Bromacil

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  • Identifiers

    CAS number
    314-40-9

    Molecular formula
    C9H13BrN2O2

    SMILES
    CCC(C)N1C(=O)C(=C(NC1=O)C)Br

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 52.36%
    Burnt 22.96%
    Bitter 22.87%
    Animal 18.8%
    Cooling 17.63%
    Roasted 17.42%
    Musty 17.27%
    Mint 15.96%
    Savory 15.6%
    Earthy 15.32%

     

    Flavor
    Bitter 68.51%
    Odorless 27.59%
    Cedarleaf 20.82%
    Green pepper 19.87%
    Nitrile 19.8%
    Carrot 19.64%
    Lovage 19.5%
    Syrup 19.28%
    Broom 19.06%
    Taco 19.0%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    7.37 (neutral)

    Molecular weight
    261.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 317 °F (Sublimes) (NIOSH, 2024)
    • 158 °C
    • 158-160 °C
    • 317 °F (sublimes)
    • 317 °F (Sublimes)

    Boiling point

    • Sublimes (NIOSH, 2024)
    • sublimes
    • Sublimes

    Flash point

    • 174.79 ˚C est.

    Solubility expt.

    • 0.08 % at 77 °F (NIOSH, 2024)
    • SPARINGLY SOL IN HYDROCARBONS
    • Moderately soluble in strong aqueous bases
    • Soluble in 3% aqueous NaOH
    • In n-hexane 0.023 toluene 3.0, acetonitrile 4.65, acetone 11.4, methylene chloride 12.0 (all in g/100 mL, 20 °C)
    • For more Solubility (Complete) data for BROMACIL (6 total), please visit the HSDB record page.
    • Solubility in water, g/100ml at 25 °C: 0.08
    • (77 °F): 0.08%

  • Synonyms

    • BROMACIL
    • 314-40-9
    • Uragan
    • Hyvar X
    • Borea
    • 5-Bromo-3-sec-butyl-6-methyluracil
    • Borocil
    • Bromax
    • Cynogan
    • Hyvarex
    • Nalkil
    • Uragon
    • 5-Bromo-3-(sec-butyl)-6-methylpyrimidine-2,4(1H,3H)-dione
    • Urox-hx
    • Hyvar X bromacil
    • Krovar II
    • Urox B
    • Herbicide 976
    • Hyvar X-L
    • Hyvar X-WS
    • Hyvar X Weed Killer
    • Du Pont herbicide 976
    • Eerex Granular Weed Killer
    • Urox hx granular weed killer
    • Uracil, 5-bromo-3-sec-butyl-6-methyl-
    • 2,4(1H,3H)-Pyrimidinedione, 5-bromo-6-methyl-3-(1-methylpropyl)-
    • 5-Bromo-6-methyl-3-(1-methylpropyl)uracil
    • 5-bromo-3-butan-2-yl-6-methyl-1H-pyrimidine-2,4-dione
    • 3-sek.Butyl-5-brom-6-methyluracil
    • Ureabor
    • 5-Bromo-6-methyl-3-(1-methylpropyl)-2,4(1H,3H)-pyrimidinedione
    • I048FFR2J0
    • DTXSID4022020
    • CHEBI:83658
    • MFCD00055364
    • Bromacil 10 microg/mL in Acetonitrile
    • Bromacil 100 microg/mL in Acetonitrile
    • Istemul
    • Hibor
    • Urox ha
    • Urox HX
    • Hyvar-X Weed Killer
    • Hyvar-xl Weed Killer
    • Caswell No. 111
    • Krovar I Weed Killer
    • Rout G-8
    • Krovar II Weed Killer
    • Croptex onyx
    • 5-bromo-6-methyl-3-(1-methylpropyl)pyrimidine-2,4(1H,3H)-dione
    • Bromacil [ANSI:BSI:ISO]
    • Bromacil [ISO]
    • HSDB 1522
    • EINECS 206-245-1
    • EPA Pesticide Chemical Code 012301
    • BRN 0647896
    • UNII-I048FFR2J0
    • CCRIS 9248
    • 3-sek.Butyl-5-brom-6-methyluracil [German]
    • Rokar X
    • 5-Bromo-3-sec.-butyl-6-methyluracil
    • 8027-85-8
    • BROMACIL [HSDB]
    • BROMACIL [MI]
    • SCHEMBL53954
    • (+/-)-BROMACIL
    • 5-24-07-00040 (Beilstein Handbook Reference)
    • DTXCID802020
    • 5-bromo-6-methyl-3-sec-butyl-1H-pyrimidine-2,4-dione
    • CHEMBL1877125
    • 5-Bromo-3-s-butyl-6-methyluracil
    • Tox21_301111
    • 3-sek-Butyl-5-bromo-6-methyluracil
    • AKOS015915031
    • AT26581
    • 2,4(1H,3H)-Pyrimidinedione,5-bromo-6-methyl-3-(1-methylpropyl)-, sodium salt (1:1)
    • NCGC00163931-01
    • NCGC00163931-02
    • NCGC00163931-03
    • NCGC00163931-04
    • NCGC00255011-01
    • BS-42473
    • CAS-314-40-9
    • DB-048036
    • Bromacil, PESTANAL(R), analytical standard
    • NS00000246
    • (RS)-5-BROMO-3-SEC-BUTYL-6-METHYLURACIL
    • A820855
    • Q2926003
    • Z1269128648
    • 5-bromanyl-3-butan-2-yl-6-methyl-1H-pyrimidine-2,4-dione
    • 5-bromo-3-(butan-2-yl)-6-methylpyrimidine-2,4(1H,3H)-dione
    • 5-Bromo-3-sec-butyl-6-methyl-2,4(1H,3H)-pyrimidinedione #
    • 5-bromo-3-(butan-2-yl)-6-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

  • Applications

    Bromacil (CAS 314-40-9) is a soil-active, selective herbicide used for long-lasting weed control in agriculture and related sectors; it provides residual suppression of broadleaf weeds and some grasses in treated areas. Typical applications include weed management in sugarcane and citrus crops, use in ornamentals and nurseries, and weed control in pastures, reflecting its role as a persistent soil herbicide in diverse cropping systems. The product is applied as a soil treatment before or after weed emergence, and its use is governed by local regulations and formulation-specific guidelines.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 41.37
    methanol 41.32
    isopropanol 38.68
    water 0.78
    ethyl acetate 32.96
    n-propanol 42.19
    acetone 67.9
    n-butanol 42.28
    acetonitrile 24.04
    DMF 240.99
    toluene 22.63
    isobutanol 34.07
    1,4-dioxane 86.37
    methyl acetate 42.02
    THF 155.88
    2-butanone 60.01
    n-pentanol 44.46
    sec-butanol 37.69
    n-hexane 0.87
    ethylene glycol 16.27
    NMP 204.03
    cyclohexane 2.45
    DMSO 169.78
    n-butyl acetate 30.06
    n-octanol 15.55
    chloroform 87.4
    n-propyl acetate 27.63
    acetic acid 62.7
    dichloromethane 80.23
    cyclohexanone 104.49
    propylene glycol 29.6
    isopropyl acetate 24.46
    DMAc 182.15
    2-ethoxyethanol 59.52
    isopentanol 36.6
    n-heptane 0.87
    ethyl formate 42.18
    1,2-dichloroethane 55.89
    n-hexanol 35.66
    2-methoxyethanol 100.08
    isobutyl acetate 22.4
    tetrachloromethane 11.54
    n-pentyl acetate 28.13
    transcutol 50.06
    n-heptanol 19.9
    ethylbenzene 11.55
    MIBK 30.17
    2-propoxyethanol 66.55
    tert-butanol 38.06
    MTBE 20.03
    2-butoxyethanol 43.52
    propionic acid 43.32
    o-xylene 15.23
    formic acid 31.05
    diethyl ether 17.39
    m-xylene 14.09
    p-xylene 18.91
    chlorobenzene 40.19
    dimethyl carbonate 27.36
    n-octane 0.58
    formamide 47.2
    cyclopentanone 123.98
    2-pentanone 45.57
    anisole 27.64
    cyclopentyl methyl ether 42.54
    gamma-butyrolactone 125.62
    1-methoxy-2-propanol 77.2
    pyridine 101.5
    3-pentanone 34.34
    furfural 136.24
    n-dodecane 0.95
    diethylene glycol 60.15
    diisopropyl ether 5.31
    tert-amyl alcohol 36.92
    acetylacetone 55.0
    n-hexadecane 1.12
    acetophenone 40.06
    methyl propionate 38.92
    isopentyl acetate 29.8
    trichloroethylene 114.86
    n-nonanol 15.47
    cyclohexanol 46.02
    benzyl alcohol 50.6
    2-ethylhexanol 20.47
    isooctanol 17.45
    dipropyl ether 9.94
    1,2-dichlorobenzene 34.05
    ethyl lactate 26.7
    propylene carbonate 73.77
    n-methylformamide 74.8
    2-pentanol 24.27
    n-pentane 1.01
    1-propoxy-2-propanol 39.78
    1-methoxy-2-propyl acetate 36.0
    2-(2-methoxypropoxy) propanol 38.21
    mesitylene 8.25
    ε-caprolactone 82.99
    p-cymene 9.31
    epichlorohydrin 136.9
    1,1,1-trichloroethane 43.15
    2-aminoethanol 34.74
    morpholine-4-carbaldehyde 141.03
    sulfolane 170.57
    2,2,4-trimethylpentane 1.23
    2-methyltetrahydrofuran 84.03
    n-hexyl acetate 28.29
    isooctane 0.84
    2-(2-butoxyethoxy)ethanol 45.3
    sec-butyl acetate 19.33
    tert-butyl acetate 26.7
    decalin 1.99
    glycerin 45.37
    diglyme 64.09
    acrylic acid 45.45
    isopropyl myristate 13.15
    n-butyric acid 56.68
    acetyl acetate 28.57
    di(2-ethylhexyl) phthalate 25.41
    ethyl propionate 24.56
    nitromethane 78.77
    1,2-diethoxyethane 21.93
    benzonitrile 48.74
    trioctyl phosphate 18.32
    1-bromopropane 22.86
    gamma-valerolactone 163.03
    n-decanol 12.8
    triethyl phosphate 18.09
    4-methyl-2-pentanol 16.23
    propionitrile 28.68
    vinylene carbonate 68.77
    1,1,2-trichlorotrifluoroethane 101.74
    DMS 29.47
    cumene 8.96
    2-octanol 14.69
    2-hexanone 37.05
    octyl acetate 18.64
    limonene 11.82
    1,2-dimethoxyethane 83.65
    ethyl orthosilicate 16.48
    tributyl phosphate 18.3
    diacetone alcohol 49.39
    N,N-dimethylaniline 23.72
    acrylonitrile 42.4
    aniline 43.6
    1,3-propanediol 54.0
    bromobenzene 33.22
    dibromomethane 48.27
    1,1,2,2-tetrachloroethane 84.31
    2-methyl-cyclohexyl acetate 26.54
    tetrabutyl urea 27.85
    diisobutyl methanol 10.98
    2-phenylethanol 45.24
    styrene 14.34
    dioctyl adipate 21.46
    dimethyl sulfate 49.46
    ethyl butyrate 21.47
    methyl lactate 37.19
    butyl lactate 30.4
    diethyl carbonate 17.78
    propanediol butyl ether 38.46
    triethyl orthoformate 18.18
    p-tert-butyltoluene 8.77
    methyl 4-tert-butylbenzoate 36.63
    morpholine 110.49
    tert-butylamine 18.12
    n-dodecanol 10.16
    dimethoxymethane 78.09
    ethylene carbonate 52.96
    cyrene 64.04
    2-ethoxyethyl acetate 34.31
    2-ethylhexyl acetate 24.44
    1,2,4-trichlorobenzene 47.62
    4-methylpyridine 89.43
    dibutyl ether 10.07
    2,6-dimethyl-4-heptanol 10.98
    DEF 63.34
    dimethyl isosorbide 64.31
    tetrachloroethylene 52.49
    eugenol 47.5
    triacetin 26.76
    span 80 37.59
    1,4-butanediol 32.27
    1,1-dichloroethane 44.8
    2-methyl-1-pentanol 41.82
    methyl formate 60.74
    2-methyl-1-butanol 36.38
    n-decane 1.16
    butyronitrile 36.12
    3,7-dimethyl-1-octanol 16.03
    1-chlorooctane 7.04
    1-chlorotetradecane 4.04
    n-nonane 0.84
    undecane 1.06
    tert-butylcyclohexane 1.64
    cyclooctane 0.7
    cyclopentanol 65.54
    tetrahydropyran 64.89
    tert-amyl methyl ether 19.06
    2,5,8-trioxanonane 51.44
    1-hexene 5.7
    2-isopropoxyethanol 42.17
    2,2,2-trifluoroethanol 33.08
    methyl butyrate 37.75

    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