Norflurazon

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  • Identifiers

    CAS number
    27314-13-2

    Molecular formula
    C12H9ClF3N3O

    SMILES
    CNC1=C(C(=O)N(N=C1)C2=CC=CC(=C2)C(F)(F)F)Cl

    Safety labels

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 64.17%
    Savory 24.2%
    Cooked 21.52%
    Bitter 21.27%
    Grape 21.23%
    Animal 21.03%
    Meaty 20.97%
    Cooling 20.24%
    Burnt 18.54%
    Milky 17.73%

     

    Flavor
    Bitter 71.74%
    Odorless 39.67%
    Mild 23.92%
    Bland 23.34%
    Sweet-like 19.87%
    Nitrile 19.84%
    Scallion 19.14%
    Very strong 19.02%
    Cedarleaf 18.88%
    Bread crust 18.81%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    5.41 (weak acid)

    Molecular weight
    303.67 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    485°C

    Melting point expt.

    • 184 °C

    Flash point

    • 161.9 ˚C est.

    Solubility expt.

    • Sparingly soluble in hydrocarbons.
    • Solubility at 25 °C: acetone 50 g/L; ethanol 142 g/L; xylene 2.5 g/L
    • In water, 33.7 mg/L at 25 °C

  • Synonyms

    • NORFLURAZON
    • 27314-13-2
    • Norflurazone
    • Solicam
    • Zorial
    • Evital
    • Telok
    • SAN 9789
    • Monometflurazone
    • Predict
    • Caswell No. 195AA
    • 4-Chloro-5-(methylamino)-2-(alpha,alpha,alpha-trifluoro-m-tolyl)-3(2H)-pyridazinone
    • Norflurazon [ISO]
    • Norflurazone [ISO-French]
    • 4-Chloro-5-(methylamino)-2-[3-(trifluoromethyl)phenyl]-3(2H)-pyridazinone
    • Norflurazon [ANSI:BSI:ISO]
    • Sandoz 9789
    • HSDB 6845
    • SAN 9789 H
    • UNII-KES1HB07E4
    • EINECS 248-397-1
    • H 9789
    • EPA Pesticide Chemical Code 105801
    • BRN 0757115
    • DTXSID8024234
    • CHEBI:50842
    • NORFLURAZON [MI]
    • NORFLURAZON [HSDB]
    • H 52143
    • KES1HB07E4
    • Solicam;Zorial;SAN 9789
    • DTXCID304234
    • Monometflurazon
    • 1-(3-Trifluoromethylphenyl)-4-methylamino-5-chloropyridazone
    • 5-25-14-00201 (Beilstein Handbook Reference)
    • SAN-9789
    • 3(2H)-Pyridazinone, 4-chloro-5-(methylamino)-2-[3-(trifluoromethyl)phenyl]-
    • 4-Chloro-5-(methylamino)-2-(3-(trifluoromethyl)phenyl)-3(2H)-pyridazinone
    • 4-Chloro-5-(methylamino)-2-(3-(trifluoromethyl)phenyl)pyridazin-3(2H)-one
    • 4-chloro-5-(methylamino)-2-[3-(trifluoromethyl)phenyl]pyridazin-3(2H)-one
    • Evitol
    • 1-(3-Trifluoromethylphenyl)-4-methylamino-5-chloro-6-pyridazone
    • Solicam Rapid
    • 3(2H)-Pyridazinone, 4-chloro-5-(methylamino)-2-(3-(trifluoromethyl)phenyl)-
    • Norflurazone (ISO-French)
    • Zorial Rapid 80
    • Norflurazon (ANSI:BSI:ISO)
    • Norflurazon technical
    • norfluorazon
    • 4-CHLORO-5-METHYLAMINO-2-(.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-M-TOLYL)PYRIDAZIN-3(2H)-ONE
    • CAS-27314-13-2
    • San 97895
    • 4-chloro-5-(methylamino)-2-(3-(trifluoromethyl)phenyl)-2,3-dihydropyridazin-3-one
    • 4-chloro-5-(methylamino)-2-[3-(trifluoromethyl)phenyl]-2,3-dihydropyridazin-3-one
    • H-9789
    • Norflurazon (NF)
    • H-52,143
    • Norflurazon 10 microg/mL in Acetonitrile
    • 4-Chloro-5-methylamino-2-(3-trifluoromethylphenyl)pyridazin-3-one
    • 4-chloro-5-(methylamino)-2-[3-(trifluoromethyl)phenyl]pyridazin-3-one
    • SCHEMBL54676
    • CHEMBL1881194
    • Tox21_202043
    • Tox21_300701
    • AKOS015903314
    • FN26452
    • 3(2H)-Pyridazinone, 4-chloro-5-(methylamino)-2-(.alpha.,.alpha.,.alpha.-trifluoro-m-tolyl)-
    • 3(2H)-Pyridazinone, 4-chloro-5-(methylamino)-2-(alpha,alpha,alpha-trifluoro-m-tolyl)-
    • 4-Chloro-5-(methylamino)-2-(3-(trifluoromethyl)phenyl)-3(2H)-pyridazinone (9CI)
    • 4-chloro-5-(methylamino)-2-(alpha, alpha, alpha-trifluoro-m-tolyl)-3(2H)-pyridazinone
    • USEPA/OPP Pesticide Code: 105801
    • NCGC00163841-01
    • NCGC00163841-02
    • NCGC00163841-03
    • NCGC00163841-04
    • NCGC00254609-01
    • NCGC00259592-01
    • DA-76262
    • TS-09782
    • HY-114849
    • CS-0064469
    • H9789
    • NS00004600
    • C18874
    • G76853
    • Norflurazon, PESTANAL(R), analytical standard
    • AB00081885-01
    • AE-641/00401064
    • H52,143
    • SR-01000206068
    • Q1321843
    • SR-01000206068-1
    • 1(3Trifluoromethylphenyl)4methylamino5chloropyridazone
    • 4Chloro5methylamino2(3trifluoromethylphenyl)pyridazin3one
    • 3(2H)Pyridazinone, 4chloro5(methylamino)2(3(trifluoromethyl)phenyl)
    • 4Chloro5(methylamino)2(3(trifluoromethyl)phenyl)3(2H)pyridazinone
    • 3(2H)Pyridazinone, 4chloro5(methylamino)2(3(trifluoromethyl)phenyl) (9CI)
    • 4Chloro5(methylamino)2(3(trifluoromethyl)phenyl)3(2H)pyridazinone (9CI)
    • 4Chloro5(methylamino)2(alpha,alpha,alphatrifluoromtolyl)3(2H)pyridazinone
    • 4-Chloro-5-(methylamino)-2-(.alpha.,.alpha.,.alpha.-trifluoro-m-tolyl)-3(2H)-pyridazinone
    • 4-chloro-5-(methylamino)-2-(alpha,alpha,alpha-trifluoro-m-toluyl)-3-(2H)-pyridazinone
    • 4-chloro-5-methylamino-2-(alpha,alpha,alpha-trifluoro-m-tolyl)pyridazin-3(2h)-one
    • 248-397-1
    • 4-Chloro-5-(methylamino)-2-[3-(trifluoromethyl)phenyl]-3(2H)-pyridazinone;1-(3-Trifluoromethylphenyl)-4-methylamino-5-chloro-6-pyrid azone;4-Chloro-5-(methylamino)-2-(a,a,a-trifluoro-m-tolyl)-3(2H)-pyridazinone
    • NRF

  • Applications

    Norflurazon is a selective pre-emergent herbicide used in agriculture as the active ingredient in crop-protection formulations to control certain annual grasses and broadleaf weeds before germination. Typical applications include protecting crops such as citrus, cotton, soybean, and vegetables through commercial pre-emergence spray or formulation systems. It acts as a photosystem II inhibitor, and its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 20.27
    methanol 28.18
    isopropanol 11.1
    water 0.01
    ethyl acetate 94.68
    n-propanol 14.88
    acetone 94.15
    n-butanol 16.52
    acetonitrile 31.73
    DMF 115.51
    toluene 46.74
    isobutanol 9.32
    1,4-dioxane 69.96
    methyl acetate 72.09
    THF 188.64
    2-butanone 91.85
    n-pentanol 12.82
    sec-butanol 14.44
    n-hexane 0.26
    ethylene glycol 3.48
    NMP 125.57
    cyclohexane 0.54
    DMSO 148.3
    n-butyl acetate 41.1
    n-octanol 4.2
    chloroform 51.8
    n-propyl acetate 43.19
    acetic acid 37.97
    dichloromethane 58.25
    cyclohexanone 82.68
    propylene glycol 4.12
    isopropyl acetate 48.35
    DMAc 157.28
    2-ethoxyethanol 56.44
    isopentanol 16.27
    n-heptane 0.58
    ethyl formate 39.81
    1,2-dichloroethane 50.66
    n-hexanol 15.42
    2-methoxyethanol 94.7
    isobutyl acetate 13.99
    tetrachloromethane 2.88
    n-pentyl acetate 27.45
    transcutol 128.57
    n-heptanol 8.84
    ethylbenzene 11.59
    MIBK 35.85
    2-propoxyethanol 68.59
    tert-butanol 17.16
    MTBE 23.94
    2-butoxyethanol 35.21
    propionic acid 18.56
    o-xylene 21.57
    formic acid 21.04
    diethyl ether 38.55
    m-xylene 20.53
    p-xylene 11.92
    chlorobenzene 18.55
    dimethyl carbonate 41.96
    n-octane 0.26
    formamide 52.41
    cyclopentanone 110.96
    2-pentanone 79.08
    anisole 36.15
    cyclopentyl methyl ether 45.56
    gamma-butyrolactone 116.09
    1-methoxy-2-propanol 59.6
    pyridine 88.22
    3-pentanone 56.49
    furfural 122.33
    n-dodecane 0.29
    diethylene glycol 49.86
    diisopropyl ether 7.52
    tert-amyl alcohol 20.81
    acetylacetone 121.14
    n-hexadecane 0.35
    acetophenone 42.25
    methyl propionate 68.98
    isopentyl acetate 29.2
    trichloroethylene 102.32
    n-nonanol 5.39
    cyclohexanol 13.24
    benzyl alcohol 29.44
    2-ethylhexanol 10.31
    isooctanol 7.29
    dipropyl ether 16.67
    1,2-dichlorobenzene 17.91
    ethyl lactate 23.73
    propylene carbonate 50.26
    n-methylformamide 53.22
    2-pentanol 11.55
    n-pentane 0.51
    1-propoxy-2-propanol 41.92
    1-methoxy-2-propyl acetate 65.12
    2-(2-methoxypropoxy) propanol 44.16
    mesitylene 8.12
    ε-caprolactone 73.48
    p-cymene 9.23
    epichlorohydrin 155.5
    1,1,1-trichloroethane 25.5
    2-aminoethanol 8.85
    morpholine-4-carbaldehyde 125.39
    sulfolane 121.62
    2,2,4-trimethylpentane 0.58
    2-methyltetrahydrofuran 81.88
    n-hexyl acetate 23.2
    isooctane 0.33
    2-(2-butoxyethoxy)ethanol 56.62
    sec-butyl acetate 27.48
    tert-butyl acetate 46.94
    decalin 0.47
    glycerin 11.51
    diglyme 114.05
    acrylic acid 21.41
    isopropyl myristate 11.76
    n-butyric acid 36.01
    acetyl acetate 54.1
    di(2-ethylhexyl) phthalate 15.7
    ethyl propionate 45.11
    nitromethane 139.17
    1,2-diethoxyethane 52.37
    benzonitrile 31.07
    trioctyl phosphate 9.23
    1-bromopropane 22.11
    gamma-valerolactone 159.76
    n-decanol 4.6
    triethyl phosphate 18.07
    4-methyl-2-pentanol 8.35
    propionitrile 25.99
    vinylene carbonate 44.57
    1,1,2-trichlorotrifluoroethane 76.78
    DMS 35.67
    cumene 5.98
    2-octanol 5.51
    2-hexanone 42.72
    octyl acetate 15.47
    limonene 11.32
    1,2-dimethoxyethane 116.26
    ethyl orthosilicate 15.8
    tributyl phosphate 11.71
    diacetone alcohol 57.93
    N,N-dimethylaniline 22.38
    acrylonitrile 40.07
    aniline 35.21
    1,3-propanediol 19.97
    bromobenzene 17.43
    dibromomethane 35.21
    1,1,2,2-tetrachloroethane 66.72
    2-methyl-cyclohexyl acetate 23.98
    tetrabutyl urea 21.45
    diisobutyl methanol 7.18
    2-phenylethanol 35.56
    styrene 13.79
    dioctyl adipate 20.66
    dimethyl sulfate 57.82
    ethyl butyrate 35.45
    methyl lactate 37.41
    butyl lactate 24.79
    diethyl carbonate 23.68
    propanediol butyl ether 21.82
    triethyl orthoformate 24.3
    p-tert-butyltoluene 8.49
    methyl 4-tert-butylbenzoate 36.85
    morpholine 87.05
    tert-butylamine 7.63
    n-dodecanol 3.65
    dimethoxymethane 120.16
    ethylene carbonate 34.72
    cyrene 48.18
    2-ethoxyethyl acetate 56.26
    2-ethylhexyl acetate 22.54
    1,2,4-trichlorobenzene 24.52
    4-methylpyridine 80.6
    dibutyl ether 9.6
    2,6-dimethyl-4-heptanol 7.18
    DEF 79.5
    dimethyl isosorbide 82.76
    tetrachloroethylene 38.34
    eugenol 38.77
    triacetin 33.73
    span 80 28.83
    1,4-butanediol 6.5
    1,1-dichloroethane 29.64
    2-methyl-1-pentanol 14.58
    methyl formate 50.3
    2-methyl-1-butanol 15.04
    n-decane 0.39
    butyronitrile 26.2
    3,7-dimethyl-1-octanol 7.06
    1-chlorooctane 2.79
    1-chlorotetradecane 1.58
    n-nonane 0.28
    undecane 0.34
    tert-butylcyclohexane 0.44
    cyclooctane 0.22
    cyclopentanol 15.55
    tetrahydropyran 47.58
    tert-amyl methyl ether 26.75
    2,5,8-trioxanonane 85.62
    1-hexene 3.12
    2-isopropoxyethanol 32.65
    2,2,2-trifluoroethanol 14.84
    methyl butyrate 51.51

    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