T
    • HSDB 7250
    • MESOTRIONE [MI]
    • EINECS Annex I Index 609-064-00-X
    • MESOTRIONE [HSDB]
    • SCHEMBL22116
    • orb1298986
    • CHEMBL1873440
    • SCHEMBL29352201
    • 2-(4-methanesulfonyl-2-nitrobenzoyl)cyclohexane-1,3-dione
    • 2-(4-methylsulfonyl-2-nitro-benzoyl)cyclohexane-1,3-dione
    • EEA20682
    • MSK22509
    • Tox21_400050
    • BDBM50264337
    • NSC833036
    • AKOS015895775
    • EBC-251262
    • NSC-833036
    • NCGC00163843-01
    • NCGC00163843-02
    • NCGC00163843-04
    • DS-11960
    • HY-12853
    • SY115770
    • CAS-104206-82-8
    • CS-0012728
    • NS00000240
    • Mesotrione, PESTANAL(R), analytical standard
    • E77651
    • 206M828
    • EN300-18640946
    • Q409390
    • Z3234883385
    • 2-(2-nitro-4-methanesulphonyl benzoyl)cyclohexan-1,3-dione
    • 2-(2'-nitro-4'-methylsulphonylbenzoyl)-1,3-cyclohexanedione
    • 3-HYDROXY-2-(4-(METHYLSULFONYL)-2-NITROBENZOYL)-2-CYCLOHEXEN-1-ONE
    • 2-CYCLOHEXEN-1-ONE, 3-HYDROXY-2-(4-(METHYLSULFONYL)-2-NITROBENZOYL)-
    • 268548-24-9
    • 104206-82-8

  • Applications

    Mesotrione (CAS 104206-82-8) is a selective herbicidal active ingredient used primarily in agriculture to control broadleaf weeds and some grasses in maize (corn) after emergence; it is also employed in professional turf management (golf courses, sports fields, sod farms) to suppress weed populations; it is commonly formulated into herbicide products and used in tank mixes as part of integrated weed management programs; in addition, it is evaluated for use in ornamental horticulture and other cropping systems under regional regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 21.02
    methanol 36.36
    isopropanol 6.79
    water 0.2
    ethyl acetate 4.12
    n-propanol 11.45
    acetone 49.79
    n-butanol 6.69
    acetonitrile 25.53
    DMF 204.52
    toluene 1.84
    isobutanol 4.01
    1,4-dioxane 34.98
    methyl acetate 8.84
    THF 88.63
    2-butanone 23.39
    n-pentanol 4.61
    sec-butanol 4.18
    n-hexane 0.19
    ethylene glycol 10.08
    NMP 195.69
    cyclohexane 1.62
    DMSO 334.18
    n-butyl acetate 3.73
    n-octanol 1.23
    chloroform 10.7
    n-propyl acetate 5.43
    acetic acid 22.0
    dichloromethane 20.43
    cyclohexanone 45.3
    propylene glycol 6.49
    isopropyl acetate 2.85
    DMAc 151.32
    2-ethoxyethanol 31.05
    isopentanol 3.36
    n-heptane 0.15
    ethyl formate 11.43
    1,2-dichloroethane 17.84
    n-hexanol 2.31
    2-methoxyethanol 79.74
    isobutyl acetate 1.82
    tetrachloromethane 0.74
    n-pentyl acetate 2.42
    transcutol 34.41
    n-heptanol 1.48
    ethylbenzene 1.57
    MIBK 5.66
    2-propoxyethanol 19.07
    tert-butanol 3.65
    MTBE 1.03
    2-butoxyethanol 8.15
    propionic acid 9.19
    o-xylene 1.8
    formic acid 35.67
    diethyl ether 6.11
    m-xylene 0.98
    p-xylene 1.95
    chlorobenzene 3.31
    dimethyl carbonate 11.77
    n-octane 0.08
    formamide 97.4
    cyclopentanone 74.91
    2-pentanone 13.58
    anisole 8.73
    cyclopentyl methyl ether 10.52
    gamma-butyrolactone 67.75
    1-methoxy-2-propanol 34.19
    pyridine 28.52
    3-pentanone 12.04
    furfural 63.59
    n-dodecane 0.09
    diethylene glycol 24.61
    diisopropyl ether 0.62
    tert-amyl alcohol 2.52
    acetylacetone 22.24
    n-hexadecane 0.1
    acetophenone 13.72
    methyl propionate 9.53
    isopentyl acetate 3.07
    trichloroethylene 25.65
    n-nonanol 1.45
    cyclohexanol 6.26
    benzyl alcohol 9.77
    2-ethylhexanol 1.35
    isooctanol 0.99
    dipropyl ether 3.13
    1,2-dichlorobenzene 4.01
    ethyl lactate 8.14
    propylene carbonate 17.03
    n-methylformamide 75.82
    2-pentanol 2.09
    n-pentane 0.2
    1-propoxy-2-propanol 9.27
    1-methoxy-2-propyl acetate 8.86
    2-(2-methoxypropoxy) propanol 14.08
    mesitylene 0.63
    ε-caprolactone 23.69
    p-cymene 0.87
    epichlorohydrin 60.88
    1,1,1-trichloroethane 3.03
    2-aminoethanol 13.37
    morpholine-4-carbaldehyde 117.41
    sulfolane 143.02
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 18.09
    n-hexyl acetate 3.19
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 14.58
    sec-butyl acetate 2.33
    tert-butyl acetate 3.5
    decalin 0.23
    glycerin 23.01
    diglyme 36.93
    acrylic acid 13.46
    isopropyl myristate 1.66
    n-butyric acid 8.34
    acetyl acetate 4.49
    di(2-ethylhexyl) phthalate 3.52
    ethyl propionate 5.91
    nitromethane 79.03
    1,2-diethoxyethane 6.08
    benzonitrile 8.94
    trioctyl phosphate 1.98
    1-bromopropane 4.72
    gamma-valerolactone 101.86
    n-decanol 1.14
    triethyl phosphate 4.85
    4-methyl-2-pentanol 1.01
    propionitrile 12.45
    vinylene carbonate 18.07
    1,1,2-trichlorotrifluoroethane 43.93
    DMS 6.93
    cumene 0.89
    2-octanol 0.77
    2-hexanone 10.19
    octyl acetate 2.42
    limonene 1.42
    1,2-dimethoxyethane 59.78
    ethyl orthosilicate 3.53
    tributyl phosphate 2.74
    diacetone alcohol 11.75
    N,N-dimethylaniline 6.67
    acrylonitrile 22.87
    aniline 6.44
    1,3-propanediol 17.99
    bromobenzene 2.34
    dibromomethane 9.78
    1,1,2,2-tetrachloroethane 18.47
    2-methyl-cyclohexyl acetate 5.22
    tetrabutyl urea 6.63
    diisobutyl methanol 0.84
    2-phenylethanol 5.6
    styrene 2.18
    dioctyl adipate 4.92
    dimethyl sulfate 33.39
    ethyl butyrate 5.0
    methyl lactate 18.33
    butyl lactate 4.57
    diethyl carbonate 4.17
    propanediol butyl ether 6.55
    triethyl orthoformate 4.24
    p-tert-butyltoluene 0.67
    methyl 4-tert-butylbenzoate 8.9
    morpholine 51.69
    tert-butylamine 1.38
    n-dodecanol 0.9
    dimethoxymethane 61.69
    ethylene carbonate 12.79
    cyrene 30.64
    2-ethoxyethyl acetate 5.2
    2-ethylhexyl acetate 2.42
    1,2,4-trichlorobenzene 6.18
    4-methylpyridine 16.93
    dibutyl ether 1.9
    2,6-dimethyl-4-heptanol 0.84
    DEF 25.86
    dimethyl isosorbide 30.32
    tetrachloroethylene 10.3
    eugenol 10.96
    triacetin 8.01
    span 80 8.49
    1,4-butanediol 6.67
    1,1-dichloroethane 4.57
    2-methyl-1-pentanol 2.79
    methyl formate 47.75
    2-methyl-1-butanol 3.3
    n-decane 0.14
    butyronitrile 10.0
    3,7-dimethyl-1-octanol 1.11
    1-chlorooctane 0.65
    1-chlorotetradecane 0.33
    n-nonane 0.12
    undecane 0.11
    tert-butylcyclohexane 0.1
    cyclooctane 0.21
    cyclopentanol 10.83
    tetrahydropyran 20.03
    tert-amyl methyl ether 1.58
    2,5,8-trioxanonane 30.55
    1-hexene 1.1
    2-isopropoxyethanol 10.65
    2,2,2-trifluoroethanol 11.44
    methyl butyrate 9.7

    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