Clomazone

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  • Identifiers

    CAS number
    81777-89-1

    Molecular formula
    C12H14ClNO2

    SMILES
    CC1(CON(C1=O)CC2=CC=CC=C2Cl)C

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Sweet 42.91%
    Floral 30.9%
    Odorless 25.96%
    Citrus 25.2%
    Powdery 23.98%
    Grape 23.8%
    Honey 22.83%
    Fruity 22.29%
    Animal 22.2%
    Bitter 21.66%

     

    Flavor
    Bitter 64.36%
    Fruity 34.01%
    Orange flower 21.0%
    Orange blossom 20.21%
    Petitgrain 19.67%
    Mild 19.56%
    Scallion 19.52%
    Cedarleaf 19.41%
    Bread crust 19.38%
    Green pepper 19.38%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    6.32 (neutral)

    Molecular weight
    239.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 25 °C
    • 77 °F

    Boiling point

    • 275 °C
    • 527 °F

    Flash point

    • 127.29 ˚C est.
    • 4 /emulsifiable concentrates/: 106-109 °F /(41.11-42.78 °C)/ (Closed cup)
    • 70-75 °C (closed cup) /Formulation not specified/
    • 106-109 °F

    Solubility expt.

    • Readily soluble in acetonitrile, hexane, dioxane, xylene
    • Miscible in acetone, chloroform, cyclohexanone, methylene chloride, methanol, toluene, heptane, and DMF
    • In water, 1,100 ppm at 25 °C

  • Synonyms

    • Clomazone
    • 81777-89-1
    • Dimethazone
    • 2-(2-Chlorobenzyl)-4,4-dimethylisoxazolidin-3-one
    • Command
    • Gamit
    • FMC 57020
    • 2-(2-Chlorobenzyl)-4,4-dimethyl-1,2-oxazolidin-3-one
    • 570RAC03NF
    • 2-[(2-chlorophenyl)methyl]-4,4-dimethyl-1,2-oxazolidin-3-one
    • DTXSID1032355
    • FMC57020
    • 2-((2-Chlorophenyl)methyl)-4,4-dimethyl-3-isoxazolidinone
    • CHEBI:3751
    • DTXCID9012355
    • 2-[(2-chlorophenyl)methyl]-4,4-dimethyl-isoxazolidin-3-one
    • 3-ISOXAZOLIDINONE, 2-((2-CHLOROPHENYL)METHYL)-4,4-DIMETHYL-
    • 2-(2-chlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone
    • 2-((2-chlorophenyl)methyl)-4,4-dimethyl-isoxazolidin-3-one
    • 2-((2-chlorophenyl)methyl)-4,4-dimethyl-1,2-oxazolidin-3-one
    • RefChem:127053
    • clomazone (ISO); 2-(2-chlorobenzyl)-4,4-dimethyl-1,2-oxazolidin-3-one
    • 617-258-0
    • MFCD00072457
    • Clomazone [ISO]
    • HSDB 6614
    • Clomazone [ANSI:ISO]
    • EPA Pesticide Chemical Code 125401
    • UNII-570RAC03NF
    • CCRIS 9263
    • FMC-57020
    • CLOMAZON
    • Clomazone 1000 microg/mL in Acetone
    • Clomazone (Standard)
    • Clomazone 10 microg/mL in Cyclohexane
    • Clomazone 10 microg/mL in Acetonitrile
    • CLOMAZONE [MI]
    • DIMETHAZONE [HSDB]
    • SCHEMBL23519
    • orb1306879
    • CHEMBL1076356
    • SCHEMBL29355790
    • HY-W040194R
    • MSK22195
    • Tox21_300958
    • AKOS015899346
    • CS-W020934
    • HY-W040194
    • NCGC00163923-01
    • NCGC00163923-02
    • NCGC00163923-03
    • NCGC00254860-01
    • AC-12514
    • AS-15910
    • CAS-81777-89-1
    • DB-056552
    • NS00010041
    • Clomazone, PESTANAL(R), analytical standard
    • C76620
    • 777C891
    • 2-(2-Chlorobenzyl)-4,4-dimethyl-3-isoxazolidinone
    • Q2187383
    • 2-(2-Chlorobenzyl)-4,4-dimethyl-3-isoxazolidinone #
    • 89493-06-1
    • 81777-89-1

  • Applications

    Clomazone is an active ingredient used in agricultural crop protection as a selective pre-emergence herbicide to control annual grasses and broadleaf weeds in crops such as maize, soybeans, rice, sugarcane, and vegetables. It is formulated as emulsifiable concentrates or granules that are applied by spraying or soil incorporation as part of integrated weed management programs. Its mode of action inhibits carotenoid biosynthesis in weeds, causing bleaching and suppressed weed growth while allowing crop tolerance at labeled rates. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 173.81
    methanol 199.96
    isopropanol 109.13
    water 1.27
    ethyl acetate 509.49
    n-propanol 125.93
    acetone 463.05
    n-butanol 149.9
    acetonitrile 356.47
    DMF 546.45
    toluene 426.55
    isobutanol 102.36
    1,4-dioxane 520.08
    methyl acetate 450.23
    THF 569.92
    2-butanone 422.63
    n-pentanol 110.81
    sec-butanol 103.82
    n-hexane 4.67
    ethylene glycol 41.64
    NMP 325.3
    cyclohexane 14.69
    DMSO 175.25
    n-butyl acetate 244.04
    n-octanol 40.11
    chloroform 1537.78
    n-propyl acetate 291.48
    acetic acid 514.59
    dichloromethane 1154.03
    cyclohexanone 463.96
    propylene glycol 43.92
    isopropyl acetate 355.74
    DMAc 668.35
    2-ethoxyethanol 355.35
    isopentanol 178.89
    n-heptane 5.14
    ethyl formate 337.97
    1,2-dichloroethane 556.07
    n-hexanol 106.07
    2-methoxyethanol 457.94
    isobutyl acetate 182.87
    tetrachloromethane 142.57
    n-pentyl acetate 125.96
    transcutol 1129.6
    n-heptanol 59.03
    ethylbenzene 199.32
    MIBK 273.77
    2-propoxyethanol 305.26
    tert-butanol 169.1
    MTBE 243.3
    2-butoxyethanol 195.49
    propionic acid 175.58
    o-xylene 222.56
    formic acid 248.38
    diethyl ether 246.74
    m-xylene 241.0
    p-xylene 266.76
    chlorobenzene 433.8
    dimethyl carbonate 270.3
    n-octane 2.53
    formamide 479.08
    cyclopentanone 436.02
    2-pentanone 375.51
    anisole 499.48
    cyclopentyl methyl ether 252.1
    gamma-butyrolactone 530.33
    1-methoxy-2-propanol 297.05
    pyridine 632.15
    3-pentanone 274.54
    furfural 737.51
    n-dodecane 2.42
    diethylene glycol 226.1
    diisopropyl ether 79.3
    tert-amyl alcohol 155.32
    acetylacetone 637.03
    n-hexadecane 2.96
    acetophenone 484.93
    methyl propionate 329.47
    isopentyl acetate 253.98
    trichloroethylene 1685.93
    n-nonanol 41.14
    cyclohexanol 139.95
    benzyl alcohol 355.41
    2-ethylhexanol 75.22
    isooctanol 56.62
    dipropyl ether 90.97
    1,2-dichlorobenzene 425.39
    ethyl lactate 140.5
    propylene carbonate 406.53
    n-methylformamide 332.63
    2-pentanol 100.48
    n-pentane 6.08
    1-propoxy-2-propanol 166.59
    1-methoxy-2-propyl acetate 341.1
    2-(2-methoxypropoxy) propanol 209.1
    mesitylene 117.68
    ε-caprolactone 417.23
    p-cymene 79.47
    epichlorohydrin 818.23
    1,1,1-trichloroethane 659.7
    2-aminoethanol 92.91
    morpholine-4-carbaldehyde 675.87
    sulfolane 308.43
    2,2,4-trimethylpentane 9.6
    2-methyltetrahydrofuran 363.12
    n-hexyl acetate 144.55
    isooctane 6.93
    2-(2-butoxyethoxy)ethanol 271.11
    sec-butyl acetate 237.57
    tert-butyl acetate 348.59
    decalin 15.18
    glycerin 91.51
    diglyme 692.92
    acrylic acid 212.98
    isopropyl myristate 59.0
    n-butyric acid 316.93
    acetyl acetate 472.09
    di(2-ethylhexyl) phthalate 80.15
    ethyl propionate 282.86
    nitromethane 992.81
    1,2-diethoxyethane 289.21
    benzonitrile 404.71
    trioctyl phosphate 41.99
    1-bromopropane 223.46
    gamma-valerolactone 749.15
    n-decanol 28.64
    triethyl phosphate 109.4
    4-methyl-2-pentanol 90.35
    propionitrile 239.99
    vinylene carbonate 484.36
    1,1,2-trichlorotrifluoroethane 584.28
    DMS 244.52
    cumene 118.09
    2-octanol 35.95
    2-hexanone 229.04
    octyl acetate 70.83
    limonene 85.62
    1,2-dimethoxyethane 610.41
    ethyl orthosilicate 105.28
    tributyl phosphate 61.68
    diacetone alcohol 309.46
    N,N-dimethylaniline 297.19
    acrylonitrile 381.54
    aniline 332.83
    1,3-propanediol 172.67
    bromobenzene 472.4
    dibromomethane 603.37
    1,1,2,2-tetrachloroethane 978.03
    2-methyl-cyclohexyl acetate 168.12
    tetrabutyl urea 73.27
    diisobutyl methanol 52.86
    2-phenylethanol 252.69
    styrene 267.87
    dioctyl adipate 108.24
    dimethyl sulfate 280.72
    ethyl butyrate 217.14
    methyl lactate 164.53
    butyl lactate 106.49
    diethyl carbonate 174.37
    propanediol butyl ether 131.85
    triethyl orthoformate 146.84
    p-tert-butyltoluene 75.17
    methyl 4-tert-butylbenzoate 212.07
    morpholine 495.21
    tert-butylamine 92.12
    n-dodecanol 21.27
    dimethoxymethane 508.41
    ethylene carbonate 353.33
    cyrene 255.08
    2-ethoxyethyl acetate 264.57
    2-ethylhexyl acetate 186.37
    1,2,4-trichlorobenzene 498.64
    4-methylpyridine 716.6
    dibutyl ether 62.99
    2,6-dimethyl-4-heptanol 52.86
    DEF 422.9
    dimethyl isosorbide 375.11
    tetrachloroethylene 645.55
    eugenol 221.5
    triacetin 251.78
    span 80 127.47
    1,4-butanediol 70.17
    1,1-dichloroethane 591.43
    2-methyl-1-pentanol 145.81
    methyl formate 328.56
    2-methyl-1-butanol 147.46
    n-decane 4.16
    butyronitrile 238.43
    3,7-dimethyl-1-octanol 62.38
    1-chlorooctane 29.35
    1-chlorotetradecane 11.24
    n-nonane 3.46
    undecane 3.01
    tert-butylcyclohexane 13.75
    cyclooctane 5.56
    cyclopentanol 107.11
    tetrahydropyran 318.3
    tert-amyl methyl ether 196.91
    2,5,8-trioxanonane 392.48
    1-hexene 40.21
    2-isopropoxyethanol 257.96
    2,2,2-trifluoroethanol 249.94
    methyl butyrate 358.64

    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