Bromoxynil

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  • Identifiers

    CAS number
    1689-84-5

    Molecular formula
    C7H3Br2NO

    SMILES
    C1=C(C=C(C(=C1Br)O)Br)C#N

    Safety labels

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 46.54%
    Phenolic 32.67%
    Burnt 31.18%
    Smoky 27.9%
    Spicy 25.45%
    Meaty 23.02%
    Bitter 22.79%
    Savory 21.45%
    Dry 21.16%
    Vanilla 19.46%

     

    Flavor
    Bitter 79.65%
    Odorless 35.45%
    Mild 23.12%
    Nitrile 19.99%
    Sweet-like 19.22%
    Very strong 19.05%
    Bland 18.73%
    Rotten 18.55%
    Indole 18.46%
    Scallion 18.27%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.5

    pKa est.
    6.92 (neutral)

    Molecular weight
    276.91 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    387°C

    Melting point expt.

    • MP: 194-195 °C (sublimes at 135 °C/0.15 mm Hg)
    • MP: 188-192 °C /Technical bromoxynil (approx 95% pure)/

    Flash point

    • 107.16 ˚C est.

    Solubility expt.

    • IN WATER 130 PPM (0.013%) WT/VOL @ 20-25 °C; IN ETHANOL 7% WT/VOL @ 20-25 °C; IN LIGHT PETROLEUM & XYLENE 1-2% WT/VOL @ 20-25 °C
    • IN DIMETHYLFORMAMIDE 61% WT/VOL @ 20-25 °C; IN BENZENE 1% WT/VOL @ 20-25 °C; IN METHANOL 9% WT/VOL @ 20-25 °C; IN ACETONE 17% WT/VOL AT 20-25 °C
    • Solubility in (g/L) at 25 °C: acetone 170; tetrahydrofuran 410
    • In dimethylformamide 610, acetone, cyclohexanone 170, methanol 90, ethanol 70, mineral oils <20, benzene 10 (all in g/L, 25 °C)
    • In water, 130 mg/L at 25 °C

  • Synonyms

    • BROMOXYNIL
    • 3,5-Dibromo-4-hydroxybenzonitrile
    • 1689-84-5
    • Brominal
    • Brominex
    • Brominil
    • Broxynil
    • Sabre
    • 2,6-Dibromo-4-cyanophenol
    • Labuctril
    • Brittox
    • Pardner
    • Toplan
    • Chipco buctril
    • Nu-lawn weeder
    • Oxytril M
    • Labuctril 25
    • Bromotril
    • Buctril
    • Certrol B
    • Litarol M
    • Buctril industrial
    • Chipco crab-kleen
    • Benzonitrile, 3,5-dibromo-4-hydroxy-
    • 4-Cyano-2,6-dibromophenol
    • ME 4 Brominal
    • Butilchorofos
    • Novacorn
    • Terset
    • Butil chlorofos
    • 4-Hydroxy-3,5-dibromobenzonitrile
    • Brominal Triple
    • Brominal Plus
    • Brominal Industrial
    • 3,5-Dibromo-4-hydroxyphenyl cyanide
    • Bucril
    • Torch
    • Buctril-atrazine
    • 3,5-Dibromo-4-hydroxyphenylcyanide
    • Brominal ME4
    • Buctril 4EC
    • ENT 20852
    • S 2132
    • BRUCIL
    • J46EK95K0P
    • bromoxynil + atrazine
    • Dibromo-4-cyanophenol
    • DTXSID3022162
    • MB 10064
    • CHEBI:17192
    • ME4 BROMINAL
    • BROMOXYNIL [MI]
    • BROMOXYNIL [ISO]
    • BROMOXYNIL [HSDB]
    • MOXY 2E
    • Dibromo-4-hydroxybenzonitrile
    • DTXCID002162
    • Dibromo-4-hydroxyphenyl cyanide
    • Hydroxy-3,5-dibromobenzonitrile
    • Bromoxynil (ACN)
    • Bromoxynil [ANSI]
    • Caswell No. 119
    • C7H3Br2NO
    • CAS-1689-84-5
    • CCRIS 2447
    • HSDB 1523
    • Bromoxynil [ANSI:ISO]
    • EINECS 216-882-7
    • EPA Pesticide Chemical Code 035301
    • BRN 2364039
    • UNII-J46EK95K0P
    • 3,5-Dibromo-4-hydroxybenzonitril (ACN)
    • Litarol
    • Pack
    • Chipco crabkleen
    • Brominal M
    • NULawn weeder
    • Bromoxynil (CAN)
    • 3,5-dibromo-4-hydroxy-benzonitrile
    • 2,6Dibromo4cyanophenol
    • 4Cyano2,6dibromophenol
    • 2961-68-4
    • SCHEMBL19210
    • 4-10-00-00475 (Beilstein Handbook Reference)
    • 3,5Dibromo4hydroxybenzonitrile
    • 4Hydroxy3,5dibromobenzonitrile
    • 3,5Dibromo4hydroxyphenylcyanide
    • CHEMBL453905
    • 3,5Dibromo4hydroxyphenyl cyanide
    • Benzonitrile, 3,5dibromo4hydroxy
    • A1L36
    • Tox21_201421
    • Tox21_301202
    • MFCD00002153
    • 3,5Dibromo4hydroxybenzonitril (CAN)
    • AKOS015889725
    • ENT 20 852
    • FB19338
    • KS-5269
    • USEPA/OPP Pesticide Code: 035301
    • Bromoxynil 10 microg/mL in Acetonitrile
    • NCGC00163844-01
    • NCGC00163844-02
    • NCGC00163844-03
    • NCGC00163844-04
    • NCGC00163844-05
    • NCGC00255099-01
    • NCGC00258972-01
    • AC-12513
    • Bromoxynil 100 microg/mL in Acetonitrile
    • MB-10064
    • DB-043772
    • MB 10,064
    • benzenecarbonitrile, 3,5-dibromo-4-hydroxy-
    • M&B 10,064
    • NS00005694
    • 3,5-dibromo-4-hydroxybenzonitrile-polymorph A
    • Bromoxynil, PESTANAL(R), analytical standard
    • C04178
    • C91574
    • EN300-258708
    • AJ-087/41885652
    • Q408345
    • Z57900367
    • InChI=1/C7H3Br2NO/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2,11
    • 216-882-7
    • 3,5-Dibromo-4-hydroxybenzonitrile;1-Cyano-3,5-dibromo-4-hydroxybenzene;2,6-Dibromo-4-cyanophenol

  • Applications

    Bromoxynil (CAS 1689-84-5) is a selective herbicide used in agriculture to control broadleaf weeds post-emergence in crops such as cereals and other agricultural systems. It is typically formulated in products such as emulsifiable concentrates (EC), suspension concentrates (SC), or water-dispersible granules (WG) and is employed in integrated weed management programs and tank-mix applications to broaden control spectra. The active ingredient acts as a photosystem II inhibitor, providing rapid weed kill with crop selectivity when used as labeled. Its applications also include inclusion in herbicide formulations in partner mixes to optimize broad-spectrum weed control, subject to local regulations and product labels.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.85
    methanol 8.81
    isopropanol 8.05
    water 0.49
    ethyl acetate 16.56
    n-propanol 9.82
    acetone 22.36
    n-butanol 8.96
    acetonitrile 11.34
    DMF 31.26
    toluene 9.17
    isobutanol 8.03
    1,4-dioxane 34.83
    methyl acetate 20.92
    THF 60.28
    2-butanone 20.08
    n-pentanol 12.51
    sec-butanol 9.2
    n-hexane 1.24
    ethylene glycol 9.31
    NMP 65.08
    cyclohexane 0.97
    DMSO 26.75
    n-butyl acetate 23.33
    n-octanol 12.72
    chloroform 13.39
    n-propyl acetate 20.76
    acetic acid 17.89
    dichloromethane 13.31
    cyclohexanone 25.03
    propylene glycol 8.13
    isopropyl acetate 16.52
    DMAc 40.5
    2-ethoxyethanol 28.56
    isopentanol 9.44
    n-heptane 3.8
    ethyl formate 13.61
    1,2-dichloroethane 10.93
    n-hexanol 16.25
    2-methoxyethanol 27.17
    isobutyl acetate 17.59
    tetrachloromethane 2.9
    n-pentyl acetate 23.77
    transcutol 60.72
    n-heptanol 13.96
    ethylbenzene 7.63
    MIBK 18.34
    2-propoxyethanol 36.41
    tert-butanol 11.53
    MTBE 14.81
    2-butoxyethanol 29.25
    propionic acid 12.11
    o-xylene 8.82
    formic acid 11.64
    diethyl ether 13.91
    m-xylene 9.34
    p-xylene 8.0
    chlorobenzene 10.36
    dimethyl carbonate 18.24
    n-octane 2.0
    formamide 18.48
    cyclopentanone 40.72
    2-pentanone 18.83
    anisole 24.72
    cyclopentyl methyl ether 27.52
    gamma-butyrolactone 44.35
    1-methoxy-2-propanol 23.57
    pyridine 25.06
    3-pentanone 16.16
    furfural 49.03
    n-dodecane 1.96
    diethylene glycol 31.98
    diisopropyl ether 8.57
    tert-amyl alcohol 12.05
    acetylacetone 30.6
    n-hexadecane 2.17
    acetophenone 27.67
    methyl propionate 18.78
    isopentyl acetate 23.37
    trichloroethylene 21.95
    n-nonanol 13.34
    cyclohexanol 10.69
    benzyl alcohol 20.13
    2-ethylhexanol 15.17
    isooctanol 13.39
    dipropyl ether 20.0
    1,2-dichlorobenzene 11.81
    ethyl lactate 17.13
    propylene carbonate 26.61
    n-methylformamide 19.34
    2-pentanol 8.78
    n-pentane 1.46
    1-propoxy-2-propanol 31.32
    1-methoxy-2-propyl acetate 35.3
    2-(2-methoxypropoxy) propanol 35.29
    mesitylene 6.75
    ε-caprolactone 29.66
    p-cymene 12.28
    epichlorohydrin 42.04
    1,1,1-trichloroethane 9.82
    2-aminoethanol 11.21
    morpholine-4-carbaldehyde 61.51
    sulfolane 52.26
    2,2,4-trimethylpentane 1.59
    2-methyltetrahydrofuran 34.87
    n-hexyl acetate 25.31
    isooctane 1.48
    2-(2-butoxyethoxy)ethanol 39.28
    sec-butyl acetate 17.29
    tert-butyl acetate 24.61
    decalin 1.63
    glycerin 14.78
    diglyme 57.87
    acrylic acid 15.59
    isopropyl myristate 16.76
    n-butyric acid 12.77
    acetyl acetate 17.48
    di(2-ethylhexyl) phthalate 18.65
    ethyl propionate 17.17
    nitromethane 34.42
    1,2-diethoxyethane 30.57
    benzonitrile 18.48
    trioctyl phosphate 14.33
    1-bromopropane 7.02
    gamma-valerolactone 57.2
    n-decanol 11.15
    triethyl phosphate 15.33
    4-methyl-2-pentanol 8.55
    propionitrile 10.91
    vinylene carbonate 24.13
    1,1,2-trichlorotrifluoroethane 38.48
    DMS 25.16
    cumene 7.27
    2-octanol 11.45
    2-hexanone 22.55
    octyl acetate 19.45
    limonene 15.18
    1,2-dimethoxyethane 38.15
    ethyl orthosilicate 15.74
    tributyl phosphate 14.24
    diacetone alcohol 27.64
    N,N-dimethylaniline 21.26
    acrylonitrile 15.46
    aniline 14.51
    1,3-propanediol 12.16
    bromobenzene 8.98
    dibromomethane 8.39
    1,1,2,2-tetrachloroethane 17.57
    2-methyl-cyclohexyl acetate 26.13
    tetrabutyl urea 21.17
    diisobutyl methanol 12.5
    2-phenylethanol 24.15
    styrene 8.55
    dioctyl adipate 23.3
    dimethyl sulfate 27.43
    ethyl butyrate 22.06
    methyl lactate 19.18
    butyl lactate 21.76
    diethyl carbonate 15.42
    propanediol butyl ether 25.37
    triethyl orthoformate 20.73
    p-tert-butyltoluene 13.11
    methyl 4-tert-butylbenzoate 32.8
    morpholine 34.03
    tert-butylamine 7.91
    n-dodecanol 9.18
    dimethoxymethane 29.75
    ethylene carbonate 18.95
    cyrene 49.09
    2-ethoxyethyl acetate 34.42
    2-ethylhexyl acetate 20.67
    1,2,4-trichlorobenzene 16.96
    4-methylpyridine 22.61
    dibutyl ether 15.58
    2,6-dimethyl-4-heptanol 12.5
    DEF 23.48
    dimethyl isosorbide 67.33
    tetrachloroethylene 12.79
    eugenol 35.08
    triacetin 36.53
    span 80 30.91
    1,4-butanediol 10.18
    1,1-dichloroethane 8.8
    2-methyl-1-pentanol 12.97
    methyl formate 19.49
    2-methyl-1-butanol 9.29
    n-decane 2.82
    butyronitrile 10.21
    3,7-dimethyl-1-octanol 13.63
    1-chlorooctane 8.5
    1-chlorotetradecane 4.85
    n-nonane 2.45
    undecane 2.3
    tert-butylcyclohexane 2.18
    cyclooctane 0.89
    cyclopentanol 14.99
    tetrahydropyran 20.18
    tert-amyl methyl ether 16.37
    2,5,8-trioxanonane 51.81
    1-hexene 4.64
    2-isopropoxyethanol 26.37
    2,2,2-trifluoroethanol 14.84
    methyl butyrate 19.14

    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