Bifenox

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  • Identifiers

    CAS number
    42576-02-3

    Molecular formula
    C14H9Cl2NO5

    SMILES
    COC(=O)C1=C(C=CC(=C1)OC2=C(C=C(C=C2)Cl)Cl)[N+](=O)[O-]

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 45.09%
    Floral 39.91%
    Sweet 36.69%
    Powdery 35.69%
    Grape 34.67%
    Vanilla 30.93%
    Musk 30.48%
    Neroli 30.32%
    Fruity 28.06%
    Phenolic 27.78%

     

    Flavor
    Bitter 87.0%
    Odorless 45.08%
    Bland 27.24%
    Mild 23.93%
    Sweet-like 20.94%
    Very mild 20.05%
    Nitrile 19.9%
    Orange flower 19.82%
    Cedarleaf 19.04%
    Very strong 18.99%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.5

    pKa est.
    7.0 (neutral)

    Molecular weight
    342.1 g/mol

    Melting point expt.

    • 85 °C

    Flash point

    • 188.16 ˚C est.

    Solubility expt.

    • Solubility in xylene at 25 °C: 30%
    • Solublity in organic solvents g/ml @ 25 °C: acetone, 40; chlorobenzene, 35-40; ethanol, <5; kerosene, <1; xylene, 30.
    • In water, 0.398 mg/l @ 25 °C

  • Synonyms

    • BIFENOX
    • 42576-02-3
    • Methyl 5-(2,4-dichlorophenoxy)-2-nitrobenzoate
    • Modown
    • MC-4379
    • 5-(2,4-Dichlorophenoxy)-2-nitrobenzoic acid methyl ester
    • DTXSID1040320
    • KSB85XT26Y
    • 2,4-Dichlorophenyl 3-(methoxycarbonyl)-4-nitrophenyl Ether
    • DTXCID9020320
    • methyl 5-(2,4-dichlorophenoxy)-2-nitro-benzoate
    • RefChem:119774
    • 2,4-dichlorophenyl-3'-carboxymethyl-4'-nitrophenyl ether
    • 642-906-4
    • Caswell No. 561AA
    • MFCD00055314
    • Benzoic acid, 5-(2,4-dichlorophenoxy)-2-nitro-, methyl ester
    • CHEMBL449928
    • Bifenox 10 microg/mL in Cyclohexane
    • Bifenox 10 microg/mL in Acetonitrile
    • Bifenox [ANSI:BSI:ISO]
    • Bifenox [ISO]
    • CCRIS 7158
    • HSDB 6567
    • EINECS 255-894-7
    • UNII-KSB85XT26Y
    • EPA Pesticide Chemical Code 104301
    • BRN 2170169
    • Modown 4 flowable
    • BIFENOX [HSDB]
    • BIFENOX [MI]
    • SCHEMBL38816
    • BIDD:ER0476
    • CHEBI:6613
    • SCHEMBL30862569
    • SUSRORUBZHMPCO-UHFFFAOYSA-
    • MSK22512
    • Tox21_301616
    • BDBM50253063
    • AKOS015903439
    • FB18593
    • KS-5116
    • MC 4379
    • NCGC00166176-01
    • NCGC00255413-01
    • Bifenox, PESTANAL(R), analytical standard
    • CAS-42576-02-3
    • DB-070315
    • CS-0129938
    • NS00000096
    • E78463
    • 576B023
    • Q424830
    • methyl 2-nitro-5-(2'4'-dichlorophenoxy)-benzoate
    • Methyl 5-(2',4'-dichlorophenoxy)-2-nitrobenzoate
    • 2,4-Dichlorophenyl 3-Methoxycarbonyl-4-nitrophenyl ether
    • 2,4-Dichlorophenyl 3-methoxycarbonyl-4-nitrophenyl ether2246
    • InChI=1/C14H9Cl2NO5/c1-21-14(18)10-7-9(3-4-12(10)17(19)20)22-13-5-2-8(15)6-11(13)16/h2-7H,1H3
    • 42576-02-3

  • Applications

    Bifenox (CAS 42576-02-3) is primarily used as a selective herbicide in agriculture, applied to cereals and other crops to control broadleaf weeds and some grasses. It is commonly formulated as emulsifiable concentrates, wettable powders, granules, or suspension concentrates for field application. In agrochemical manufacturing, it serves as an active ingredient and/or intermediate in the synthesis of related herbicidal products and formulations. The compound may be evaluated in crop science research and product development to assess weed control performance, with use governed by local regulatory limits and label directions.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.75
    methanol 3.11
    isopropanol 3.14
    water 0.01
    ethyl acetate 60.42
    n-propanol 5.38
    acetone 54.66
    n-butanol 3.83
    acetonitrile 35.63
    DMF 97.65
    toluene 15.75
    isobutanol 3.67
    1,4-dioxane 119.52
    methyl acetate 93.63
    THF 205.09
    2-butanone 74.02
    n-pentanol 6.54
    sec-butanol 7.28
    n-hexane 0.3
    ethylene glycol 2.63
    NMP 100.34
    cyclohexane 0.57
    DMSO 36.18
    n-butyl acetate 41.3
    n-octanol 4.74
    chloroform 72.95
    n-propyl acetate 54.44
    acetic acid 24.29
    dichloromethane 100.22
    cyclohexanone 67.41
    propylene glycol 2.15
    isopropyl acetate 33.7
    DMAc 244.18
    2-ethoxyethanol 46.83
    isopentanol 4.65
    n-heptane 0.69
    ethyl formate 23.2
    1,2-dichloroethane 47.21
    n-hexanol 5.61
    2-methoxyethanol 41.4
    isobutyl acetate 25.84
    tetrachloromethane 2.23
    n-pentyl acetate 22.06
    transcutol 119.55
    n-heptanol 5.04
    ethylbenzene 13.68
    MIBK 19.46
    2-propoxyethanol 41.26
    tert-butanol 5.9
    MTBE 27.13
    2-butoxyethanol 21.89
    propionic acid 15.14
    o-xylene 12.58
    formic acid 10.27
    diethyl ether 21.29
    m-xylene 7.84
    p-xylene 19.2
    chlorobenzene 18.92
    dimethyl carbonate 51.0
    n-octane 0.44
    formamide 35.49
    cyclopentanone 109.76
    2-pentanone 33.72
    anisole 76.65
    cyclopentyl methyl ether 44.09
    gamma-butyrolactone 147.94
    1-methoxy-2-propanol 25.59
    pyridine 89.03
    3-pentanone 41.95
    furfural 118.76
    n-dodecane 0.58
    diethylene glycol 29.89
    diisopropyl ether 6.33
    tert-amyl alcohol 11.45
    acetylacetone 92.8
    n-hexadecane 0.74
    acetophenone 73.89
    methyl propionate 60.28
    isopentyl acetate 34.51
    trichloroethylene 154.28
    n-nonanol 5.78
    cyclohexanol 9.63
    benzyl alcohol 30.79
    2-ethylhexanol 7.62
    isooctanol 5.06
    dipropyl ether 20.42
    1,2-dichlorobenzene 23.85
    ethyl lactate 23.02
    propylene carbonate 53.34
    n-methylformamide 32.32
    2-pentanol 4.15
    n-pentane 0.19
    1-propoxy-2-propanol 28.88
    1-methoxy-2-propyl acetate 69.97
    2-(2-methoxypropoxy) propanol 45.27
    mesitylene 4.22
    ε-caprolactone 78.8
    p-cymene 8.98
    epichlorohydrin 192.99
    1,1,1-trichloroethane 34.94
    2-aminoethanol 4.65
    morpholine-4-carbaldehyde 192.83
    sulfolane 90.11
    2,2,4-trimethylpentane 0.51
    2-methyltetrahydrofuran 91.0
    n-hexyl acetate 22.6
    isooctane 0.19
    2-(2-butoxyethoxy)ethanol 42.48
    sec-butyl acetate 38.69
    tert-butyl acetate 44.09
    decalin 1.04
    glycerin 7.07
    diglyme 118.11
    acrylic acid 18.37
    isopropyl myristate 14.05
    n-butyric acid 13.27
    acetyl acetate 53.76
    di(2-ethylhexyl) phthalate 14.87
    ethyl propionate 54.41
    nitromethane 132.88
    1,2-diethoxyethane 62.03
    benzonitrile 35.22
    trioctyl phosphate 7.95
    1-bromopropane 15.05
    gamma-valerolactone 177.85
    n-decanol 4.95
    triethyl phosphate 27.52
    4-methyl-2-pentanol 3.4
    propionitrile 22.47
    vinylene carbonate 53.67
    1,1,2-trichlorotrifluoroethane 86.4
    DMS 61.35
    cumene 8.21
    2-octanol 4.38
    2-hexanone 46.18
    octyl acetate 16.01
    limonene 11.27
    1,2-dimethoxyethane 138.06
    ethyl orthosilicate 23.69
    tributyl phosphate 11.79
    diacetone alcohol 35.79
    N,N-dimethylaniline 40.69
    acrylonitrile 43.77
    aniline 21.85
    1,3-propanediol 6.82
    bromobenzene 21.4
    dibromomethane 37.86
    1,1,2,2-tetrachloroethane 84.74
    2-methyl-cyclohexyl acetate 36.57
    tetrabutyl urea 21.5
    diisobutyl methanol 5.65
    2-phenylethanol 25.93
    styrene 19.41
    dioctyl adipate 27.46
    dimethyl sulfate 82.09
    ethyl butyrate 44.75
    methyl lactate 24.55
    butyl lactate 16.78
    diethyl carbonate 35.32
    propanediol butyl ether 14.86
    triethyl orthoformate 36.49
    p-tert-butyltoluene 7.98
    methyl 4-tert-butylbenzoate 39.27
    morpholine 109.03
    tert-butylamine 2.82
    n-dodecanol 4.22
    dimethoxymethane 86.81
    ethylene carbonate 39.3
    cyrene 62.59
    2-ethoxyethyl acetate 58.42
    2-ethylhexyl acetate 30.99
    1,2,4-trichlorobenzene 38.75
    4-methylpyridine 66.91
    dibutyl ether 16.19
    2,6-dimethyl-4-heptanol 5.65
    DEF 74.48
    dimethyl isosorbide 104.72
    tetrachloroethylene 41.31
    eugenol 39.14
    triacetin 55.66
    span 80 24.18
    1,4-butanediol 5.05
    1,1-dichloroethane 31.65
    2-methyl-1-pentanol 9.1
    methyl formate 35.47
    2-methyl-1-butanol 5.95
    n-decane 0.85
    butyronitrile 13.39
    3,7-dimethyl-1-octanol 6.64
    1-chlorooctane 4.52
    1-chlorotetradecane 2.56
    n-nonane 0.65
    undecane 0.7
    tert-butylcyclohexane 0.87
    cyclooctane 0.25
    cyclopentanol 11.67
    tetrahydropyran 55.58
    tert-amyl methyl ether 30.48
    2,5,8-trioxanonane 93.7
    1-hexene 3.04
    2-isopropoxyethanol 34.01
    2,2,2-trifluoroethanol 14.47
    methyl butyrate 60.7

    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